Far Southwest Side Hotels

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Check prices for these dates

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

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Our top choices for Far Southwest Side hotels

Free WiFi, bed sheets
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

Motel 6 - Chicago, IL
2.0 star property
Washington Heights
7.0 out of 10, Good, (208)
Tranquil accommodations near Abbott Park and Martin Luther King Drive offer complimentary WiFi and parking. Just a 3-minute drive from 95th Street - Longwood Station and within 15 minutes of Lake Michigan, this motel provides 24-hour front desk service.
"Everything was very nice even staff"
United States
Maurice
The price is P4,227
P4,963 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Motel 6 - Chicago, IL
Reception
Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL

Saratoga Motel By Capital O Near Midway Airport Chicago IL
2.5 star property
Ashburn
7.0 out of 10, Good, (29)
"Clean room friendly staff "
United States
Christian
The price is P3,993
P5,157 total
includes taxes & fees
Dec 23 - Dec 24
Saratoga Motel By Capital O Near Midway Airport Chicago IL
Cocktail bar
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1491)
Enjoy facials and manicures at this tranquil urban retreat just minutes from Clark-Division Station. The coffee shop transforms into an evening cocktail bar, while Michigan Avenue and Chicago Riverwalk wait to be explored nearby.
"Nice stay"
United States
Michelle
The price is P3,804
P6,189 total
includes taxes & fees
Dec 28 - Dec 29
Claridge House Chicago, Tapestry Collection by Hilton
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2283)
Experience waterfront elegance at this Curio Collection hotel directly on Navy Pier. Just steps from Lake Michigan, guests enjoy Latin flavors at Lirica restaurant, 2 stylish bars, and a 24-hour fitness center. Michigan Avenue shopping and convenient transit options enhance this prime Chicago location.
"Great staff and restaurants!!"
United States
Abigale
The price is P5,020
P7,893 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Restaurant
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1303)
This luxurious hotel sits just minutes from Michigan Avenue and State Street. After a workout in the fitness center, enjoy the coffee shop or unwind at one of 2 bars. Clark-Division Station is a short 6-minute walk, with spectacular views praised by travelers.
"Great hotel!"
United States
Julie
The price is P7,927
P11,038 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Thompson Chicago, by Hyatt
Exterior
Moxy Chicago Downtown

Moxy Chicago Downtown

Moxy Chicago Downtown
3.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (856)
Energetic atmosphere meets urban convenience at this downtown Chicago hotel. Just a 10-minute walk to Michigan Avenue and State Street, with Chicago Riverwalk nearby. Enjoy the restaurant, bar, and 24-hour fitness center after exploring the city.
"Great hotel, lots of fun and great location! "
United States
Amber
The price is P6,342
P7,445 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Moxy Chicago Downtown
Property amenity
citizenM Chicago Downtown

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4115)
Immerse yourself in Chicago's energy at this modern hotel near Michigan Avenue. Enjoy international cuisine at the restaurant, unwind at the bar, or work out in the gym. Just minutes from Chicago Riverwalk and two train stations for seamless city exploration.
"Great stay"
United States
Ericka
The price is P5,940
P6,973 total
includes taxes & fees
Dec 28 - Dec 29
citizenM Chicago Downtown
Executive lounge
Level Chicago Fulton Market

Level Chicago Fulton Market

Level Chicago Fulton Market
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (362)
Located in Chicago's vibrant Fulton Market, this stylish hotel offers an outdoor pool and easy access to major attractions. Just minutes from Chicago Riverwalk and a short walk to Grand Station, guests enjoy urban convenience with sleek comfort.
"Great spot for a quick work trip! I loved the space and kitchen and location. "
United States
Marie
Level Chicago Fulton Market
3 bars/lounges, piano bar
The Hoxton Chicago

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1004)
Bask in rooftop sunshine at this Fulton Market gem, just minutes from Millennium Park and Chicago Riverwalk. Enjoy Mediterranean cuisine at Cira restaurant, sip cocktails at 3 bars, or pedal through the city on complimentary bikes.
"Awesome hotel"
United States
Eligija
The Hoxton Chicago
Terrace/patio
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area

Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1003)
Step into Chicago's vibrant West Loop, just 15 minutes from Willis Tower. This hotel offers an indoor pool, 24-hour fitness center, and complimentary hot breakfast. Catch the Green Line at Clinton Station or walk to Chicago Union Station for citywide adventures.
"Good place to stay in."
United States
Joan
The price is P7,656
P8,988 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Bar (on property)
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2272)
Elegant accommodations just 5 minutes from Chicago's famed shopping district. This hotel offers a welcoming café, stylish bar, and impeccable service. The Chicago Station Red Line is a 3-minute walk away, making city exploration effortless.
"Great location, nice bar."
United States
Erik
The price is P9,460
P12,829 total
includes taxes & fees
Dec 25 - Dec 26
Sofitel Chicago Magnificent Mile
Exterior
Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1008)
Immerse in downtown Chicago vibes at this central hotel just a 10-minute walk to Chicago Riverwalk and State Street. After a complimentary breakfast, use the fitness center or explore nearby Chicago Theatre. Grand Station is only 4 minutes away.
"Great location, great hotel, friendly staff "
United States
Eric
The price is P6,489
P7,617 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Springhill Suites by Marriott Chicago Downtown/ River North
Exterior
Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
2.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1005)
Travelers love this hotel with easy access to Clinton Station and Chicago Riverwalk. Relax at the indoor pool or work out in the 24-hour fitness center. Fuel up with free breakfast before exploring nearby Millennium Park and Willis Tower.
"Staff was so friendly Hotel was so clean and spacious!!! Loved the bed!! "
United States
Denise
The price is P7,437
P8,730 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Hampton Inn Chicago West Loop Fulton Market Area
Lobby
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3468)
Overlooking the Chicago River, this luxury hotel offers a full-service spa and rooftop terrace. Just 5 minutes from Randolph-Wabash Station, guests can easily explore the city after enjoying cuisine at 2 restaurants or drinks at stylish bars.
"Great hotel! "
United States
Kianna
The price is P7,656
P8,988 total
includes taxes & fees
Jan 4 - Jan 5, 2026
LondonHouse Chicago, Curio Collection by Hilton
Terrace/patio
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (1263)
Set in the Gold Coast neighborhood, this historic hotel offers tranquil rooms just a 10-minute walk from Lake Michigan. The Ambassador Room serves hearty breakfast with robust coffee, while a 24-hour fitness center keeps routines intact. Clark-Division Station is 6 minutes away.
"Solid stay in a great part of town"
United States
Michael
The price is P7,863
P9,231 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Chicago Hotel Collection Ambassador Gold Coast
Bar (on property)
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (4276)
Immerse yourself in the heart of Chicago at this centrally located hotel. Just a 1-minute walk from Grand Station and 5 minutes from Michigan Avenue, enjoy the indoor pool, Weber Grill restaurant, and bar after a day of sightseeing.
"Excellent location Restaurant attached "
United States
Rebecca
The price is P4,574
P5,370 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1794)
Immersive experience in downtown Chicago with both indoor and seasonal outdoor pools. FireLake restaurant serves lunch and dinner, while the 24-hour fitness center keeps you energized near Michigan Avenue attractions.
"Great hotel, close to shopping and restaurants, excellent customer service, highly recommend."
United States
Gina
The price is P7,843
P10,734 total
includes taxes & fees
Dec 23 - Dec 24
Radisson Blu Aqua Hotel Chicago
City view from property
Hyatt House Chicago West Loop

Hyatt House Chicago West Loop

Hyatt House Chicago West Loop
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (1136)
This West Loop hotel offers free breakfast and WiFi, plus a 24-hour fitness center and indoor pool. Just 13 minutes from Ashland Station, explore Chicago Riverwalk nearby. The bar/lounge and terrace provide relaxing spaces after busy days.
"Great location, clean and comfortable room. Convenient access "
United States
Keiandra
The price is P7,927
P9,306 total
includes taxes & fees
Dec 29 - Dec 30
Hyatt House Chicago West Loop
Pillowtop beds, desk, blackout drapes, iron/ironing board
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
2.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1005)
Located in downtown Chicago, this hotel offers easy access to Michigan Avenue and State Street. Start your day with free continental breakfast before exploring Chicago Riverwalk and Millennium Park nearby. Grand and Chicago Red Line stations make city exploration effortless.
"The room was huge, great stay, clean, convenient, comfortable and great staff. "
United States
Madeline
The price is P5,226
P6,135 total
includes taxes & fees
Dec 23 - Dec 24
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2204)
Located in bustling downtown, this hotel offers stunning city views from select rooms. The outdoor pool and rooftop terrace create a refreshing escape after exploring Michigan Avenue and Chicago Riverwalk. Starbucks in the lobby and Grand Station just 9 minutes away enhance the convenient experience.
"Very friendly staff, clean rooms, the location is amazing and near of everything "
United States
Sarwat
The price is P5,249
P6,161 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree by Hilton Chicago - Magnificent Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Far Southwest Side Hotel Reviews

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent
"The view was unbelievable and the staff most kind."
Danny 1-night trip
Posted 20 hours ago
LondonHouse Chicago, Curio Collection by Hilton

More cheap stays in Far Southwest Side

Motel 6 Schiller Park, IL - Chicago O'Hare

Motel 6 Schiller Park, IL - Chicago O'Hare

9408 Lawrence Avenue Schiller Park IL
The price is P2,642 per night from Dec 28 to Dec 29
P2,642
P3,011 total
Dec 28 - Dec 29
includes taxes & fees
6.4/10 (1,879 reviews)