Hotels in Uptown, Chicago

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Best hotels in Uptown (Chicago)

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£40 - £263£263 - £486£486 - £709£709 - £931£931+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended Uptown hotels

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The Guesthouse Hotel - Chicago - Balcony
The Guesthouse Hotel
0.9 mi from Uptown, Chicago, United States
9.4Wonderful(224)
Free Wi-Fi
Pet-friendly
Air conditioning
£286+
Check availability
The Bright Retreat in Andersonville - Chicago - Living room
The Bright Retreat in Andersonville
0.9 mi from Uptown, Chicago, United States
9.4Wonderful(42)
Parking
Free Wi-Fi
Air conditioning
£169+
Check availability
Artistic Loft Rooftop Uptown Montrose Beach Gymwfh - Chicago - Balcony
Artistic Loft Rooftop Uptown Montrose Beach Gymwfh
0.3 mi from Uptown, Chicago, United States
9.9Wonderful(33)
Free Wi-Fi
Pet-friendly
Air conditioning
£233+
Check availability
Walk to Wrigley Field/Monthly Discounts Available - Chicago - Balcony
Walk to Wrigley Field/Monthly Discounts Available
0.9 mi from Uptown, Chicago, United States
9.5Wonderful(122)
Free Wi-Fi
Air conditioning
£217+
Check availability
Regal Stylish Uptown Loft Beachfront Rooftopwfhgym - Chicago - Balcony
Regal Stylish Uptown Loft Beachfront Rooftopwfhgym
0.3 mi from Uptown, Chicago, United States
8.4Very Good(9)
Free Wi-Fi
Pet-friendly
Air conditioning
£219+
Check availability
Montrose Studio:Your Uptown Base - Chicago - Bedroom
Montrose Studio:Your Uptown Base
0.3 mi from Uptown, Chicago, United States
Air conditioning
£149+
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Uptown Studio Gem Sum - Chicago - Bedroom
Uptown Studio Gem Sum
0.3 mi from Uptown, Chicago, United States
Air conditioning
£139+
Check availability
Family Friendly 2bd/2ba Near Wrigley, Lincoln Square - Chicago - Balcony
Family Friendly 2bd/2ba Near Wrigley, Lincoln Square
0.8 mi from Uptown, Chicago, United States
10Wonderful(18)
Air conditioning
£369+
Check availability
Majestic Modern Style|13 mins DT|4 mins Lake - Chicago - Balcony
Majestic Modern Style|13 mins DT|4 mins Lake
0.4 mi from Uptown, Chicago, United States
9.1Wonderful(9)
Air conditioning
£221+
Check availability
Inviting Stylish Home with Covered Patio - Chicago - Living room
Inviting Stylish Home with Covered Patio
0.7 mi from Uptown, Chicago, United States
9.0Wonderful(10)
Free Wi-Fi
Air conditioning
£272+
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Great Location-Beautiful Friendly Andersonville Neighborhood - Chicago - Living room
Great Location-Beautiful Friendly Andersonville Neighborhood
1.1 mi from Uptown, Chicago, United States
9.9Wonderful(54)
Free Wi-Fi
Air conditioning
£251+
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Sunny Studio in Heart of Ravenswood - Chicago - Kitchen
Sunny Studio in Heart of Ravenswood
0.9 mi from Uptown, Chicago, United States
Air conditioning
£155+
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Elegant 2BR Apartment w/ In-Unit Laundry - Chicago - Bedroom
Elegant 2BR Apartment w/ In-Unit Laundry
0.2 mi from Uptown, Chicago, United States
Air conditioning
£198+
Check availability
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover - Chicago
Stunning, Spacious, & Sun-soaked 2BR Uptown Condo by AllSet Turnover
0.1 mi from Uptown, Chicago, United States
10Wonderful(18)
Air conditioning
£284+
Check availability
Peaceful Beachfront Loft Rooftop Gym - Chicago
Peaceful Beachfront Loft Rooftop Gym
0.3 mi from Uptown, Chicago, United States
10Wonderful(1)
Free Wi-Fi
Pet-friendly
Air conditioning
£138+
Check availability
Uptown Gem - Chicago
Uptown Gem
0.3 mi from Uptown, Chicago, United States
10Wonderful(30)
Parking
Free Wi-Fi
Pool
Air conditioning
£215+
Check availability
Studio Apt with Laundry, Near Shops! - Montrose Studio rep - Chicago
Studio Apt with Laundry, Near Shops! - Montrose Studio rep
0.3 mi from Uptown, Chicago, United States
7.9Good(6)
Pet-friendly
Air conditioning
£97+
Check availability
Gorgeous 4/2.5 Greystone Home | Wrigley - Chicago
Gorgeous 4/2.5 Greystone Home | Wrigley
0.7 mi from Uptown, Chicago, United States
Air conditioning
£200+
Check availability
Cozy Studio Apt with In-Unit Laundry and Wi-Fi! - Montrose 111 - Chicago
Cozy Studio Apt with In-Unit Laundry and Wi-Fi! - Montrose 111
0.3 mi from Uptown, Chicago, United States
8.6Very Good(7)
Free Wi-Fi
Pet-friendly
Air conditioning
£148+
Check availability
Steps to the Lakefront! This Uptown Beauty is Everything You Need for a Perfect Chicago Getaway condo - Chicago
Steps to the Lakefront! This Uptown Beauty is Everything You Need for a Perfect Chicago Getaway condo
0.1 mi from Uptown, Chicago, United States
Free Wi-Fi
Air conditioning
£274+
Check availability
Booking Insights

KAYAK’s insights for hotels in Uptown

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Uptown with confidence.

Which month has the cheapest hotel rates in Uptown?

Hotels are cheapest in Uptown in March, with average rates of £97. In comparison, October is the most expensive month, with prices at £450.

What is the cheapest day of the week to book a hotel in Uptown?

Monday offers the lowest rates in Uptown, with an average nightly price of £149. The highest prices are found on Wednesday, with average rates at £500.
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How much is a Uptown hotel?

Here are our most popular & best value hotels

Top tips for finding a hotel deal in Uptown

  • Not sure just how much there is to see and do in Uptown? KAYAK users usually book their hotel here for 3 days.

FAQs when booking a hotel in Uptown

  • What are the best hotels in Uptown?

    Uptown is a great part of Chicago to make your base. If you’re staying in Uptown area then The Guesthouse Hotel, The Bright Retreat in Andersonville, and Artistic Loft Rooftop Uptown Montrose Beach Gymwfh are all recommended on KAYAK.

Where to stay in Uptown?

Our map will help you find the perfect hotel in Uptown, Chicago by showing you the exact location of each hotel.

Everything you need to know for your stay in Chicago

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