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Our top choices for Uptown hotels

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (391 reviews)
"Cute hotel with friendly staff and clean upgraded rooms. We loved our stay. "
United States
Tessa
The price is NT$9,522
NT$11,178 total
includes taxes & fees
Apr 26 - Apr 27
The Guesthouse Hotel

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, (2,446 reviews)
"Just an amazing place to stay. The staff is lovely, the rooms are wonderful and the location is perfect for a day at the waterline. "
United States
Christopher
The price is NT$6,917
NT$9,196 total
includes taxes & fees
Apr 26 - Apr 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
9.2 km from Uptown
9.0 out of 10, Wonderful, (3,270 reviews)
"Excellent stay."
United States
Fenton
The price is NT$6,799
NT$9,196 total
includes taxes & fees
May 9 - May 10
Swissotel - Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 8.6 km from Uptown
8.8 out of 10, Excellent, (2,434 reviews)
"Loved this hotel!"
United States
Ellen
The price is NT$4,622
NT$5,426 total
includes taxes & fees
Apr 26 - Apr 27
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 8.7 km from Uptown
8.2 out of 10, Very Good, (2,814 reviews)
"Every thing was in walking distance and the hotel is beautiful I will definitely be back "
United States
Shannon
The price is NT$4,378
NT$6,067 total
includes taxes & fees
Apr 26 - Apr 27
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago
4.5 star property
9.2 km from Uptown
8.6 out of 10, Excellent, (1,917 reviews)
"Overall a great stay."
United States
Joshua
The price is NT$6,923
NT$9,053 total
includes taxes & fees
May 9 - May 10
Radisson Blu Aqua Hotel Chicago

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 9.3 km from Uptown
8.8 out of 10, Excellent, (2,129 reviews)
"lovely hotel "
United States
alyvia
The price is NT$6,077
NT$8,339 total
includes taxes & fees
May 8 - May 9
Fairmont Chicago at Millennium Park

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 8.5 km from Uptown
8.6 out of 10, Excellent, (3,190 reviews)
"Nice location and good hotel"
United States
Taneshia
The price is NT$4,076
NT$4,785 total
includes taxes & fees
Apr 26 - Apr 27
Aloft Chicago Mag Mile

Ivy Boutique Hotel

Ivy Boutique Hotel
4.5 star property
Streeterville, 8.5 km from Uptown
8.8 out of 10, Excellent, (1,235 reviews)
"Clean friendly staff love the decor "
United States
Kiasha
The price is NT$3,553
NT$4,171 total
includes taxes & fees
Apr 26 - Apr 27
Ivy Boutique Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 7.8 km from Uptown
8.6 out of 10, Excellent, (2,423 reviews)
"My family and I had a very good two night stay. I would stay here again."
United States
Juliette
The price is NT$4,322
NT$5,074 total
includes taxes & fees
Apr 27 - Apr 28
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Fairfield Inn & Suites Chicago Downtown / Magnificent Mile
3.0 star property
Streeterville, 8.5 km from Uptown
9.0 out of 10, Wonderful, (1,004 reviews)
"Great stay "
United States
Jennifer
The price is NT$3,668
NT$4,306 total
includes taxes & fees
Apr 26 - Apr 27
Fairfield Inn & Suites Chicago Downtown / Magnificent Mile

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 7.8 km from Uptown
9.0 out of 10, Wonderful, (4,155 reviews)
"Excellent stay overall"
United States
Emre
The price is NT$4,454
NT$5,229 total
includes taxes & fees
Apr 26 - Apr 27
Hilton Chicago/Magnificent Mile Suites

Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago
4.0 star property
Streeterville, 7.8 km from Uptown
8.6 out of 10, Excellent, (1,963 reviews)
"Very small shower, cleanish"
United States
Riley
The price is NT$3,668
NT$5,048 total
includes taxes & fees
Apr 26 - Apr 27
Millennium Hotel Knickerbocker Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 9.1 km from Uptown
9.4 out of 10, Exceptional, (3,483 reviews)
"Increíble hotel súper friendly staff! "
United States
Alejandra
The price is NT$7,709
NT$10,278 total
includes taxes & fees
May 9 - May 10
Hyatt Regency Chicago

