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 $183 per night
CA $183
CA $218 total
May 25 - May 26
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 Grant Park and Millennium Park 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 $194 per night
CA $194
CA $270 total
May 25 - May 26
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

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Free cancellation
Reserve now, pay when you stay
13.26 km from city centre
The price is CA $167 per night
CA $167
CA $198 total
May 25 - May 26
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. 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

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Free cancellation
Reserve now, pay when you stay
12.8 km from city centre
The price is CA $112 per night
CA $112
CA $176 total
May 26 - May 27
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club, and valet parking (surcharge). 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

River Hotel
75 East Wacker Drive Chicago IL
Free cancellation
Reserve now, pay when you stay
12.36 km from city centre
The price is CA $174 per night
CA $174
CA $207 total
May 25 - May 26
includes taxes & fees
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

Freehand Chicago
19 East Ohio Street Chicago IL
Free cancellation
Reserve now, pay when you stay
12.73 km from city centre
The price is CA $110 per night
CA $110
CA $155 total
May 25 - May 26
includes taxes & fees
Stay at this hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour 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.
Pet-friendly
Free WiFi

Holiday Inn Chicago Dwtn - The Mart by IHG
350 West Wolf Point Plaza, Building 2 Chicago IL
11.9 km from city centre
The price is CA $217 per night
CA $217
CA $258 total
May 25 - May 26
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue 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 $201 per night
CA $201
CA $239 total
May 26 - May 27
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.

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
13.67 km from city centre
The price is CA $205 per night
CA $205
CA $244 total
May 25 - May 26
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.
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! (265 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 | 5,076 hotels |
|---|---|
Lowest Price | CA $155 |
Highest Price | CA $317 |
Popular hotels | Congress Plaza Hotel, Hotel Riu Plaza Chicago, The Chicago Hotel Collection - Magnificent Mile, Hotel Felix River North/Magnificent Mile, River Hotel, Freehand Chicago, Holiday Inn Chicago Dwtn - The Mart by IHG, Aloft Chicago Mag Mile, Hilton Chicago/Magnificent Mile Suites |
Recent Southwest Side hotel reviews by fellow wanderers

Embassy Suites by Hilton Chicago Downtown River North
1 out of 5
Posted 2 hours ago
Travelocity Verified Review
"Breakfast is so bad-tasting filled with annoying kids "
A verified traveller stayed at Embassy Suites by Hilton Chicago Downtown River North
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