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Check availability on Kenwood Hotels with Air Conditioning

Our top choices for Kenwood hotels with air conditioning

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very good, (2636)
"The room was spotless and the staff where great!"
United States
Maria
The price is 1.542.645 ₫
2.275.247 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Freehand Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2949)
"Great location and great staff!!"
United States
lynne
The price is 2.134.917 ₫
2.506.181 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Chicago Mag Mile
Reception
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4844)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is 1.972.476 ₫
2.315.488 ₫ total
includes taxes & fees
24 Dec - 25 Dec
River Hotel
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2257)
"This place was amazing !"
United States
Jayla Danyell
The price is 2.532.838 ₫
3.871.198 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2739)
"Great food clean room friendly staff"
United States
MARINA
The price is 2.151.792 ₫
3.299.942 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3004)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is 1.665.762 ₫
2.728.740 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Warwick Allerton - Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2965)
"Excellent stay great location and great rooms"
United States
Joseph
The price is 2.626.982 ₫
3.826.552 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hotel Riu Plaza Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2110)
"Great hotel. Very affordable for such a perfect location."
United States
Nicholas
Silversmith Hotel Chicago Downtown
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1749)
"Clean and staff was courteous. "
United States
HANNAH
The price is 1.876.618 ₫
2.202.654 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Hilton Garden Inn Chicago Downtown South Loop
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3385)
"I always love staying at this place when I visit"
Canada
William
The price is 3.584.552 ₫
4.981.485 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hyatt Regency Chicago
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.
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