Southwest Side Hotels from from S$75

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Check prices for these dates

Tonight
8 Jul - 9 Jul
Tomorrow
9 Jul - 10 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

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Top 10 trending Southwest Side hotels

Carlton Inn Midway
Lobby

Carlton Inn Midway

2.0 star property
6.6 out of 10, (1007)
"The female clerk was very friendly and helpful!"
The price is S$157
includes taxes & fees
22 Jul - 23 Jul
Carlton Inn Midway
Rainbow Motel
Interior detail

Rainbow Motel

9.4 out of 10, Exceptional, (3)
"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 "
The price is S$134
includes taxes & fees
9 Jul - 10 Jul
Rainbow Motel
Skylark Motel
Exterior

Skylark Motel

2.0 star property
4.8 out of 10, (112)
"Poorly cleaned and not kept up well."
The price is S$163
includes taxes & fees
23 Jul - 24 Jul
Skylark Motel
River Hotel
View from property

River Hotel

4.0 star property
8.8 out of 10, Excellent, (4345)
"The hotel was great from the staff to the location "
The price is S$269
includes taxes & fees
9 Jul - 10 Jul
River Hotel
Eurostars Magnificent Mile
Reception hall

Eurostars Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (3033)
"Loved our stay! "
The price is S$212
includes taxes & fees
9 Jul - 10 Jul
Eurostars Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, pool loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1908)
"I loved the room pool view, the restaurants & the location "
The price is S$295
includes taxes & fees
4 Aug - 5 Aug
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
Terrace/patio

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3312)
"Friendly staff, great bar and lounge areas."
The price is S$228
includes taxes & fees
7 Aug - 8 Aug
citizenM Chicago Downtown
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8921)
"Great location, beautiful hotel "
The price is S$215
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
Aloft Chicago Mag Mile
Exterior

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2755)
"Good location, comfortable bed, staff very nice and helpful!"
The price is S$254
includes taxes & fees
9 Jul - 10 Jul
Aloft Chicago Mag Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3497)
"Great location and the reception desk was very professional. "
The price is S$281
includes taxes & fees
10 Jul - 11 Jul
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Best Western River North Hotel
Rooftop terrace

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1001)
"Reasonably priced, cleanliness of room, restaurant and bar within, and staff was friendly. Would highly recommend this Hotel! "
The price is S$165
includes taxes & fees
9 Jul - 10 Jul
Best Western River North Hotel
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2050)
"Amazing property clean comfy bedding and wonderful views"
The price is S$374
includes taxes & fees
13 Jul - 14 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton
Crowne Plaza Chicago West Loop by IHG
American cuisine

Crowne Plaza Chicago West Loop by IHG

3.5 star property
9.0 out of 10, Wonderful, (1234)
"Easy check in and check out, close to a lot of restaurants, very walkable! "
The price is S$227
includes taxes & fees
13 Jul - 14 Jul
Crowne Plaza Chicago West Loop by IHG
Freehand Chicago
Cocktail bar

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2037)
"Stayed many times, great fun!"
The price is S$205
includes taxes & fees
27 Jul - 28 Jul
Freehand Chicago
Holiday Inn & Suites Chicago - Downtown by IHG
Pool

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
8.4 out of 10, Very good, (1017)
"Nice place to stay"
The price is S$282
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn & Suites Chicago - Downtown by IHG
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2413)
"Friendly staff, beautiful views, excellent location "
The price is S$264
includes taxes & fees
10 Jul - 11 Jul
Hilton Chicago/Magnificent Mile Suites
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

La Quinta Inn & Suites by Wyndham Chicago Downtown

3.0 star property
8.6 out of 10, Excellent, (2428)
"Great hotel"
The price is S$256
includes taxes & fees
13 Jul - 14 Jul
La Quinta Inn & Suites by Wyndham Chicago Downtown
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2240)
"Great place to stay!"
The price is S$165
includes taxes & fees
9 Jul - 10 Jul
Travelodge by Wyndham Downtown Chicago
Hyatt Centric The Loop Chicago
Rooftop terrace

Hyatt Centric The Loop Chicago

4.0 star property
9.0 out of 10, Wonderful, (1987)
"Love this location, everything was great I will most definitely stay again. "
The price is S$298
includes taxes & fees
10 Jul - 11 Jul
Hyatt Centric The Loop Chicago
Palmer House a Hilton Hotel
Meeting facility

Palmer House a Hilton Hotel

4.0 star property
8.4 out of 10, Very good, (1776)
"Love our stay here "
The price is S$296
includes taxes & fees
8 Aug - 9 Aug
Palmer House a Hilton Hotel
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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Apart-hotels in Southwest Side you'll enjoy

Sentral Michigan Avenue
Interior

Sentral Michigan Avenue

4.0 star property
9.2 out of 10, Wonderful, (808)
The price is S$317
includes taxes & fees
9 Jul - 10 Jul
Sentral Michigan Avenue

These family-friendly hotels in Southwest Side may fit your trip

Carlton Inn Midway
Lobby

Carlton Inn Midway

2.0 star property
6.6 out of 10, (1007)
The price is S$157
includes taxes & fees
22 Jul - 23 Jul
Carlton Inn Midway

Check out hotels with a spa in Southwest Side

The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (70)
The price is S$913
includes taxes & fees
27 Jul - 28 Jul
The St. Regis Chicago
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.

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and S.S. Peter and Paul Church as you discover things to see and do in Southwest Side.

See all hotels in Southwest Side
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