Hotels in Southwest Side, Chicago

  • Overview

    Southwest Side, located in Illinois, United States of America, is a vibrant and diverse region that offers a multitude of attractions for visitors to explore. Known for its rich cultural heritage and architectural landmarks, this area is a haven for history buffs and art enthusiasts alike. Steeped in the history of the city, the Southwest Side is home to iconic neighborhoods such as Archer Heights, Brighton Park, and McKinley Park. With its mix of residential and commercial spaces, it presents a unique blend of urban charm and suburban tranquility.

  • When to visit

    The best time to visit Southwest Side is during the spring and summer months when the weather is mild and outdoor activities are in full swing. This is the ideal time to explore the parks, visit outdoor festivals, and enjoy al fresco dining. However, each season has its own charm, and the region offers unique experiences throughout the year.

  • Reasons to Visit

    There are several reasons to visit Southwest Side. One of the top attractions is the Garfield Park Conservatory, a botanical oasis spanning over 4.5 acres. This stunning green space offers a wide variety of exotic plant species and is a perfect spot for nature lovers. Another must-see attraction is the National Museum of Mexican Art, which showcases an extensive collection of Mexican art and culture. In addition, the area is home to several beautiful parks, including McKinley Park with its peaceful lagoon and community amenities. Southwest Side also has a vibrant dining scene, offering a diverse range of cuisines to tantalize your taste buds.

  • Nearby Attractions

  • Garfield Park Conservatory

    Located in Garfield Park, this conservatory is a true gem for plant enthusiasts. Explore its various themed gardens and discover a wide variety of plant species from around the world.

  • National Museum of Mexican Art

    Immerse yourself in the vibrant world of Mexican art and culture at this renowned museum. Admire the extensive collection of paintings, sculptures, and folk art that showcase the rich heritage of Mexico.

  • McKinley Park

    Escape the hustle and bustle of the city at McKinley Park. Enjoy a peaceful stroll around the lagoon, have a picnic by the lake, or make use of the sports fields and community facilities available.

  • Hotels

  • 33 Floor PH near Fulton Market-byCloud9-365

    - Featuring a sun terrace with a swimming pool, as well as a shared lounge, 33 Floor PH near Fulton Market-byCloud9-365 is set in Chicago. The property features city views and is 1.8 km from Union Stati Next available price is on . 33 Floor PH near Fulton Market-byCloud9-365

  • 5430 Happy Home

    - Set in Chicago, 4.2 km from Museum of Science and Industry - Chicago, 5430 Happy Home offers accommodation with a garden, free WiFi and a shared kitchen. The property is around 4.9 km from Guaranteed Next available price is on . 5430 Happy Home

  • Affordable 2-Bedroom on Wabash

    - In the centre of Chicago, located within a short distance of DePaul University and Art Institute of Chicago, Affordable 2-Bedroom on Wabash offers free WiFi, air conditioning and household amenities s Next available price is on . Affordable 2-Bedroom on Wabash

  • Amazing 3BR 3 BA Property in Chicago

    - Boasting quiet street views, Amazing 3BR 3 BA Property in Chicago provides accommodation with a patio, around 1.9 km from United Center. This property offers access to a balcony, free private parking Next available price is on . Amazing 3BR 3 BA Property in Chicago

  • Amber Inn

    - Make yourself at home in one of the 22 air-conditioned rooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for Next available price is on . Amber Inn

  • Best Western Grant Park Hotel

    - Make yourself at home in one of the 172 guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and ha Next available price is 227.05 on Sept. 16, 2025. Best Western Grant Park Hotel

  • Best Western Inn & Suites - Midway Airport

    - Stay in one of 86 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathrooms Next available price is 122.55 on Sept. 15, 2025. Best Western Inn & Suites - Midway Airport

  • Black Walnut - Modern 1 BDR in Downtown

    - Make yourself comfortable in this apartment, which has a kitchen. Complimentary wireless internet access is available to keep you connected. Conveniences include a washer/dryer and an iron/ironing boa Next available price is on . Black Walnut - Modern 1 BDR in Downtown

  • Bright & Modern 1 BDR in Downtown

    - Make yourself comfortable in this apartment, featuring a kitchen with a stovetop and a microwave. Complimentary wireless internet access is available to keep you connected. Conveniences include a wash Next available price is on . Bright & Modern 1 BDR in Downtown