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 8.4 km from Uptown
9.0 out of 10, Wonderful, (1,085 reviews)
"Clean room, very new, excellent stay"
United States
Anthony
The price is NT$4,550
NT$6,268 total
includes taxes & fees
Apr 26 - Apr 27
Hyatt Centric Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Streeterville, 8.5 km from Uptown
9.0 out of 10, Wonderful, (1,860 reviews)
"The location and the hotel was great."
United States
Joan
The price is NT$4,581
NT$5,447 total
includes taxes & fees
Apr 26 - Apr 27
Courtyard by Marriott Chicago Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 8.2 km from Uptown
7.6 out of 10, Good, (1,305 reviews)
"Amazing stay "
United States
Napoleon
The price is NT$3,641
NT$4,274 total
includes taxes & fees
Apr 22 - Apr 23
The Chicago Hotel Collection - Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
2.5 star property
Streeterville, 8.3 km from Uptown
8.2 out of 10, Very Good, (1,420 reviews)
"The hotel staffs are really nice! The location is great"
United States
Teshinee
The price is NT$4,637
NT$5,444 total
includes taxes & fees
Apr 26 - Apr 27
Hampton Inn Chicago Downtown/Magnificent Mile

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 8.4 km from Uptown
9.4 out of 10, Exceptional, (3,885 reviews)
"Great hotel "
United States
Marina
The price is NT$3,949
NT$5,526 total
includes taxes & fees
Apr 26 - Apr 27
Hotel Riu Plaza Chicago

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 10.4 km from Uptown
8.0 out of 10, Very Good, (10,142 reviews)
"The stay is well worth the affordable price."
United States
Thomas
The price is NT$3,636
NT$4,268 total
includes taxes & fees
Apr 26 - Apr 27
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.

Where to stay in Uptown

Find the best Uptown areas and neighborhoods for the activities you enjoy most.

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

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

O'Hare

Home to O'Hare International Airport, this transportation hub offers easy access to downtown via the Blue Line. The area also hosts various corporate headquarters and international consulates.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Top Uptown Hotel Reviews

Find out more about Uptown

Top reasons to visit Uptown

  • Vibrant Entertainment Scene: Uptown offers live music, engaging theater performances, and a lively atmosphere, perfect for entertainment seekers.
  • Cultural Experiences: The neighborhood is rich in diverse cultural activities, making it an ideal spot for concerts and local music exploration.
  • Family-Friendly Attractions: Uptown features urban parks, beaches, and various attractions suitable for family vacations.
  • Scenic Beauty: Enjoy the scenic charm of nearby parks and the energetic vibe of downtown Chicago, just a short distance away.
  • Comfortable Accommodations: A range of hotels cater to different traveler needs, including pet-friendly and family-oriented options.

Find great hotels near Uptown

Discover a range of comfortable accommodations in Uptown, Chicago, perfect for every type of traveler. Whether you're seeking pet-friendly options, family-friendly amenities, or a convenient stay for business travel, Uptown's hotels cater to your needs. Explore the best hotels in the area, read guest reviews, and find the ideal lodging for your vacation experience.

