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Cheap Hillside Hotels

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
$129 nightly
The price is $153 total per night
$153 total
Nov 10 - Nov 11
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.32 mi from city center
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Free WiFi
Restaurant
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
$152 nightly
The price is $181 total per night
$181 total
Nov 1 - Nov 2
Total with taxes and fees
14.26 mi from city center
A stay at River Hotel places you in the heart of Chicago, steps from Michigan Avenue and Chicago Riverwalk.
Pet friendly
Free WiFi
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
$121 nightly
The price is $143 total per night
$143 total
Nov 11 - Nov 12
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.24 mi from city center
You'll be centrally located in Chicago with a stay at The Chicago Hotel Collection Ambassador Gold Coast, within a 15-minute walk of Oak Street Beach and Chicago History Museum.
Pet friendly
Free WiFi
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
$142 nightly
The price is $169 total per night
$169 total
Nov 9 - Nov 10
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.45 mi from city center
With a stay at The Chicago Hotel Collection - Magnificent Mile in Chicago (Downtown Chicago), you'll be steps from Ann and Robert H. Lurie Children's Hospital and 5 minutes by foot from Museum of Contemporary Art Chicago.
Pet friendly
Free WiFi
The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr Chicago IL
$142 nightly
The price is $169 total per night
$169 total
Nov 1 - Nov 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.82 mi from city center
Located in Chicago (Downtown Chicago), The Wade is within a 10-minute walk of Lake Michigan and Michigan Avenue.
Pool
Pet friendly
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
$194 nightly
The price is $230 total per night
$230 total
Nov 13 - Nov 14
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.3 mi from city center
With a stay at Hilton Chicago, you'll be centrally located in Chicago, steps from Grant Park and within a 10-minute walk of Buckingham Fountain.
Pool
Hot Tub
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street Chicago IL
$154 nightly
The price is $183 total per night
$183 total
Nov 3 - Nov 4
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.2 mi from city center
With a stay at Freehand Chicago, you'll be centrally located in Chicago, steps from Chinese Consulate and within a 10-minute walk of Holy Name Cathedral.
Pet friendly
Free WiFi
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr Chicago IL
$196 nightly
The price is $233 total per night
$233 total
Nov 1 - Nov 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.26 mi from city center
With a stay at The Royal Sonesta Chicago Downtown, you'll be centrally located in Chicago, steps from Chicago Riverwalk and Michigan Avenue.
Pet friendly
Free WiFi
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
$144 nightly
The price is $171 total per night
$171 total
Nov 1 - Nov 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
14.16 mi from city center
With a stay at Eurostars Magnificent Mile, you'll be centrally located in Chicago, just a 4-minute walk from Michigan Avenue and 12 minutes by foot from Chicago Riverwalk.
Spa
Free WiFi
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel

4 out of 5
172 W Adams St Chicago IL
$169 nightly
The price is $201 total per night
$201 total
Nov 1 - Nov 2
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.87 mi from city center
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel is centrally located in Chicago, a 4-minute walk from Willis Tower and 10 minutes by foot from Grant Park.
Pet friendly
Free WiFi
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
$148 nightly
The price is $176 total per night
$176 total
Oct 25 - Oct 26
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.97 mi from city center
With a stay at Club Quarters Hotel, Central Loop, Chicago, you'll be centrally located in Chicago, just a 5-minute walk from Willis Tower and 7 minutes by foot from Grant Park.
Pet friendly
Free WiFi
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 out of 5
127 West Huron, at LaSalle Chicago IL
$168 nightly
The price is $200 total per night
$200 total
Nov 2 - Nov 3
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
13.96 mi from city center
Located in Chicago (Downtown Chicago), The Godfrey Hotel Chicago is within a 15-minute walk of Michigan Avenue and Chicago Riverwalk.
Spa
Free WiFi
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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.

Hillside hotels essential information

Accommodation
5,166 hotels
Lowest Price
$143
Highest Price
$233
Popular hotels
Congress Plaza Hotel, River Hotel, The Chicago Hotel Collection Ambassador Gold Coast, The Chicago Hotel Collection - Magnificent Mile, The Wade, Hilton Chicago, Freehand Chicago, The Royal Sonesta Chicago Downtown, Eurostars Magnificent Mile, THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel, Club Quarters Hotel, Central Loop, Chicago, The Godfrey Hotel Chicago

Most Recent Hillside Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

5 out of 5
Posted 1 hour ago
CheapTickets Verified Review
"Stayed for 3 days, and it was great! The staff was super kind when helping me after I accidentally selected the wrong type of room.It was cozy and breakfast was great! I’d stay again 😄"
A verified traveler stayed at The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast

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