Uptown
Chicago
Stay near popular Uptown attractions
Things to do
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% of travellers recommend
Uptown Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CA $229 per night from Sep 27 to Sep 28
CA $229
CA $272 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and ...
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
The price is CA $260 per night from Sep 29 to Sep 30
CA $260
CA $309 total
Sep 29 - Sep 30
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8/10 Very good! (2,215 reviews)
"People were leaving things in the hallway, the door was difficult to open, it was in a great location, close to things."
Reviewed on Sep 11, 2026
River Hotel
75 East Wacker Drive Chicago IL
The price is CA $209 per night from Sep 13 to Sep 14
CA $209
CA $249 total
Sep 13 - Sep 14
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (5,430 reviews)
"This was our second stay at the River Hotel. Friendly, helpful staff. Clean rooms and property. Prime location for many activities in Chicago, as one can walk virtually everywhere. Many restaurants in the area in addition to attractions. A wonderful hotel."
Reviewed on Sep 11, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $319 per night from Sep 25 to Sep 26
CA $319
CA $420 total
Sep 25 - Sep 26
includes taxes & fees
Book a stay at this historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean ...
Hyatt Regency Chicago
151 East Wacker Dr Chicago IL
The price is CA $393 per night from Sep 26 to Sep 27
CA $393
CA $517 total
Sep 26 - Sep 27
includes taxes & fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (3,423 reviews)
"Room was very nice and clean. Except for some hair in the bathtub from the previous guests"
Reviewed on Sep 11, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
The price is CA $176 per night from Sep 29 to Sep 30
CA $176
CA $210 total
Sep 29 - Sep 30
includes taxes & fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in ...
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.
Where to stay in Uptown
Find the best Uptown areas and neighborhoods for the activities you enjoy most. Learn more about Uptown
Learn more about Uptown
Downtown Chicago
Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Navy Pier and Michigan Avenue are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.
Photo by © City of Chicago
Open Photo by © City of Chicago
Magnificent Mile
Michigan Avenue and Chicago Water Tower are just a few worthwhile attractions to visit in Magnificent Mile. Travelers also love the fascinating museums, panoramic lake views, and popular shops.
The Loop
Michigan Avenue and Lake Michigan are a few top attractions in The Loop. Hop around the city on the metro at Washington Station or Lake Station and check out the area's fascinating museums, popular shops, and acclaimed art galleries.
River North
Known for its fantastic nightlife, stunning river views, and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.
Lincoln Park
Known for its ample dining options and fantastic lake views, there's plenty to explore in Lincoln Park. You can visit top attractions like Lake Michigan and Lincoln Hall, and jump on the metro at Fullerton Station or Armitage Station to see more of the city.
Uptown
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- Grant Park
- Downtown Chicago Vacations
- Wrigley Field
- Visit Rosemont
- Visit Melrose Park
- Visit Rush Street
- Visit West Loop Gate
- Visit Near South Side
- Chicago Vacations
- Visit Gold Coast
- Visit Magnificent Mile
- Visit East Garfield Park
- Visit Lincoln Park
- Golf Vacations
- Visit The Loop
- Water Tower Place
- Visit Canaryville
- Visit Near North Side
- Visit Evanston
- Visit South Loop
- Visit Rogers Park
- Visit Winchester-Hood Garden Homes
- Art Institute of Chicago
- Visit Prairie District
- Visit Streeterville
- Lincoln Park Zoo
- Visit Magnolia Glen
- Visit Chicago
- Visit Peterson Park
- Visit Noble Square
- Visit Old Irving Park
- Visit Downtown Chicago
- Navy Pier
- Visit West Loop
- Visit Palmer Square
- Visit Logan Square
- Visit Elk Grove Village
- Visit Goose Island
- Visit Wildwood
- Willis Tower