  • The Whitehall Hotel, BW Premier Collection: This elegant 4-star hotel is an ideal choice for travelers seeking a stylish and welcoming atmosphere. The Whitehall Hotel is situated in the vibrant shopping district, just 8.0km from Uptown. Known for its LGBTQIA-friendly environment, this property is perfect for business travelers and those looking for a unique shopping experience. Guests appreciate the blend of classic charm and modern amenities, including a fitness center and business services. The hotel’s commitment to inclusivity and quality service makes it a top pick for all types of visitors.
  • Warwick Allerton - Chicago: This sophisticated 4-star hotel caters to families, business travelers, and shopping enthusiasts, making it a versatile accommodation option just 8.0km from Uptown. Located in the bustling shopping district, the Warwick Allerton is particularly family-friendly, offering amenities like cribs and childcare services for a seamless stay with children. Guests rave about the hotel’s warm ambiance, attentive staff, and convenient access to local attractions. Whether you're in town for business or leisure, this hotel provides a comfortable and accommodating experience for everyone.
  • Freehand Chicago: A trendy 3.5-star hotel, Freehand Chicago is perfect for those seeking a unique, boutique experience. Located in the shopping district and 8.0km from Uptown, this property is both LGBTQIA-friendly and pet-friendly, making it an excellent choice for diverse travelers. With a vibrant, social atmosphere, Freehand offers shared and private rooms, catering to budget-conscious guests without sacrificing comfort. The hotel features a lively bar and café, providing a communal space for guests to unwind and connect. Its modern design and welcoming vibe make it a favorite among young travelers and pet lovers alike.

Where to stay near Uptown

Uptown, Chicago, is a vibrant neighborhood perfect for family-friendly adventures and sports enthusiasts. Explore bustling shopping areas and indulge in diverse urban culture while enjoying the scenic beauty of nearby parks. Experience the lively atmosphere of downtown Chicago, just a short distance away, where you can soak in the energetic city center. With friendly locals and a rich tapestry of entertainment options, Uptown offers a delightful blend of urban charm and family-oriented fun.

  • Chicago: As a bustling metropolis, Chicago is a vibrant hub of culture and activity. Uptown is nestled within this dynamic city, which draws travelers year-round, peaking in the summer months. Visitors flock to Chicago for its family-friendly attractions, outdoor experiences, and urban charm. Key highlights include a diverse shopping scene, thrilling arena events, and a rich theater district. With iconic landmarks like sports stadiums and urban parks, there's no shortage of sights to explore and activities to enjoy in this energetic city.
  • Downtown Chicago: Located 9.7km from Uptown, Downtown Chicago is the heart of the city, offering an electrifying blend of culture and commerce. Like the rest of Chicago, it sees consistent visitor traffic, especially during the summer. Families and city explorers come here for shopping, entertainment, and theater experiences. The proximity to major attractions, including bustling tourist precincts, stadiums, and lush urban parks, makes Downtown a must-visit. Whether you're taking in the skyline or enjoying a show, Downtown Chicago promises an unforgettable urban adventure.
  • Sheridan Park: Just 805m from Uptown, Sheridan Park is a charming neighborhood that offers a more relaxed vibe while still being close to the action. This area attracts visitors with its focus on family, entertainment, and cultural experiences. You can enjoy a variety of activities, from theater performances to music concerts, and educational events. Nearby, you'll find sports stadiums and inviting urban parks, perfect for a leisurely stroll or a picnic. Sheridan Park is an excellent place to unwind while still being near the vibrant life of Chicago.

Things to do in and around Uptown

Uptown is a vibrant destination perfect for family vacations, sports enthusiasts, and entertainment seekers. Visitors can enjoy live music, engaging theater performances, and various educational activities. The area is known for its lively atmosphere, making it an ideal spot for concerts and cultural experiences. Whether you're looking to relax with a show or explore local music scenes, Uptown has something for everyone to enjoy.

Shopping

For a fantastic shopping experience in Uptown, visit the 900 North Michigan Shops and Chicago Place Mall, both offering a variety of family-friendly and business vibes. Don't miss the Logan Square Farmers Market for local goods and unique souvenirs, just a short drive away.

Recreation

Catch a game at Wrigley Field for an energetic sports experience just 1.6km from Uptown, or enjoy a vibrant concert at Aragon Ballroom right in the heart of Uptown. For laughter and family fun, head to Second City, located 6.4km away, for a comedy show.

