Book Cheap Hotels in Southwest Side
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Most frequently booked Southwest Side hotels

Hilton Chicago
720 S Michigan Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
10.98 km from city centre
The price is CA $190 per night
CA $190
CA $263 total
Jan 28 - Jan 29
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Soldier Field are located nearby.
Pool
Hot tub

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Free cancellation
Reserve now, pay when you stay
13.67 km from city centre
The price is CA $122 per night
CA $122
CA $144 total
Feb 1 - Feb 2
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet-friendly
Free WiFi

Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
Free cancellation
Reserve now, pay when you stay
11.64 km from city centre
The price is CA $195 per night
CA $195
CA $264 total
Jan 7 - Jan 8
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Pool
Spa

Club Quarters Hotel Wacker at Michigan, Chicago
75 E Wacker Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
12.36 km from city centre
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pet-friendly
Free WiFi

Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Free cancellation
Reserve now, pay when you stay
12.75 km from city centre
The price is CA $129 per night
CA $129
CA $152 total
Jan 8 - Jan 9
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Breakfast included

Sable at Navy Pier Chicago, Curio Collection by Hilton
900 E Grand Chicago IL
Free cancellation
Reserve now, pay when you stay
13.72 km from city centre
The price is CA $119 per night
CA $119
CA $187 total
Jan 20 - Jan 21
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Navy Pier and Michigan Avenue are located nearby.
Free WiFi
Restaurant

Eurostars Magnificent Mile
660 North State Street Chicago IL
Free cancellation
Reserve now, pay when you stay
12.88 km from city centre
The price is CA $118 per night
CA $118
CA $139 total
Feb 1 - Feb 2
includes taxes & fees
Book a stay at this spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Spa
Free WiFi

Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
12.52 km from city centre
The price is CA $198 per night
CA $198
CA $272 total
Jan 20 - Jan 21
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Free WiFi
Restaurant

Silversmith Hotel Chicago Downtown
10 S Wabash Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
11.77 km from city centre
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.
Free WiFi
Air conditioning
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.
Top hotels in Southwest Side for Extended Stay

The Neighborhood Hotel-Little Italy
1431 W Taylor St Chicago IL
9.6/10 Exceptional! (225 reviews)
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.
Southwest Side hotels essential information
Accommodation | 5,147 hotels |
|---|---|
Lowest Price | CA $139 |
Highest Price | CA $280 |
Popular hotels | Hilton Chicago, Hilton Chicago/Magnificent Mile Suites, Palmer House a Hilton Hotel, Club Quarters Hotel Wacker at Michigan, Chicago, Embassy Suites by Hilton Chicago Downtown River North, Sable at Navy Pier Chicago, Curio Collection by Hilton, Eurostars Magnificent Mile, Hyatt Regency Chicago, Silversmith Hotel Chicago Downtown |
Recent Southwest Side hotel reviews by fellow wanderers

Hyatt Regency Chicago
5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Wonderful breakfast. Friendly and professionally competent staff!"
A verified traveller stayed at Hyatt Regency Chicago
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