Five Star Hotels in Chicago
River North
Downtown
River North
Downtown
Downtown
West Loop
River North
Downtown
Downtown
Downtown
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Showing Properties in Chicago
Congress Plaza Hotel
Based on 28 Ratings and 16 reviews
(28 Ratings)
CAD 164
CAD 152
+ CAD 46 taxes & fees
Per Night
Silversmith Hotel Chicago Downtown
Based on 1626 Ratings and 0 reviews
(1626 Ratings)
CAD 349
CAD 314
+ CAD 98 taxes & fees
Per Night
Freehand Chicago
Based on 1554 Ratings and 0 reviews
(1554 Ratings)
CAD 216
CAD 171
+ CAD 47 taxes & fees
Per Night
DoubleTree by Hilton Chicago - Magnificent Mile
Based on 1728 Ratings and 0 reviews
(1728 Ratings)
CAD 358
+ CAD 62 taxes & fees
Per Night
Home2 Suites by Hilton Chicago River North
Based on 1620 Ratings and 0 reviews
(1620 Ratings)
CAD 299
+ CAD 46 taxes & fees
Per Night
Hilton Orrington/Evanston
Based on 1000 Ratings and 0 reviews
(1000 Ratings)
CAD 1,171
CAD 1,038
+ CAD 150 taxes & fees
Per Night
Fairfield Inn & Suites Chicago Downtown/River North
Based on 955 Ratings and 0 reviews
(955 Ratings)
CAD 243
+ CAD 42 taxes & fees
Per Night
Club Quarters Hotel Wacker at Michigan, Chicago
Based on 1541 Ratings and 0 reviews
(1541 Ratings)
CAD 238
CAD 221
+ CAD 67 taxes & fees
Per Night
Residence Inn Chicago Downtown/Loop
Based on 907 Ratings and 0 reviews
(907 Ratings)
CAD 314
+ CAD 55 taxes & fees
Per Night
Holiday Inn Express Chicago - Magnificent Mile by IHG
Based on 935 Ratings and 0 reviews
(935 Ratings)
CAD 286
CAD 237
+ CAD 71 taxes & fees
Per Night
The Westin Michigan Avenue Chicago
Based on 1000 Ratings and 0 reviews
(1000 Ratings)
CAD 245
+ CAD 43 taxes & fees
Per Night
Aloft Chicago Mag Mile by Marriott
Based on 2427 Ratings and 0 reviews
(2427 Ratings)
CAD 270
+ CAD 47 taxes & fees
Per Night
Hilton Chicago- Michigan Ave Cultural Mile
Based on 1471 Ratings and 0 reviews
(1471 Ratings)
CAD 242
+ CAD 37 taxes & fees
Per Night
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Based on 2638 Ratings and 0 reviews
(2638 Ratings)
CAD 288
+ CAD 44 taxes & fees
Per Night
citizenM Chicago Downtown
Based on 2352 Ratings and 0 reviews
(2352 Ratings)
CAD 297
CAD 276
+ CAD 83 taxes & fees
Per Night
Holiday Inn Express & Suites Prospect Heights
Based on 737 Ratings and 0 reviews
(737 Ratings)
CAD 176
+ CAD 21 taxes & fees
Per Night
Hilton Chicago/Magnificent Mile Suites
Based on 1807 Ratings and 0 reviews
(1807 Ratings)
CAD 270
+ CAD 42 taxes & fees
Per Night
Hyatt House Chicago/Evanston
Based on 1000 Ratings and 0 reviews
(1000 Ratings)
CAD 1,136
CAD 1,039
+ CAD 164 taxes & fees
Per Night
Hyatt Regency Chicago
Based on 26 Ratings and 18 reviews
(26 Ratings)
CAD 347
CAD 282
+ CAD 57 taxes & fees
Per Night
Sonesta Chicago O'Hare Airport Rosemont
Based on 1475 Ratings and 0 reviews
(1475 Ratings)
CAD 209
CAD 164
+ CAD 39 taxes & fees
Per Night
Q: ✅ What are the 5 best luxury hotels in Chicago offering excellent hospitality in 2025?
Q: What do we mean by ‘Book Now Pay Later’?
Q: ✅ I have booked a stay at a resort recently in Chicago for the coming month. Is there any way to get a free room upgrade?
Q: ✅ Why do the hotel fares change so frequently in Chicago?
Q: ✅ How many guests can one room accommodate, in the hotels located in Chicago?
River North
Downtown
River North
Downtown
Downtown
West Loop
River North
Downtown
Downtown
Downtown
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O'Hare
Downtown
Glenview
Schiller Park
Downtown
River North
Chicago Loop
Downtown
Downtown
Des Plaines
Oak Brook
Saint Joseph
Diehl
Oak Brook
Hoffman Estates
Arlington Heights
Diehl
Oak Brook
Elk Grove Village
Oak Brook