Adventure

Rainbow Falls Waterpark offers exhilarating water slides and wave pools, perfect for family fun and adventure-filled days, located 29.0km from Uptown. For outdoor enthusiasts, Salt Creek Trail features scenic hiking paths through lush landscapes, providing a refreshing escape just 20.9km away.

Nightlife

Experience the vibrant nightlife in Uptown by catching a show at the Riviera Theatre or Vic Theatre, both offering rich cultural vibes. For a lively atmosphere, head to Kingston Mines, where you can enjoy great music and a romantic city vibe just a short distance away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Uptown

For an affordable trip to Uptown, Chicago, consider visiting from December to February when hotel prices are lowest, especially on Mondays. Utilize Expedia to compare hotel rates by adjusting the price filter and consider booking a package deal that includes flights and activities for extra savings. Look out for exclusive discounts and travel rewards to maximize your budget. Public transport is a cost-effective way to navigate the area, and take advantage of free local attractions to enhance your experience without breaking the bank.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Uptown are December to February, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Uptown is Monday. The most expensive day to stay around Uptown is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your options according to your budget, desired location, and preferred hotel type. To find the best prices and deals, simply adjust the price filter to sort from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Uptown hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Uptown

Uptown is a fantastic destination for family, sports, and entertainment-themed vacations. Visitors can enjoy a variety of attractions, including urban parks, beaches, and nearby colleges and universities. This vibrant area offers cultural experiences and great opportunities for beach outings. Explore local attractions and discover the best spots to immerse yourself in the unique charm of Uptown, making it an ideal choice for a memorable getaway.

  • Michigan Avenue: Experience the bustling energy of Michigan Avenue, known for its vibrant shopping, dining, and cultural attractions. This iconic street is lined with stunning architecture, making it a must-visit for those looking to soak up the city’s urban atmosphere.
  • Loyola University Chicago: Explore the beautiful campus of Loyola University Chicago, where modern facilities meet rich history. This university offers a lively environment with cultural events and stunning views of Lake Michigan, perfect for leisurely strolls.
  • Merchandise Mart: Delve into the historic Merchandise Mart, a landmark of design and commerce. This massive building showcases an array of showrooms and hosts events that celebrate art and culture, providing a unique glimpse into Chicago’s creative scene.

Best time to go to Uptown

The best time to visit Uptown is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudySlightly LowSlightly Low
February27.0°F (-2.8°C)Light RainMostly CloudyAverageSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnyAverageAverage
May57.0°F (13.9°C)Light RainMostly SunnyAverageAverage
June67.3°F (19.6°C)Light RainMostly SunnySlightly HighSlightly High
July73.4°F (23.0°C)Light RainMostly SunnySlightly HighAverage
August73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
September67.1°F (19.5°C)Light RainMostly SunnySlightly HighSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnySlightly LowAverage
December33.1°F (0.6°C)Light RainMostly CloudySlightly LowSlightly Low

The nearest major airports for your trip to Uptown

Traveling to Uptown, Chicago, is convenient with several nearby airports. Chicago O'Hare International Airport (ORD) is 20.9km away, featuring hotels like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both within 3.2km. Midway International Airport (MDW), also 20.9km from Uptown, offers luxury accommodations such as The Langham and Nobu Hotel, both rated 5-stars and located 8 to 16.1km from the airport. For those considering Chicago Executive Airport (PWK), 25.7km away, the 4.5-star Deer Path Inn and the 4-star Embassy Suites by Hilton are great options, with the latter just 4.8km from the airport.

Frequently asked questions

What's it like in Uptown?
Uptown is a neighborhood that travelers like for its theaters, 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 neighborhood.
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 center.
How many hotels are there 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 accommodations to choose from.
If I need to cancel my hotel reservation in Uptown, will I receive a refund?
Yes! You'll find that most hotel room reservations are fully refundable if cancelled before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to view the best deals in Uptown.
Where can I learn more about changing or cancelling my trip to Uptown?
For more information about picking new dates or cancelling your trip to Uptown, click here.
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 to visit in the neighborhood. 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, be sure to visit other sights like 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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