  • Canopy by Hilton Chicago Central Loop

    - Make yourself at home in one of the 215 guestrooms featuring espresso makers and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available Next available price is 315.50 on Sept. 15, 2025. Canopy by Hilton Chicago Central Loop

  • Chestnut Charm - Modern 1 BDR in Downtown

    - Make yourself comfortable in this apartment, featuring a kitchen with a stovetop and a microwave. Complimentary wireless internet access is available to keep you connected. Conveniences include a wash Next available price is on . Chestnut Charm - Modern 1 BDR in Downtown

  • Chicago Marriott Midway

    - Make yourself at home in one of the 200 guestrooms featuring refrigerators and microwaves. LCD televisions with cable programming are provided for your entertainment, with wired and wireless internet Next available price is 288.80 on Sept. 16, 2025. Chicago Marriott Midway

  • Chicago Parthenon Hostel

    - Make yourself at home in one of the 40 air-conditioned rooms featuring microwaves. Prepare your meals in the shared/communal kitchen. Complimentary wireless internet access is available to keep you co Next available price is on . Chicago Parthenon Hostel

  • Congress Plaza Hotel

    - Make yourself at home in one of the 870 guestrooms featuring refrigerators. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Private Next available price is 238.55 on Sept. 16, 2025. Congress Plaza Hotel

  • Courtyard by Marriott Chicago Midway Airport

    - Make yourself at home in one of the 174 guestrooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and satellite programming is available for your e Next available price is 116.07 on Sept. 15, 2025. Courtyard by Marriott Chicago Midway Airport

  • Crowne Plaza Chicago West Loop, an IHG Hotel

    - Stay in one of 398 guestrooms featuring LCD televisions. Rooms have private balconies. Complimentary wired and wireless internet access keeps you connected, and satellite programming provides entertai Next available price is 297.31 on Sept. 19, 2025. Crowne Plaza Chicago West Loop, an IHG Hotel

  • Designer Apt near Union Park - Cloud9-1125

    - Set in Chicago, 1.5 km from Union Station, Designer Apt near Union Park - Cloud9-1125 offers accommodation with a fitness centre, free private parking, a garden and a terrace. It is situated 1.9 km fr Next available price is on . Designer Apt near Union Park - Cloud9-1125

  • DoubleTree by Hilton Chicago Midway Airport

    - Make yourself at home in one of the 146 guestrooms featuring refrigerators and microwaves. 55-inch Smart televisions with cable programming provide entertainment, while complimentary wireless internet Next available price is 174.57 on Sept. 21, 2025. DoubleTree by Hilton Chicago Midway Airport

  • Fairfield Inn and Suites by Marriott Chicago Midway Airport

    - Stay in one of 114 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Partially open b Next available price is 124.26 on Sept. 15, 2025. Fairfield Inn and Suites by Marriott Chicago Midway Airport

  • Furnished Suites in South Loop Chicago

    - Make yourself comfortable in this apartment, featuring a kitchen with a refrigerator and an oven. There's a private balcony. A flat-screen television with digital programming provides entertainment, w Next available price is on . Furnished Suites in South Loop Chicago

  • GATEWAY INN

    - Make yourself at home in one of the 26 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include phones with free local calls, and housekeeping is pro Next available price is on . GATEWAY INN

  • Greater Grand Crossing/Hyde Park

    - Set in Chicago, 5.4 km from Museum of Science and Industry - Chicago and 7.4 km from Guaranteed Rate Field, Greater Grand Crossing/Hyde Park provides accommodation with amenities such as free WiFi and Next available price is on . Greater Grand Crossing/Hyde Park

  • Hampton Inn Chicago Downtown West Loop

    - Make yourself at home in one of the 210 air-conditioned rooms featuring refrigerators and LCD televisions. Complimentary wired and wireless internet access keeps you connected, and premium TV channels Next available price is 578.55 on Sept. 17, 2025. Hampton Inn Chicago Downtown West Loop

  • Hampton Inn Chicago McCormick Place

    - Make yourself at home in one of the 187 guestrooms featuring refrigerators and LCD televisions. Complimentary wired and wireless internet access keeps you connected, and cable programming provides ent Next available price is 227.05 on Sept. 15, 2025. Hampton Inn Chicago McCormick Place

  • Hampton Inn by Hilton Chicago-Midway Airport

    - Make yourself at home in one of the 170 guestrooms featuring refrigerators and flat-screen televisions. Complimentary wired and wireless internet access keeps you connected, and cable programming prov Next available price is 150.82 on Sept. 16, 2025. Hampton Inn by Hilton Chicago-Midway Airport

