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Cheap Hillside Hotels

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is $140 per night
$140
includes taxes & fees
$119 per night
Dec 24 - Dec 25
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.
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
The price is $109 per night
$109
includes taxes & fees
$93 per night
Jan 21 - Jan 22, 2025
Free Cancellation
Reserve now, pay when you stay
14.26 mi from city center
With a stay at River Hotel, you'll be centrally located in Chicago, steps from Michigan Avenue and 5 minutes by foot from Chicago Riverwalk.
Pet friendly
Free WiFi
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
The price is $193 per night
$193
includes taxes & fees
$164 per night
Jan 10 - Jan 11, 2025
Free Cancellation
Reserve now, pay when you stay
14.44 mi from city center
Hyatt Regency Chicago is centrally located in Chicago, a 4-minute walk from Chicago Riverwalk and 7 minutes by foot from Michigan Avenue Bridge.
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel

3 out of 5
350 West Wolf Point Plaza, Building 2, Chicago, IL
The price is $130 per night
$130
includes taxes & fees
$111 per night
Jan 7 - Jan 8, 2025
Free Cancellation
13.63 mi from city center
Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel is centrally located in Chicago, a 3-minute walk from Merchandise Mart and 14 minutes by foot from Chicago Riverwalk.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL
The price is $110 per night
$110
includes taxes & fees
$94 per night
Jan 20 - Jan 21, 2025
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, steps from State Street and 4 minutes by foot from Michigan Avenue.
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave, Chicago, IL
The price is $169 per night
$169
includes taxes & fees
$144 per night
Dec 27 - Dec 28
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, within a 10-minute walk of Buckingham Fountain and Art Institute of Chicago.
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4 out of 5
701 North Michigan Avenue, Chicago, IL
The price is $131 per night
$131
includes taxes & fees
$111 per night
Dec 24 - Dec 25
Free Cancellation
Reserve now, pay when you stay
14.37 mi from city center
With a stay at Warwick Allerton - Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 11 minutes by foot from Chicago Riverwalk.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St, Chicago, IL
The price is $118 per night
$118
includes taxes & fees
$104 per night
Jan 13 - Jan 14, 2025
Free Cancellation
Reserve now, pay when you stay
13.99 mi from city center
Hotel Felix River North/Magnificent Mile is centrally located in Chicago, a 5-minute walk from Holy Name Cathedral and 10 minutes by foot from Chicago Water Tower.
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
The price is $119 per night
$119
includes taxes & fees
$101 per night
Jan 21 - Jan 22, 2025
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, within a 5-minute walk of State Street and Willis Tower.
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
505 N Michigan Ave, Chicago, IL
The price is $210 per night
$210
includes taxes & fees
$184 per night
Dec 24 - Dec 25
Free Cancellation
14.36 mi from city center
InterContinental Chicago Magnificent Mile, an IHG Hotel is centrally located in Chicago, a 1-minute walk from Shops at Northbridge and 10 minutes by foot from Millennium Park.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
The price is $188 per night
$188
includes taxes & fees
$164 per night
Dec 29 - Dec 30
Free Cancellation
Reserve now, pay when you stay
14.18 mi from city center
Palmer House a Hilton Hotel is centrally located in Chicago, a 3-minute walk from Millennium Park and 5 minutes by foot from Art Institute of Chicago.
Pendry Chicago

Pendry Chicago

4.5 out of 5
230 North Michigan Avenue, Chicago, IL
The price is $229 per night
$229
includes taxes & fees
$195 per night
Jan 4 - Jan 5, 2025
Free Cancellation
Reserve now, pay when you stay
14.32 mi from city center
With a stay at Pendry Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 3 minutes by foot from Chicago Riverwalk.
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Hillside hotels essential information

Accommodation
4,602 hotels
Lowest Price
$109
Highest Price
$229
Popular hotels
Congress Plaza Hotel, River Hotel, Hyatt Regency Chicago, Holiday Inn Chicago Dwtn Wolf Point, an IHG Hotel, Eurostars Magnificent Mile, Hilton Chicago, Warwick Allerton - Chicago, Hotel Felix River North/Magnificent Mile, Club Quarters Hotel, Central Loop, Chicago, InterContinental Chicago Magnificent Mile, an IHG Hotel, Palmer House a Hilton Hotel, Pendry Chicago

Most Recent Hillside Hotel Reviews

River Hotel

River Hotel

5 out of 5
Posted 20 hours ago
CheapTickets Verified Review
"Ronnie made the check in process enjoyable and the hotel was very conveniently located to all the things we wanted to do. Room was cozy. Bed was extremely comfortable. "
A verified traveler stayed at River Hotel
River Hotel