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Southwest Side Hotels

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Our top choices for Southwest Side hotels

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
2.5 star property
West Lawn
8.4 out of 10, Very good, (1001)
"Nice room, chill environment and a super fun staff! Watching the Bears game in the bar was a blast."
United States
Wayne
The price is €114
includes taxes & fees
5 Jan - 6 Jan
Holiday Inn Chicago – Midway Airport S by IHG

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1002)
Located just minutes from Midway Airport, this hotel offers a complimentary shuttle service available 24 hours daily. Enjoy free Wi-Fi, parking, and continental breakfast each morning. The fitness centre provides workout options, while Pulaski Station is a 7-minute walk away.

"The room was clean and satisfied our needs. Was handy using their shuttle to Midway Airport."
United States
Charles
The price is €93
includes taxes & fees
3 Jan - 4 Jan
Carlton Inn Midway

Skylark Motel

Skylark Motel
2.0 star property
Garfield Ridge
4.6 out of 10, (119)
Located in Chicago with easy access to McCormick Place and Wintrust Arena, this motel offers complimentary WiFi and parking. The 24-hour front desk ensures round-the-clock assistance, while Soldier Field and Lake Michigan are just a short drive away.

"Easily one of the worst places ever. Slightly better than spending the night in Chicago Midway terminal."
United States
Stephen
The price is €89
includes taxes & fees
14 Jan - 15 Jan
Skylark Motel

Rainbow Motel

Rainbow Motel
2.0 star property
Garfield Ridge
5.8 out of 10, (18)
Located within a short drive of Chicago's top attractions, this hotel offers free WiFi and complimentary parking. Enjoy room service after exploring nearby Lake Michigan or catch a game at United Centre. SeatGeek Stadium is just minutes away.

"It was a good stay the rooms are small tho but if you are going to have fun and just have somewhere to sleep then it’s perfect for a couple people "
United States
Conner
The price is €105
includes taxes & fees
3 Jan - 4 Jan
Rainbow Motel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4881)
Strategically positioned near Michigan Avenue, this hotel offers business travellers easy access to Chicago Riverwalk and Millennium Park. Enjoy free WiFi, convenient room service, and a fitness centre while Clark-Lake Station is just 7 minutes away.

"Clean friendly hotel "
United States
maria
The price is €73
includes taxes & fees
24 Jan - 25 Jan
River Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3002)
Experience modern comfort in city centre Chicago with an indoor pool and on-site American restaurant. Just a 10-minute walk from Michigan Avenue and close to Grand Station, this hotel offers a fitness centre and bar for your urban adventure.

"Great place to stay"
United States
Elisha
The price is €84
includes taxes & fees
13 Jan - 14 Jan
Aloft Chicago Mag Mile

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, (2303)
Experience waterfront elegance at this Curio Collection hotel directly on Navy Pier. Just steps from Lake Michigan, guests enjoy Latin flavours at Lirica restaurant, 2 stylish bars, and a 24-hour fitness centre. Michigan Avenue shopping and convenient transit options enhance this prime Chicago location.

"Great stay!"
United States
Angela
The price is €114
includes taxes & fees
20 Jan - 21 Jan
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3091)
"Second time to stay here, everything is great!"
United States
Wei
The price is €124
includes taxes & fees
4 Jan - 5 Jan
Hotel Riu Plaza Chicago

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1560)
Experience Chicago's allure at this elegant hotel near Michigan Avenue and Lake Michigan. Guests rave about the quiet rooms, stunning lake views, and proximity to Navy Pier. Enjoy American cuisine at Current restaurant after unwinding in the indoor pool.

"Great staff and great location. "
United States
Joe
The price is €93
includes taxes & fees
25 Jan - 26 Jan
The Wade

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9742)
Immerse in this historic Chicago hotel offering majestic lake vistas and beautiful sunrises. Just steps from Columbia College, with 2 restaurants and bars on site. Guests love the central location near public transport and major attractions.

"Wonderful stay!"
United States
Zach
The price is €78
includes taxes & fees
3 Jan - 4 Jan
Congress Plaza Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2212)
Located in bustling city centre, 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.

"It was a beautiful stay "
United States
Donald
The price is €85
includes taxes & fees
8 Jan - 9 Jan
DoubleTree by Hilton Chicago - Magnificent Mile

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3077)
Indulge in this luxurious Chicago hotel near Millennium Park and Chicago Riverwalk. Enjoy 2 bars, 24-hour fitness centre, and The Palm restaurant. Only 10 minutes to Randolph-Wabash Station, with deep-tissue massages and 24-hour room service available.

"Amazing staff and location beautiful hotel "
United States
RANDIE
The price is €139
includes taxes & fees
3 Jan - 4 Jan
Swissotel - Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3424)
Immerse yourself in Chicago's energy at this centrally located hotel. Just steps from Michigan Avenue Bridge and Chicago Riverwalk, enjoy 4 restaurants, 2 coffee shops, and stunning city views. Millennium Station is only a 7-minute walk away.

"The Hotel was amazing great location "
United States
Donnisha
The price is €169
includes taxes & fees
20 Jan - 21 Jan
Hyatt Regency Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3648)
"Great place to stay "
United States
RaShawna
The price is €89
includes taxes & fees
11 Jan - 12 Jan
Hilton Chicago/Magnificent Mile Suites

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2027)
Located in the heart of Chicago, this hotel offers easy access to the Riverwalk and Chicago Theatre. Clean rooms provide comfort after exploring Michigan Avenue and Millennium Park. State Station is just 4 minutes away for convenient city adventures.

"Great stay"
United States
Kramer
The price is €82
includes taxes & fees
15 Jan - 16 Jan
Club Quarters Hotel Wacker at Michigan, Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3013)
This historic Chicago hotel offers amazing views and a quiet, relaxing atmosphere. Just 6 minutes from Chicago Station and near the Riverwalk, guests enjoy a 24-hour fitness centre and convenient bar/lounge after a day of city exploration.

"Every thing is perfect, the location, safe for solo travel. "
United States
Ken
The price is €99
includes taxes & fees
12 Jan - 13 Jan
Warwick Allerton - Chicago

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (3546)
Stylish hotel minutes from Chicago Riverwalk and Merchandise Mart with convenient access to public transit. Relax in the indoor pool, sauna, and bar after exploring Michigan Avenue, or maintain routines at the 24-hour fitness centre.

"Great location and breakfast.. can be a bit pricey but worth it. "
Canada
Shaurya
The price is €115
includes taxes & fees
15 Jan - 16 Jan
voco Chicago Downtown - Riverwalk by IHG

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1055)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is €123
includes taxes & fees
25 Jan - 26 Jan
Hyatt Centric Chicago Magnificent Mile

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (3350)
Experience urban convenience at this city centre hotel, just a 5-minute walk from Willis Tower. The Jackson Station is only 3 minutes away, with Millennium Park and Art Institute within a 10-minute stroll. Enjoy the 24-hour fitness centre and on-site restaurant.

"Great hotel "
United States
Anthony
The price is €81
includes taxes & fees
15 Jan - 16 Jan
Club Quarters Hotel, Central Loop, Chicago

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2788)
Just a 10-minute walk from Michigan Avenue, this hotel offers free breakfast and room service. Guests can use the fitness centre before exploring nearby Chicago Riverwalk and Millennium Park. Grand Station is 8 minutes away.

"Great hotel staff and location. "
United States
Jacqueline
The price is €111
includes taxes & fees
11 Jan - 12 Jan
Embassy Suites by Hilton Chicago Downtown 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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