Book Cheap Hotels in South Side
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in South Side
Most frequently booked South Side hotels
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
7.86 km from city centre
The price is CA $123 per night
CA $123
CA $144 total
includes taxes & fees
17 Feb - 18 Feb
Book a stay at this business-friendly 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 Millennium Park and Michigan Avenue are located nearby.
Free WiFi
Restaurant
L7 Chicago by LOTTE
225 N Wabash Ave, Chicago, IL
Free cancellation
Reserve now, pay when you stay
9.14 km from city centre
The price is CA $199 per night
CA $199
CA $234 total
includes taxes & fees
9 Feb - 10 Feb
Book a stay at this boutique 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 Michigan Avenue are located nearby.
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
Free cancellation
Reserve now, pay when you stay
9.16 km from city centre
The price is CA $143 per night
CA $143
CA $168 total
includes taxes & fees
13 Feb - 14 Feb
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the bar in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Pendry Chicago
230 North Michigan Avenue, Chicago, IL
Free cancellation
Reserve now, pay when you stay
9.12 km from city centre
The price is CA $236 per night
CA $236
CA $336 total
includes taxes & fees
23 Feb - 24 Feb
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Millennium Park and Michigan Avenue are located nearby.
Pet-friendly
Free WiFi
Hilton Chicago
720 S Michigan Ave, Chicago, IL
Free cancellation
Reserve now, pay when you stay
7.57 km from city centre
The price is CA $199 per night
CA $199
CA $276 total
includes taxes & fees
7 Feb - 8 Feb
Stay at this 4-star 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 Michigan Avenue are located nearby.
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
Free cancellation
Reserve now, pay when you stay
10 km from city centre
The price is CA $136 per night
CA $136
CA $160 total
includes taxes & fees
9 Mar - 10 Mar
Stay at this 4-star 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
9.23 km from city centre
The price is CA $200 per night
CA $200
CA $277 total
includes taxes & fees
17 Feb - 18 Feb
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Millennium Park are located nearby.
Free WiFi
Restaurant
Aloft Chicago Mag Mile
243 E. Ontario, Chicago, IL
Free cancellation
Reserve now, pay when you stay
9.81 km from city centre
The price is CA $120 per night
CA $120
CA $141 total
includes taxes & fees
20 Feb - 21 Feb
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the pool and the bar 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
9.74 km from city centre
The price is CA $136 per night
CA $136
CA $160 total
includes taxes & fees
27 Feb - 28 Feb
Stay at this 4-star 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 Millennium Park 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 cheap South Side hotel deals
Chinatown Hotel Chicago
214 West 22nd Place, Chicago, IL
The price is CA $100 per night from Feb. 9 to Feb. 10
CA $100
CA $118 total
includes taxes & fees
9 Feb - 10 Feb
5.2/10 (982 reviews)
Top hotels in South Side for Extended Stay
The Neighborhood Hotel-Little Italy
1431 W Taylor St, Chicago, IL
9.6/10 Exceptional! (126 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.
South Side hotels essential information
Accommodation | 4,845 hotels |
|---|---|
Lowest Price | CA $96 |
Highest Price | CA $249 |
Popular hotels | Congress Plaza Hotel, L7 Chicago by LOTTE, citizenM Chicago Downtown, Pendry Chicago, Hilton Chicago, Eurostars Magnificent Mile, Hyatt Regency Chicago, Aloft Chicago Mag Mile, DoubleTree by Hilton Chicago - Magnificent Mile |
Recent South Side hotel reviews by fellow wanderers
Hilton Garden Inn Chicago Downtown/Magnificent Mile
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Amazing rooms spic and span"
A verified traveller stayed at Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hotels near…
Areas of South Side
Most popular
Hotels
Hull Hotels with Hot TubsHotels near Lynden Pindling Intl.All Inclusive Resorts & Hotels in CreteDowntown Edmonton Historic HotelsHotels with Early Check-in in MunichCheap Hotels in RimouskiHotels closest to Casino Nova ScotiaCottages Saint-Edouard-de-KentGuest Houses EdmontonTerrebonne Spa Resorts & HotelsMotels BoiseBarceló Aruba - All InclusiveGrand Hyatt SeattleMoosomin Hotels with Hot Tubs
Flights
Cars