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23 Apr - 24 Apr
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24 Apr - 25 Apr
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24 Apr - 26 Apr
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1 May - 3 May

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Our top choices for Uptown hotels

Rooftop terrace

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (392 reviews)
"Comfortable beds, roomy apartments. Close to Andersonville"
United States
heather
The price is ₹21,652
₹25,417 total
includes taxes & fees
26 Apr - 27 Apr
The Guesthouse Hotel
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 9.7 km from Uptown
8.6 out of 10, Excellent, (2,407 reviews)
"Clean rooms, great staff, great amenities. Next to the loop and the red line. In the heart of downtown Chicago, very historic and beautiful. "
United States
Washington
The price is ₹19,135
₹25,096 total
includes taxes & fees
8 May - 9 May
Palmer House a Hilton Hotel
Exterior

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,087 reviews)
"Great location across from Millennium Park. Clean modern hotel with great restaurant and bar. Amazing staff, comfortable bed, A+++"
United States
Paul
The price is ₹15,111
₹20,540 total
includes taxes & fees
26 Apr - 27 Apr
Arlo Chicago
Exterior detail

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 8.3 km from Uptown
8.4 out of 10, Very good, (564 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
The price is ₹7,495
₹8,798 total
includes taxes & fees
26 Apr - 27 Apr
FOUND Hotel Chicago River North
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 9.3 km from Uptown
9.4 out of 10, Exceptional, (2,459 reviews)
"Clean room, very nice front desk and great location "
United States
Justyna
The price is ₹23,939
₹31,297 total
includes taxes & fees
26 Apr - 27 Apr
Sable at Navy Pier Chicago, Curio Collection by Hilton
55-inch LCD TV with cable channels, TV, pay films

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Theatre District, 9.1 km from Uptown
9.6 out of 10, Exceptional, (3,954 reviews)
"Great location, lovely front desk staff and a fun popcorn and drinks situation in the early evening. The staff knew it was my son’s 18th birthday and also that we were in town for a college visit, and they surprised us with the sweetest note with cupcakes and balloons in our room. Above and beyond! Walkable to Millenium Park and centrally located downtown. Would absolutely stay again! "
United States
Robyn
The price is ₹13,562
₹15,921 total
includes taxes & fees
26 Apr - 27 Apr
L7 Chicago by LOTTE
Front of property

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (3,935 reviews)
"Hotel had a great quiet vibe to it, I felt safe and loved the roof top bar. Also located to nearby shopping and eateries!!"
United States
Althene
The price is ₹13,267
₹18,218 total
includes taxes & fees
30 Apr - 1 May
Hotel Riu Plaza Chicago
Lobby

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 7 km from Uptown
8.2 out of 10, Very good, (1,379 reviews)
"The staff was very friendly and the included restaurant credit is great. We enjoyed the drinks there. This is in a nice and more quiet part of downtown Chicago. The rooftop was nice and had a nice view. "
United States
Anela
The price is ₹12,283
₹14,420 total
includes taxes & fees
29 Apr - 30 Apr
The Chicago Hotel Collection Ambassador Gold Coast
Lobby

River Hotel

River Hotel
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (5,115 reviews)
"The hotel is ideally located. The massive TRUMP sign is hard to overlook but it is part of Chicago. The staff was great and the room was clean and well laid out."
United States
Matthew
The price is ₹12,100
₹14,205 total
includes taxes & fees
26 Apr - 27 Apr
River Hotel
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very good, (10,169 reviews)
"Clean and well kept. Great Southloop location."
United States
Arlene
The price is ₹10,795
₹12,672 total
includes taxes & fees
26 Apr - 27 Apr
Congress Plaza Hotel
Lobby

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 9.6 km from Uptown
9.2 out of 10, Wonderful, (2,237 reviews)
"We enjoyed a spacious suite in this lovely historic hotel. The staff members were very friendly and accommodating. It's a great location, not far from the lake. It is located next to the el; however, our room was quiet. Parking is rather spendy. "
United States
Susan
The price is ₹11,186
₹15,995 total
includes taxes & fees
26 Apr - 27 Apr
Silversmith Hotel Chicago Downtown
Exterior