  • Handsome Mccormick 3bd-2ba Loft

    - Make yourself comfortable in this apartment, which has a kitchen. Complimentary wireless internet access is available to keep you connected. Conveniences include a washer/dryer and an iron/ironing boa Next available price is on . Handsome Mccormick 3bd-2ba Loft

  • Hilton Chicago

    - Make yourself at home in one of the 1544 individually decorated guestrooms. Your pillowtop bed comes with premium bedding. Cable programming provides entertainment, and wired and wireless internet acc Next available price is 369.55 on Sept. 15, 2025. Hilton Chicago

  • Hilton Chicago/Oak Lawn

    - Make yourself at home in one of the 184 guestrooms. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Private bathrooms have complimen Next available price is 146.30 on Sept. 15, 2025. Hilton Chicago/Oak Lawn

  • Hilton Garden Inn Chicago Central Loop

    - Stay in one of 135 guestrooms featuring flat-screen televisions. Cable television is provided for your entertainment. Bathrooms have showers and hair dryers. Conveniences include laptop-compatible saf Next available price is 551.41 on Sept. 18, 2025. Hilton Garden Inn Chicago Central Loop

  • Hilton Garden Inn Chicago Downtown South Loop

    - Make yourself at home in one of the 146 guestrooms featuring refrigerators and microwaves. 49-inch Smart televisions with premium TV channels provide entertainment, while complimentary wireless intern Next available price is 314.35 on Sept. 19, 2025. Hilton Garden Inn Chicago Downtown South Loop

  • Hilton Garden Inn Chicago McCormick Place

    - Make yourself at home in one of the 184 guestrooms featuring refrigerators and LCD televisions. Complimentary wired and wireless internet access keeps you connected, and cable programming provides ent Next available price is 232.75 on Sept. 15, 2025. Hilton Garden Inn Chicago McCormick Place

  • Hilton Garden Inn Chicago/Midway Airport

    - Make yourself at home in one of the 174 guestrooms featuring refrigerators and microwaves. Wired and wireless internet access is complimentary, while 27-inch LCD televisions with cable programming pro Next available price is 159.89 on Sept. 16, 2025. Hilton Garden Inn Chicago/Midway Airport

  • Holiday Inn & Suites Chicago - Downtown, an IHG Hotel

    - Make yourself at home in one of the 145 guestrooms featuring refrigerators and LCD televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access keeps you connecte Next available price is 331.16 on Sept. 16, 2025. Holiday Inn & Suites Chicago - Downtown, an IHG Hotel

  • Holiday Inn Chicago – Midway Airport S, an IHG hotel

    - Stay in one of 158 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Private bathroom Next available price is on . Holiday Inn Chicago – Midway Airport S, an IHG hotel

  • Holiday Inn Express Hotel & Suites Chicago-Midway Airport, an IHG Hotel

    - Make yourself at home in one of the 104 guestrooms featuring refrigerators and flat-screen televisions. Satellite programming and video-game consoles are provided for your entertainment, while complim Next available price is 179.05 on Sept. 16, 2025. Holiday Inn Express Hotel & Suites Chicago-Midway Airport, an IHG Hotel

  • Home2 Suites by Hilton Chicago McCormick Place

    - Make yourself at home in one of the 95 air-conditioned rooms featuring microwaves and LCD televisions. Your bed comes with premium bedding, and all rooms are furnished with queen sofa beds. Compliment Next available price is 227.05 on Sept. 15, 2025. Home2 Suites by Hilton Chicago McCormick Place

  • Homewood Suites by Hilton Chicago Downtown South Loop

    - Make yourself at home in one of the 196 guestrooms, featuring kitchens with full-sized refrigerators/freezers and stovetops. 49-inch Smart televisions with premium TV channels provide entertainment, w Next available price is 312.55 on Sept. 16, 2025. Homewood Suites by Hilton Chicago Downtown South Loop

  • Homewood Suites by Hilton Chicago Downtown West Loop

    - Make yourself at home in one of the 126 air-conditioned rooms featuring kitchens with full-sized refrigerators/freezers and microwaves. Wired and wireless internet access is complimentary, and flat-sc Next available price is 506.54 on Sept. 15, 2025. Homewood Suites by Hilton Chicago Downtown West Loop

