Uptown Hotels, Chicago

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Check prices for these dates

Tonight
21 Feb - 22 Feb
Tomorrow
22 Feb - 23 Feb
This weekend
21 Feb - 23 Feb
Next weekend
28 Feb - 2 Mar

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4263 Cheap Hotels in Uptown - Specials, Reviews, & Last Minute Deals

The Guesthouse Hotel
Rooftop terrace

The Guesthouse Hotel

4.0 star property
9.8 out of 10, Exceptional, (307)
"If the location works for a person or group, it has everything else for a short or long stay. Excellent for the cost."
The price is AU$368
includes taxes & fees
23 Feb - 24 Feb
The Guesthouse Hotel
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2040)
"10/10 would stay here again. Staff is so friendly and the hotel is lovely! "
The price is AU$261
includes taxes & fees
25 Feb - 26 Feb
Sable at Navy Pier Chicago, Curio Collection by Hilton
Swissotel - Chicago
Front of property - evening/night

Swissotel - Chicago

4.5 star property
8.8 out of 10, Excellent, (1940)
"The rooms were clean, quiet and well maintained. The restaurant and ambiance was great but take note theyre expensive. The staff is amazing. "
The price is AU$340
includes taxes & fees
23 Feb - 24 Feb
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1410)
"Great "
The price is AU$323
includes taxes & fees
23 Feb - 24 Feb
Loews Chicago Hotel
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (2620)
"Great place"
The price is AU$229
includes taxes & fees
27 Feb - 28 Feb
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent Mile
Lobby

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (1814)
"The location is great. It’s very close to Navy Pier and Michigan Ave. Hotel is quiet and family friendly with indoor parking garage accessible from the lobby. "
The price is AU$154
includes taxes & fees
27 Feb - 28 Feb
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free pool cabanas, pool loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.6 out of 10, Excellent, (1438)
"Hot tub was so chlorinated you couldn’t even sit in it with your eyes burning!"
The price is AU$320
includes taxes & fees
27 Feb - 28 Feb
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Front of property - evening/night

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1633)
"Smoking in the room adjoining mine was a real bummer."
The price is AU$358
includes taxes & fees
23 Feb - 24 Feb
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Cocktail bar

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2616)
"Great place to stay "
The price is AU$154
includes taxes & fees
26 Feb - 27 Feb
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (999)
"nice i enjoyed my staycation "
The price is AU$154
includes taxes & fees
24 Feb - 25 Feb
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.2 out of 10, Very good, (1647)
"Walking distance from many Chicago downtown attractions. The suite had everything you need. The elevator was so confusing. They need to let guests know they have to use the room card to make it work properly. "
The price is AU$210
includes taxes & fees
23 Feb - 24 Feb
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3202)
"Amazing stay "
The price is AU$361
includes taxes & fees
21 Mar - 22 Mar
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Exterior

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2010)
"Great stay for two nights. The woman who checked us in and out was so friendly, kind, and helpful at both interactions."
The price is AU$201
includes taxes & fees
24 Feb - 25 Feb
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
View from property

Millennium Knickerbocker Chicago

4.0 star property
8.4 out of 10, Very good, (1787)
"My only gripe was the bar food quality & service, extremely slow and what came out didn’t match the descriptions half the time. Asked to see a manager by day 2 and they told me they were so short staffed they didn’t have one. Not acceptable, everything else was great!"
The price is AU$165
includes taxes & fees
24 Feb - 25 Feb
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Lobby

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1031)
"Evidently the fitness center and pool were closed for renovations on the 4th floor. Expedia did not communicate this to guests, which was disappointing. We booked the hotel for these amenities and ended up spending hundreds of dollars extra on entertainment and transportation to keep our family occupied during our planned down time. It was quite frustrating. Other than that, the staff here was helpful and friendly. The rooms and property was clean (except the 3rd floor). Dust was evident...
The price is AU$255
includes taxes & fees
27 Feb - 28 Feb
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Restaurant

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1004)
"My stay was great! I couldn’t believe the value for the money."
The price is AU$192
includes taxes & fees
24 Feb - 25 Feb
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.0 out of 10, Very good, (1530)
"Love this place"
The price is AU$136
includes taxes & fees
23 Feb - 24 Feb
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (1475)
"First class service"
The price is AU$206
includes taxes & fees
25 Feb - 26 Feb
Hotel Riu Plaza Chicago
Best Western Grant Park Hotel
Restaurant

Best Western Grant Park Hotel

2.5 star property
8.2 out of 10, Very good, (2498)
"No complaints at all. A very nice weekend."
The price is AU$123
includes taxes & fees
25 Feb - 26 Feb
Best Western Grant Park Hotel
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8529)
"A comfortable historical hotel, enjoyed the bar area, cocktails were good , would not recommend dining at the hotel. On Expedia it says it has parking and in and out privileges but this is not true, once you park you cant leave unless paying again (62$) . Had a paranormal experience in room 917 so don't be surprised if you see ghosts at night "
The price is AU$159
includes taxes & fees
23 Feb - 24 Feb
Congress Plaza Hotel
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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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 37 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?

Attractions such as Aragon Ballroom, Riviera Theatre and Aragon Entertainment Center highlight Chicago's cultural scene. Lake Michigan and Montrose Beach are some other stops worth a visit in the neighbourhood. Wrigley Field, Pegasus Players and About Face Theater 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 Hutchinson Street Historic District or Graceland Cemetery.

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.