Uptown Hotels, Chicago

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Check prices for these dates

Tonight
21 Oct - 22 Oct
Tomorrow
22 Oct - 23 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

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4535 Cheap Hotels in Uptown - Specials, Reviews, & Last Minute Deals

Rooftop terrace
The Guesthouse Hotel
The Guesthouse Hotel
4.0 star property
9.8 out of 10, Exceptional, (351)
"Great location great property. Would definitely stay again "
United States
Chris
The price is AU$434
includes taxes & fees
4 Nov - 5 Nov
The Guesthouse Hotel
Terrace/patio
citizenM Chicago Downtown
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (3980)
"Great place to stay. "
United States
sherry
The price is AU$236
includes taxes & fees
9 Nov - 10 Nov
citizenM Chicago Downtown
Reception
Eurostars Magnificent Mile
Eurostars Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (3101)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is AU$216
includes taxes & fees
2 Nov - 3 Nov
Eurostars Magnificent Mile
Reception
River Hotel
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4758)
"Staff friendly and helpful..and accommodations just right..great location! "
United States
Adrienne
The price is AU$189
includes taxes & fees
11 Nov - 12 Nov
River Hotel
Outdoor pool, pool cabanas (surcharge), pool umbrellas
DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2111)
"Great stay "
United States
Melinda
The price is AU$251
includes taxes & fees
16 Nov - 17 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2209)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is AU$339
includes taxes & fees
12 Nov - 13 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Ballroom
Hilton Chicago/Magnificent Mile Suites
Hilton Chicago/Magnificent Mile Suites
3.5 star property
8.8 out of 10, Excellent, (3158)
"Our stay was great"
United States
Bruce E
The price is AU$206
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Cocktail bar
Aloft Chicago Mag Mile
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2874)
"Had a great stay!"
United States
Josh
The price is AU$227
includes taxes & fees
9 Nov - 10 Nov
Aloft Chicago Mag Mile
Banquet hall
Congress Plaza Hotel
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very good, (9524)
"Excellent location very convenient parking nice staff clean rooms"
United States
Mike
The price is AU$261
includes taxes & fees
3 Nov - 4 Nov
Congress Plaza Hotel
Cocktail bar
Freehand Chicago
Freehand Chicago
4.0 star property
8.0 out of 10, Very good, (2505)
"Super clean, very good staff services, very convenient location, quiet, easy checking in and out "
United States
Lixiao
The price is AU$147
includes taxes & fees
11 Nov - 12 Nov
Freehand Chicago
Exterior
Hilton Chicago
Hilton Chicago
4.0 star property
8.4 out of 10, Very good, (2281)
"We loved this hotel it was beautiful and convenient . "
United States
Daniel
The price is AU$376
includes taxes & fees
30 Oct - 31 Oct
Hilton Chicago
Exterior
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very good, (4113)
"This hotel had a great location to shopping and several enjoyable restaurants."
United States
laura
The price is AU$222
includes taxes & fees
11 Nov - 12 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Exterior
FOUND Hotel Chicago River North
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very good, (280)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is AU$137
includes taxes & fees
10 Nov - 11 Nov
FOUND Hotel Chicago River North
Front of property
Hotel Riu Plaza Chicago
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2625)
"Great place to stay "
United States
Larry William
The price is AU$276
includes taxes & fees
9 Nov - 10 Nov
Hotel Riu Plaza Chicago
Rooftop terrace
Hyatt Centric The Loop Chicago
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2196)
"It was an amazing stay!"
United States
Kristy S
The price is AU$268
includes taxes & fees
16 Nov - 17 Nov
Hyatt Centric The Loop Chicago
American cuisine
Crowne Plaza Chicago West Loop by IHG
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1620)
"Great Hotel"
United States
Cesar
The price is AU$213
includes taxes & fees
16 Nov - 17 Nov
Crowne Plaza Chicago West Loop by IHG
Rooftop terrace
Best Western River North Hotel
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1033)
"Great stay"
Australia
Bart
The price is AU$182
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
Lobby
LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3395)
"Beautiful hotel! Would stay again "
United States
Courtney
The price is AU$315
includes taxes & fees
16 Nov - 17 Nov
LondonHouse Chicago, Curio Collection by Hilton
Lobby
Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2023)
"Great place to stay "
United States
Cheryl
The price is AU$306
includes taxes & fees
2 Nov - 3 Nov
Silversmith Hotel Chicago Downtown
Bar (on property)
voco Chicago Downtown - Riverwalk by IHG
voco Chicago Downtown - Riverwalk by IHG
3.5 star property
8.8 out of 10, Excellent, (3239)
"Great stay "
United States
shanae
The price is AU$317
includes taxes & fees
9 Nov - 10 Nov
voco Chicago Downtown - Riverwalk by IHG
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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Our guide on where to stay in Uptown

Find the best Uptown areas for the activities you enjoy most.
Downtown Chicago featuring a city

Downtown Chicago

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile - River North

Magnificent Mile

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop - Downtown which includes a river or creek

The Loop

Striking architecture, urban park space and countless entertainment options all make The Loop one of the most memorable spots in the city.

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.

Chicago showing a city and modern architecture

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Uptown Hotel Reviews

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"I like it"
mitzie 1-night trip
Posted 1 day ago
Congress Plaza Hotel

Frequently asked questions

What's it like in Uptown?
Uptown is a neighbourhood that travellers like for its theatres, live music and lake views. Looking for sights you might find in a travel guide about Uptown? Consider a visit to Lake Michigan while you're in the neighbourhood.
Where is the best place to stay in Uptown?
Based on Expedia customer reviews, The Guesthouse Hotel is the highest ranked property in Uptown. This hotel offers private balconies and a fitness centre.
How many hotels will I be able to find in the Uptown area?
If you're searching for places to stay in Chicago, Expedia has something to meet your needs with 40 Uptown hotels and other accommodation options to choose from.
If I need to cancel my hotel reservation in Uptown, will I receive a refund?
Yes! Most hotel bookings are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to get the top deals on offer in Uptown.
What are the top things to see and do in Uptown?
Spend some time exploring the great outdoors at Lake Michigan, Lincoln Park and Challenger Park. Aragon Ballroom and Riviera Theatre are some other stops worth a visit in the neighbourhood. Wrigley Field, Pegasus Players and Aragon Entertainment Center are just a few of the places to visit in and around Uptown. While you're out sightseeing in Chicago, make sure that you visit other sights such as About Face Theater or Hutchinson Street Historic District.
How can I get around Uptown and the greater Chicago area?
If you want to see more of the city, Wilson Station is the closest metro stop. Others nearby include Lawrence Station and Argyle Station. If you want to head out of town, you can hop aboard a train at Chicago Ravenswood Station.

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