  • Hotel BnB

    - Stay in one of 15 guestrooms featuring flat-screen televisions. Complimentary wireless internet access is available to keep you connected. Bathrooms feature showers with rainfall showerheads and compl Next available price is on . Hotel BnB

  • Hyatt Centric The Loop Chicago

    - Make yourself at home in one of the 257 guestrooms featuring refrigerators and iPod docking stations. Complimentary wired and wireless internet access keeps you connected, and 42-inch flat-screen tele Next available price is on . Hyatt Centric The Loop Chicago

  • Hyatt House Chicago Medical/University District

    - Stay in one of 107 guestrooms featuring flat-screen televisions. Complimentary wireless internet access is available to keep you connected. Private bathrooms with bathtubs or showers feature designer Next available price is on . Hyatt House Chicago Medical/University District

  • Hyatt House Chicago West Loop

    - Make yourself at home in one of the 260 air-conditioned rooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access is available to keep you connected. Private ba Next available price is on . Hyatt House Chicago West Loop

  • Hyatt Place Chicago Medical/University District

    - Stay in one of 103 guestrooms featuring flat-screen televisions. Your room comes with a pillowtop bed. Complimentary wireless internet access is available to keep you connected. Private bathrooms have Next available price is on . Hyatt Place Chicago Medical/University District

  • Hyatt Place Chicago Midway Airport

    - Make yourself at home in one of the 148 air-conditioned rooms featuring refrigerators and Smart televisions. Complimentary wireless internet access keeps you connected, and cable programming is availa Next available price is 179.85 on Sept. 21, 2025. Hyatt Place Chicago Midway Airport

  • Hyatt Place Chicago-South/University Medical Center

    - Make yourself at home in one of the 131 air-conditioned rooms featuring refrigerators and MP3 docking stations. 42-inch flat-screen televisions with satellite programming provide entertainment, while Next available price is on . Hyatt Place Chicago-South/University Medical Center

  • Hyatt Place Chicago/Downtown - The Loop

    - Make yourself at home in one of the 206 air-conditioned rooms featuring refrigerators and MP3 docking stations. Complimentary wireless internet access keeps you connected, and digital programming is a Next available price is on . Hyatt Place Chicago/Downtown - The Loop

  • Hyatt Regency McCormick Place

    - Make yourself at home in one of the 1258 guestrooms featuring refrigerators and Smart televisions. Your pillowtop bed comes with down comforters and premium bedding. Wired and wireless internet access Next available price is 329.93 on Sept. 20, 2025. Hyatt Regency McCormick Place

  • Hyde Park Modern Private Room - Near Univ of Chicago

    - Set in Chicago, 2.5 km from Oakwood Beach and 4 km from Museum of Science and Industry - Chicago, Hyde Park Modern Private Room - Near Univ of Chicago offers a garden and air conditioning. The propert Next available price is on . Hyde Park Modern Private Room - Near Univ of Chicago

  • JW Marriott Chicago

    - Make yourself at home in one of the 610 guestrooms featuring iPod docking stations and Smart televisions. Your pillowtop bed comes with down comforters and premium bedding. Wireless internet access (s Next available price is 1063.05 on Sept. 20, 2025. JW Marriott Chicago

  • Juniper Mist - Modern 1 Bdr in Downtown

    - Make yourself comfortable in this apartment, featuring a kitchen with a stovetop and a microwave. Complimentary wireless internet access is available to keep you connected. Conveniences include a wash Next available price is on . Juniper Mist - Modern 1 Bdr in Downtown

  • Kasa South Loop Chicago

    - Make yourself at home in one of the 35 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your memory foam bed comes with down comforters and premi Next available price is on . Kasa South Loop Chicago

  • Kimpton Gray Hotel, an IHG Hotel

    - Make yourself at home in one of the 293 guestrooms featuring minibars and flat-screen televisions. Your bed comes with down comforters and Egyptian cotton sheets. Wireless internet access (surcharge) Next available price is on . Kimpton Gray Hotel, an IHG Hotel

  • Le Méridien Essex Chicago

    - Make yourself at home in one of the 274 air-conditioned rooms featuring espresso makers and Smart televisions. Complimentary wireless internet access is available to keep you connected. Private bathro Next available price is 407.55 on Sept. 18, 2025. Le Méridien Essex Chicago