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 10.7 km from Uptown
8.6 out of 10, Excellent, (2,746 reviews)
"We loved our stay. Two adults and our eight-year-old son took a weekend trip to Chicago. This hotel was very close to the field museum and walking distance to magnificent mile. Short Uber ride to nearby shopping and Willis Tower. The staff were awesome and upgraded our room at a low price. We felt very safe and staff were very helpful. The eighth floor had a beautiful pool, spa and sauna, great view of lake mi, open late too. We dined for breakfast at yoke and Niu B for dinner. Delicious. At...
United States
Heather
The price is ₹18,666
₹24,949 total
includes taxes & fees
8 May - 9 May
Hilton Chicago
Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (3,194 reviews)
"Great hotel, friendly staff, and very modern rooms and amenities. I was really surprised how affordable it was given its location near downtown."
United States
Albriel
The price is ₹11,631
₹13,655 total
includes taxes & fees
29 Apr - 30 Apr
Aloft Chicago Mag Mile
Pool

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 11 km from Uptown
8.8 out of 10, Excellent, (1,955 reviews)
"Great location for sight-seeing and access to public transport. Clean and tidy hotel. "
United States
Teresa
The price is ₹12,858
₹15,095 total
includes taxes & fees
26 Apr - 27 Apr
Hilton Garden Inn Chicago Downtown South Loop
2 restaurants, breakfast, lunch, dinner served; American cuisine

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
The Loop, 9 km from Uptown
9.4 out of 10, Exceptional, (3,654 reviews)
"What an amazing location! Central and walkable to everything. CTA was close by and the views were absolutely amazing! "
United States
Nhouka
The price is ₹16,998
₹22,964 total
includes taxes & fees
10 May - 11 May
LondonHouse Chicago, Curio Collection by Hilton
Ballroom

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 9 km from Uptown
9.4 out of 10, Exceptional, (3,397 reviews)
"VERY friendly and helpful staff! The room felt luxurious and spacious. The city view was fantastic. Location was very convenient with plenty of locations for coffee and food options nearby."
United States
Jill
The price is ₹13,976
₹19,409 total
includes taxes & fees
26 Apr - 27 Apr
The Royal Sonesta Chicago Downtown
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,484 reviews)
"Very nice, clean hotel. Minutes from Navy Pier. 3 different restaurants with a variety of food options. Will definitely stay again next time I travel to Chicago."
United States
Dana
The price is ₹21,293
₹28,620 total
includes taxes & fees
9 May - 10 May
Hyatt Regency Chicago
Nightclub

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 9.8 km from Uptown
8.8 out of 10, Excellent, (3,446 reviews)
"Nice place to stay for a few nights. It's in a quiet part of downtown Chicago. Downside: just one of the two elevated was working during my stay."
United States
Gregory
The price is ₹11,082
₹13,176 total
includes taxes & fees
10 May - 11 May
Club Quarters Hotel, Central Loop, Chicago
Lobby sitting area

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 9 km from Uptown
8.8 out of 10, Excellent, (2,208 reviews)
"Staff were always friendly and professional. Very clean and neat space. Shower was a little cramped and outdated but clean. Views are nice. Laundry room is super convenient and affordable. Location is extremely walkable, in the heart of Chicago. My only complaint was that the parking was a few blocks around the corner. But I had free parking and for downtown Chicago it wasn’t bad, just cold in my case. Definitely would recommend this hotel"
United States
Darianne
The price is ₹10,975
₹12,884 total
includes taxes & fees
30 Apr - 1 May
Club Quarters Hotel Wacker at Michigan, Chicago
Interior detail

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 9.4 km from Uptown
9.4 out of 10, Exceptional, (1,045 reviews)
"Gem near Millennium Park. "
United States
Brian
The price is ₹12,579
₹17,703 total
includes taxes & fees
10 May - 11 May
Staypineapple, An Iconic Hotel, The Loop
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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Where to stay in Uptown

Find the best Uptown areas for the activities you enjoy most. Learn more about Uptown
Learn more about Uptown

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

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

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

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.

USA, Illinois, Chicago, Lincoln Park lagoon

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

Freehand Chicago

Freehand Chicago

4/10 Poor
"Super dirty room and sheets, AC didn’t work either and didn’t clearly state it when booking."
Felix 2-night trip
Posted 1 hour ago
Freehand Chicago

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 45 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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