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

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free cancellation
Reserve now, pay when you stay
11.25 km from city centre
The price is CA $259 per night
CA $259
CA $304 total
Mar 13 - Mar 14
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Chicago Riverwalk are located nearby.

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Free cancellation
Reserve now, pay when you stay
13.02 km from city centre
The price is CA $154 per night
CA $154
CA $219 total
Mar 4 - Mar 5
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Free WiFi

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 $189 per night
CA $189
CA $261 total
Feb 27 - Feb 28
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.

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 $128 per night
CA $128
CA $151 total
Feb 22 - Feb 23
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.

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 $144 per night
CA $144
CA $169 total
Feb 23 - Feb 24
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.

Aloft Chicago Mag Mile
243 E. Ontario Chicago IL
Free cancellation
Reserve now, pay when you stay
13.07 km from city centre
The price is CA $123 per night
CA $123
CA $144 total
Feb 25 - Feb 26
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

DoubleTree by Hilton Chicago - Magnificent Mile
300 E Ohio St Chicago IL
Free cancellation
Reserve now, pay when you stay
13.1 km from city centre
The price is CA $127 per night
CA $127
CA $149 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Pet-friendly

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 $205 per night
CA $205
CA $275 total
Feb 22 - Feb 23
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.

Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
Free cancellation
Reserve now, pay when you stay
12.47 km from city centre
The price is CA $251 per night
CA $251
CA $334 total
Feb 17 - Feb 18
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.
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! (232 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 | 5,170 hotels |
|---|---|
Lowest Price | CA $144 |
Highest Price | CA $334 |
Popular hotels | Congress Plaza Hotel, Hotel Riu Plaza Chicago, Hilton Chicago, Embassy Suites by Hilton Chicago Downtown River North, Hilton Chicago/Magnificent Mile Suites, Aloft Chicago Mag Mile, DoubleTree by Hilton Chicago - Magnificent Mile, Palmer House a Hilton Hotel, Hyatt Regency Chicago |
Recent Southwest Side hotel reviews by fellow wanderers

Palmer House a Hilton Hotel
5 out of 5
Posted 13 hours ago
Travelocity Verified Review
"Amazing "
A verified traveller stayed at Palmer House a Hilton Hotel
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