  • Luxurious House, 25 min Downtown, 10min Midway

    - Situated in Burbank, Luxurious House, 25 min Downtown, 10min Midway is a recently renovated accommodation, 21 km from United Center and 21 km from Guaranteed Rate Field. The air-conditioned accommodat Next available price is on . Luxurious House, 25 min Downtown, 10min Midway

  • Marriott Marquis Chicago

    - Make yourself at home in one of the 1205 guestrooms featuring refrigerators and LCD televisions. Your room comes with a pillowtop bed. Wireless internet access (surcharge) keeps you connected, and sat Next available price is 448.61 on Sept. 15, 2025. Marriott Marquis Chicago

  • McCormick 2B-2Ba for up to 8 guests with Optional Parking & Gym

    - Situated in Chicago, 2.4 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick 2B-2Ba for up to 8 guests with Optional Parking & Gym offers a fitness centre and a Next available price is on . McCormick 2B-2Ba for up to 8 guests with Optional Parking & Gym

  • McCormick Business Traveler Delight w 2 Balconies

    - Make yourself comfortable in this air-conditioned apartment, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Complimentary wireless internet access keeps you connected, Next available price is on . McCormick Business Traveler Delight w 2 Balconies

  • McCormick Place 2b-2b family unit with optional parking and gym access sleeps up to 8

    - Located in Chicago, 2.4 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick Place 2b-2b family unit with optional parking and gym access sleeps up to 8 offers a Next available price is on . McCormick Place 2b-2b family unit with optional parking and gym access sleeps up to 8

  • McCormick Place 3br-2ba luxury Family Heaven with optional parking for 8 guests

    - Situated in Chicago, 2.4 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick Place 3br-2ba luxury Family Heaven with optional parking for 8 guests offers a fitn Next available price is on . McCormick Place 3br-2ba luxury Family Heaven with optional parking for 8 guests

  • McCormick Place 420 friendly 3br-2ba in Downtown Chicago with optional parking for 8 guests

    - Set in Chicago, 2.3 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick Place 420 friendly 3br-2ba in Downtown Chicago with optional parking for 8 guests offers Next available price is on . McCormick Place 420 friendly 3br-2ba in Downtown Chicago with optional parking for 8 guests

  • McCormick Place luxurious and spacious 3br-2ba in Downtown Chicago with optional parking for 10 guests

    - Situated in Chicago, 2.4 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick Place luxurious and spacious 3br-2ba in Downtown Chicago with optional parking for Next available price is on . McCormick Place luxurious and spacious 3br-2ba in Downtown Chicago with optional parking for 10 guests

  • McCormick Place luxury corner apartment with optional parking for 6 guests

    - Set in Chicago, 2.4 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick Place luxury corner apartment with optional parking for 6 guests offers a fitness centre Next available price is on . McCormick Place luxury corner apartment with optional parking for 6 guests

  • McCormick Place modern 2br-2ba loft in Downtown Chicago Michigan avenue for up to 8 guests with Optional Parking

    - Situated in Chicago, 2.4 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick Place modern 2br-2ba loft in Downtown Chicago Michigan avenue for up to 8 guests wi Next available price is on . McCormick Place modern 2br-2ba loft in Downtown Chicago Michigan avenue for up to 8 guests with Optional Parking

  • McCormick Place modern and cosy 420 friendly gem on Michigan avenue with optional parking for 6 guests

    - Located in Chicago, 2.3 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick Place modern and cosy 420 friendly gem on Michigan avenue with optional parking for Next available price is on . McCormick Place modern and cosy 420 friendly gem on Michigan avenue with optional parking for 6 guests

  • McCormick Place modern loft with an amazing city skyline view and optional parking for 8 guests

    - Set in Chicago, 2.4 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick Place modern loft with an amazing city skyline view and optional parking for 8 guests of Next available price is on . McCormick Place modern loft with an amazing city skyline view and optional parking for 8 guests

  • McCormick Place spacious 3br-2ba designer suite with optional parking for 10 guests

    - Situated in Chicago, 2.4 km from Field Museum of Natural History and 2.9 km from Art Institute of Chicago, McCormick Place spacious 3br-2ba designer suite with optional parking for 10 guests offers a Next available price is on . McCormick Place spacious 3br-2ba designer suite with optional parking for 10 guests

  • McCormick place luxury Penthouse Duplex with personal rooftop with optional parking for 8 guests

    - Offering a fitness centre and city view, McCormick place luxury Penthouse Duplex with personal rooftop with optional parking for 8 guests is located in Chicago, 2.4 km from Field Museum of Natural His Next available price is on . McCormick place luxury Penthouse Duplex with personal rooftop with optional parking for 8 guests

