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Southwest Side Hotels from from S$53

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Our top choices for Southwest Side hotels

Carlton Inn Midway

Carlton Inn Midway
2.0 star property
Archer Heights
6.4 out of 10, (1003)
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.

"It is a good place to stay."
United States
Paul Adrian
The price is S$140
includes taxes & fees
7 Jan - 8 Jan
Carlton Inn Midway

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, (1002)
"Friendly staff and clean room"
United States
Alisa
The price is S$172
includes taxes & fees
8 Jan - 9 Jan
Holiday Inn Chicago – Midway Airport S by IHG

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 S$121
includes taxes & fees
7 Jan - 8 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 S$159
includes taxes & fees
1 Feb - 2 Feb
Rainbow Motel

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, (2812)
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 S$169
includes taxes & fees
25 Jan - 26 Jan
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1976)
Perched just steps from Michigan Avenue and Chicago Riverwalk, this hotel offers a tranquil rooftop terrace. Relax with deep-tissue massages at the full-service spa or energise in the 24-hour fitness centre. Two transit stations are only 6 minutes away.

"The room was nice, the area was perfect for walking distance for food and activities. "
United States
Alexis
The price is S$149
includes taxes & fees
3 Feb - 4 Feb
The Godfrey Hotel Chicago

Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1931)
Unwind at this perfectly positioned Chicago hotel, just minutes from Millennium Park and Michigan Avenue. The American restaurant, fitness centre, and room service add convenience while the Randolph-Wabash Station sits right outside for easy city exploration.

"Clean and comfy room, friendly staff, great location. "
United States
Agata
The price is S$161
includes taxes & fees
8 Jan - 9 Jan
Arlo Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3034)
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 S$125
includes taxes & fees
11 Jan - 12 Jan
Aloft Chicago Mag Mile

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3496)
Perfectly situated near Chicago Riverwalk, this boutique hotel offers stunning views, a 24-hour fitness centre, and Korean dining at Perilla Steak. Just steps from Michigan Avenue and minutes from public transit, enjoy a quiet, relaxing atmosphere with excellent coffee service.

"Amazing place to stay and super accommodating "
United States
Carson
The price is S$212
includes taxes & fees
20 Jan - 21 Jan
L7 Chicago by LOTTE

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2711)
Experience Chicago from this central hotel featuring an indoor pool and two distinctive restaurants. Just steps from Michigan Avenue and Chicago Riverwalk, it offers peaceful rooms with historic architectural details. Grand Station is a 6-minute walk away.

"Great place to stay"
United States
Kohei
The price is S$262
includes taxes & fees
5 Feb - 6 Feb
InterContinental Chicago Magnificent Mile by IHG

The Wade

The Wade
4.5 star property
Downtown Chicago
8.4 out of 10, Very good, (1576)
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.

"Easy check in and out, excellent room service and dining menu."
United States
Kevin Bradford
The price is S$152
includes taxes & fees
11 Jan - 12 Jan
The Wade

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1060)
"Amazing location, excellent service and great pool and hot tub. "
United States
Tim
The price is S$185
includes taxes & fees
18 Jan - 19 Jan
Hyatt Centric Chicago Magnificent Mile

Aloft Chicago Downtown River North

Aloft Chicago Downtown River North
3.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1187)
Energise your stay at this River North hotel steps from State Street and Chicago Riverwalk. Enjoy a workout in the fitness centre before grabbing a drink at the bar. Grand Station is just 3 minutes away for exploring city centre attractions.

"Great stay!"
United States
Tea
The price is S$166
includes taxes & fees
18 Jan - 19 Jan
Aloft Chicago Downtown River North

AC Hotels by Marriott Chicago Downtown

AC Hotels by Marriott Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1002)
"Very nice cozy hotel "
United States
CARLA
The price is S$141
includes taxes & fees
5 Feb - 6 Feb
AC Hotels by Marriott Chicago Downtown

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4902)
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.

"Would stay there again"
United States
Zach
The price is S$123
includes taxes & fees
19 Jan - 20 Jan
River Hotel

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3661)
"Great hotel!"
United States
William
The price is S$135
includes taxes & fees
12 Jan - 13 Jan
Hilton Chicago/Magnificent Mile Suites

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3495)
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 S$209
includes taxes & fees
19 Jan - 20 Jan
LondonHouse Chicago, Curio Collection by Hilton

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1413)
Explore Chicago from this central spot near State Station. The hotel offers Italian dining at Miss Ricky's, a rooftop terrace, and 24-hour fitness centre. Guests rave about comfortable beds and helpful staff, with Millennium Park just moments away.

"Staff was wonderful."
United States
Jamie
The price is S$215
includes taxes & fees
11 Jan - 12 Jan
Sports Illustrated Resorts Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3087)
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 S$209
includes taxes & fees
11 Jan - 12 Jan
Swissotel - Chicago

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1658)
"Would definitely stay again…location was perfect "
United States
Ashley
The price is S$152
includes taxes & fees
11 Jan - 12 Jan
Courtyard by Marriott 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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