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

The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Free cancellation
Reserve now, pay when you stay
14.04 km from city centre
The price is CA $190 per night
CA $190
CA $226 total
Jul 7 - Jul 8
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, 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.

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 $159 per night
CA $159
CA $189 total
Jul 8 - Jul 9
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.

Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Free cancellation
Reserve now, pay when you stay
13.07 km from city centre
The price is CA $208 per night
CA $208
CA $294 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
24.73 km from city centre
The price is CA $240 per night
CA $240
CA $274 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rosemont Theatre 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 $286 per night
CA $286
CA $340 total
Jul 7 - Jul 8
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.

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 $228 per night
CA $228
CA $311 total
Jul 6 - Jul 7
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.

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 $249 per night
CA $249
CA $296 total
Jul 7 - Jul 8
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.

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave Chicago IL
Free cancellation
12.77 km from city centre
The price is CA $265 per night
CA $265
CA $365 total
Jul 6 - Jul 7
includes taxes & fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, 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.

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 $346 per night
CA $346
CA $454 total
Jul 6 - Jul 7
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.
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! (281 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 | 4,826 hotels |
|---|---|
Lowest Price | CA $189 |
Highest Price | CA $454 |
Popular hotels | The Chicago Hotel Collection Ambassador Gold Coast, Congress Plaza Hotel, Omni Chicago Hotel, Hyatt Regency O'Hare Chicago, Hilton Chicago/Magnificent Mile Suites, Hotel Riu Plaza Chicago, River Hotel, InterContinental Chicago Magnificent Mile by IHG, Palmer House a Hilton Hotel |
Recent Southwest Side hotel reviews by fellow wanderers

The Chicago Hotel Collection - Magnificent Mile
4 out of 5
Posted 9 hours ago
Travelocity Verified Review
"The hotel and room were clean but there were a few areas of peeling wallpaper and paintwork that could be addressed. Staff at reception were very helpful but some at the breakfast buffet were not so. Better communication of what is/is not included in your rate would be an improvement. Great location as just 5 minutes from Michigan avenue."
A verified traveller stayed at The Chicago Hotel Collection - Magnificent Mile
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