  • Mccormick Place Guest House

    - Make yourself at home in one of the 6 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your memory foam bed comes with premium bedding. Complimen Next available price is on . Mccormick Place Guest House

  • Miami Inn & Suites

    - Miami Inn & Suites is set in Chicago, within 18 km of Museum of Science and Industry - Chicago and 21 km of United Center. This 2-star motel offers a 24-hour front desk and free WiFi. Guaranteed Rate Next available price is on . Miami Inn & Suites

  • Midway Inn & Suites

    - Make yourself at home in one of the 50 guestrooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and satellite programming is availabl Next available price is on . Midway Inn & Suites

  • Nobu Hotel Chicago

    - Make yourself at home in one of the 115 air-conditioned rooms featuring iPod docking stations and espresso makers. Smart televisions with digital programming provide entertainment, while complimentary Next available price is on . Nobu Hotel Chicago

  • Oakley Square Apartments

    - Located in Chicago in the Illinois region, with United Center nearby, Oakley Square Apartments provides accommodation with free WiFi and free private parking. The air-conditioned accommodation is 4.9 Next available price is on . Oakley Square Apartments

  • Penthouse of Joy with over 4000 games!

    - Penthouse of Joy with over 4000 games! is located in the South Loop district of Chicago, 2.6 km from DePaul University, 2.9 km from Art Institute of Chicago and 2.9 km from Chicago Symphony Orchestra. Next available price is on . Penthouse of Joy with over 4000 games!

  • Penthouse with heated POOL - The Windy - Cloud9

    - Situated 300 metres from Union Station and 700 metres from Willis Tower in the centre of Chicago, Penthouse with heated POOL - The Windy - Cloud9 features accommodation with free WiFi and free private Next available price is on . Penthouse with heated POOL - The Windy - Cloud9

  • Red Line GUEST HOUSE apartment corporate housing

    - A recently renovated apartment situated in Chicago, Red Line GUEST HOUSE apartment corporate housing features a garden. This property offers access to a balcony, free private parking and free WiFi. Th Next available price is on . Red Line GUEST HOUSE apartment corporate housing

  • Reserve Rentals South Loop

    - Make yourself at home in one of the 2 air-conditioned rooms featuring kitchens with full-sized refrigerators/freezers and ovens. Flat-screen televisions with Netflix are provided, while complimentary Next available price is on . Reserve Rentals South Loop

  • Residence Inn Chicago Downtown/Loop

    - Make yourself at home in one of the 381 air-conditioned rooms featuring kitchens with refrigerators and stovetops. 32-inch LCD televisions with cable programming provide entertainment, while wireless Next available price is 313.46 on Sept. 19, 2025. Residence Inn Chicago Downtown/Loop

  • Residence Inn Marriott Chicago Midway

    - Make yourself at home in one of the 132 guestrooms, featuring kitchens with refrigerators and stovetops. Your bed comes with premium bedding, and all rooms are furnished with double sofa beds. 43-inch Next available price is 189.99 on Sept. 15, 2025. Residence Inn Marriott Chicago Midway

  • Romantic 3 Bed Home In The Heart Of The Park

    - Boasting a spa bath, Romantic 3 Bed Home In The Heart Of The Park is situated in Chicago. The air-conditioned accommodation is 3.8 km from Museum of Science and Industry - Chicago, and guests can bene Next available price is on . Romantic 3 Bed Home In The Heart Of The Park

  • Simplified Living Space

    - Set within 7 km of Museum of Science and Industry - Chicago and 8.2 km of Guaranteed Rate Field, Simplified Living Space offers rooms with air conditioning and a shared bathroom in Chicago. Both free Next available price is on . Simplified Living Space

  • Sleep Inn Midway Airport Bedford Park

    - Make yourself at home in one of the 121 air-conditioned rooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your Next available price is 106.01 on Sept. 15, 2025. Sleep Inn Midway Airport Bedford Park

  • Sonder Greektown

    - Make yourself at home in one of the 9 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. 40-inch flat-screen televisions are provided, with digital Next available price is on . Sonder Greektown

  • Sonder South Wabash

    - Make yourself at home in one of the 61 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Flat-screen televisions are provided for your entertainme Next available price is on . Sonder South Wabash

  • Sonder The Plymouth

    - Make yourself at home in one of the 30 individually furnished guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Flat-screen televisions are provided for your entertainme Next available price is on . Sonder The Plymouth

  • Spacious 5-BR Apt next to transit Free Parking

    - Located in Chicago, 5.5 km from United Center and 8.7 km from Union Station, Spacious 5-BR Apt next to transit Free Parking offers a shared lounge and air conditioning. Featuring full-day security, th Next available price is on . Spacious 5-BR Apt next to transit Free Parking

  • Spacious Row Home next Transit near Downtown w Parking

    - Located in Chicago in the Illinois region, Spacious Row Home next Transit near Downtown w Parking features a patio. The air-conditioned accommodation is 3.2 km from United Center, and guests can benef Next available price is on . Spacious Row Home next Transit near Downtown w Parking

  • SpringHill Suites by Marriott Chicago Chinatown

    - Make yourself at home in one of the 151 guestrooms featuring microwaves and flat-screen televisions. Complimentary wired and wireless internet access keeps you connected, and cable programming provide Next available price is 377.04 on Sept. 16, 2025. SpringHill Suites by Marriott Chicago Chinatown

  • Sycamore Sunset - Modern 1bdr in Downtown

    - Make yourself comfortable in this apartment, which has a kitchen. Next available price is on . Sycamore Sunset - Modern 1bdr in Downtown

  • The Blackstone, Autograph Collection

    - Make yourself at home in one of the 335 guestrooms featuring refrigerators and Smart televisions. Flat-screen televisions with cable programming provide entertainment, while wireless internet access ( Next available price is 303.05 on Sept. 19, 2025. The Blackstone, Autograph Collection

  • The LaSalle Chicago, Autograph Collection

    - Make yourself at home in one of the 232 individually decorated guestrooms, featuring minibars and espresso makers. Your pillowtop bed comes with down comforters and Frette Italian sheets. 65-inch flat Next available price is on . The LaSalle Chicago, Autograph Collection

  • The Polo Inn Bridgeport U.S.A.

    - Situated within 2.2 km of Guaranteed Rate Field and 5.9 km of Union Station, The Polo Inn Bridgeport U.S.A. Features rooms with air conditioning and a private bathroom in Chicago. This 3-star bed and Next available price is on . The Polo Inn Bridgeport U.S.A.

  • The Shamrock

    - Make yourself at home in one of the 31 air-conditioned rooms featuring LED televisions. Complimentary wireless internet access keeps you connected, and satellite programming is available for your ente Next available price is on . The Shamrock

  • The Study at the University of Chicago

    - Situated in Chicago, 2.1 km from 57th Street Beach, The Study at the University of Chicago features accommodation with a fitness centre, private parking, a garden and a restaurant. Featuring a bar, th Next available price is on . The Study at the University of Chicago

  • The Wheeler Mansion

    - Make yourself at home in one of the 11 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access is available to ke Next available price is on . The Wheeler Mansion

  • Travelodge by Wyndham Downtown Chicago

    - Make yourself at home in one of the 233 air-conditioned guestrooms. Complimentary wireless internet access keeps you connected, and satellite programming is available for your entertainment. Bathrooms Next available price is 199.50 on Sept. 15, 2025. Travelodge by Wyndham Downtown Chicago

  • Trendy West Town Flat - 2 bed / 1.5 bath w parking

    - Located in Chicago in the Illinois region, Trendy West Town Flat - 2 bed / 1.5 bath w parking has a patio. The air-conditioned accommodation is 1.9 km from United Center, and guests can benefit from o Next available price is on . Trendy West Town Flat - 2 bed / 1.5 bath w parking

  • Villa Christina

    - Make yourself at home in one of the 2 individually decorated guestrooms, featuring kitchens. Complimentary wireless internet access is available to keep you connected. Next available price is on . Villa Christina

  • Villa Dubois Guest House

    - Make yourself at home in one of the 6 air-conditioned rooms featuring microwaves. Prepare your meals in the shared/communal kitchen. Complimentary wireless internet access is available to keep you con Next available price is on . Villa Dubois Guest House

  • W Chicago - City Center

    - Make yourself at home in one of the 403 air-conditioned rooms featuring minibars and DVD players. Your pillowtop bed comes with premium bedding. Plasma televisions with cable programming provide enter Next available price is 399.03 on Sept. 18, 2025. W Chicago - City Center
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  6. Chicago
  7. Southwest Side

99 hotels in Southwest Side