Find hotels in Uptown, Chicago

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Uptown hotels

The Guesthouse Hotel

The Guesthouse Hotel
4.0 star property
Uptown
9.8 out of 10, Exceptional, (390 reviews)
"Cute hotel with friendly staff and clean upgraded rooms. We loved our stay. "
United States
Tessa
$335 nightly
The price is $393
Apr 14 - Apr 15
Total with taxes and fees
The Guesthouse Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 6 mi from Uptown
8.6 out of 10, Excellent, (2,384 reviews)
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
$184 nightly
The price is $212
May 8 - May 9
Total with taxes and fees
Palmer House a Hilton Hotel

FOUND Hotel Chicago River North

FOUND Hotel Chicago River North
2.0 star property
River North, 5.1 mi from Uptown
8.6 out of 10, Excellent, (544 reviews)
"Love this place. Kind of like a college dorm with community kitchen. Will stay there again. "
United States
William
$73 nightly
The price is $86
Apr 14 - Apr 15
Total with taxes and fees
FOUND Hotel Chicago River North

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 5.2 mi from Uptown
9.4 out of 10, Exceptional, (3,818 reviews)
"Great hotel "
United States
Marina
$146 nightly
The price is $172
Apr 27 - Apr 28
Total with taxes and fees
Hotel Riu Plaza Chicago

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 5.7 mi from Uptown
9.4 out of 10, Exceptional, (2,458 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
$253 nightly
The price is $297
Apr 26 - Apr 27
Total with taxes and fees
Sable at Navy Pier Chicago, Curio Collection by Hilton

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 6.8 mi from Uptown
8.2 out of 10, Very Good, (2,685 reviews)
"Nice, quiet place to stay at, close to a lot of places to eat and to adventure out to."
United States
Kristin
$116 nightly
The price is $136
Apr 26 - Apr 27
Total with taxes and fees
Best Western Grant Park Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 5.3 mi from Uptown
8.0 out of 10, Very Good, (2,866 reviews)
"Was nice! "
Canada
Emilie
$80 nightly
The price is $94
Apr 14 - Apr 15
Total with taxes and fees
Freehand Chicago

River Hotel

River Hotel
4.0 star property
The Loop, 5.6 mi from Uptown
8.8 out of 10, Excellent, (5,082 reviews)
"very beautiful hotel and great location "
United States
Ciandra
$116 nightly
The price is $136
Apr 16 - Apr 17
Total with taxes and fees
River Hotel

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 6.8 mi from Uptown
8.8 out of 10, Excellent, (1,950 reviews)
"Hotel was really nice"
United States
LaCarr
$117 nightly
The price is $138
Apr 26 - Apr 27
Total with taxes and fees
Hilton Garden Inn Chicago Downtown South Loop

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 5.1 mi from Uptown
8.6 out of 10, Excellent, (3,037 reviews)
"Great stay"
United States
Jessica
$114 nightly
The price is $134
Apr 29 - Apr 30
Total with taxes and fees
Warwick Allerton - Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 5.1 mi from Uptown
7.6 out of 10, Good, (1,287 reviews)
"Amazing stay "
United States
Napoleon
$114 nightly
The price is $134
Apr 27 - Apr 28
Total with taxes and fees
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 4.3 mi from Uptown
8.2 out of 10, Very Good, (1,364 reviews)
"Very beautiful place to stay"
United States
angie
$111 nightly
The price is $131
Apr 27 - Apr 28
Total with taxes and fees
The Chicago Hotel Collection Ambassador Gold Coast

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 6.4 mi from Uptown
8.0 out of 10, Very Good, (10,124 reviews)
"The stay is well worth the affordable price."
United States
Thomas
$137 nightly
The price is $161
Apr 26 - Apr 27
Total with taxes and fees
Congress Plaza Hotel

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 6.6 mi from Uptown
8.6 out of 10, Excellent, (2,734 reviews)
"We love staying here "
United States
Carrie
$188 nightly
The price is $221
May 8 - May 9
Total with taxes and fees
Hilton Chicago

Central Loop Hotel

Central Loop Hotel
4.0 star property
Theatre District, 6.1 mi from Uptown
8.6 out of 10, Excellent, (2,066 reviews)
"For the price, it was a very nice a room and location. "
United States
Anna
$110 nightly
The price is $129
Apr 14 - Apr 15
Total with taxes and fees
Central Loop Hotel

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 5.3 mi from Uptown
8.6 out of 10, Excellent, (3,173 reviews)
"Nice location and good hotel"
United States
Taneshia
$114 nightly
The price is $134
Apr 26 - Apr 27
Total with taxes and fees
Aloft Chicago Mag Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 5.1 mi from Uptown
9.0 out of 10, Wonderful, (3,402 reviews)
"Great stay"
United States
Ashley
$128 nightly
The price is $150
Apr 26 - Apr 27
Total with taxes and fees
Eurostars Magnificent Mile

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 5.6 mi from Uptown
8.8 out of 10, Excellent, (2,180 reviews)
"Great stay!"
United States
Hannah
$110 nightly
The price is $129
Apr 16 - Apr 17
Total with taxes and fees
Club Quarters Hotel Wacker at Michigan, Chicago

Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
The Loop, 6.7 mi from Uptown
8.8 out of 10, Excellent, (1,013 reviews)
"Every aspect of our stay was wonderful!"
United States
Hillary
$142 nightly
The price is $169
May 11 - May 12
Total with taxes and fees
Le Méridien Essex Chicago

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 5.9 mi from Uptown
9.4 out of 10, Exceptional, (1,046 reviews)
"Lots of places to eat and shop nearby"
United States
Analicia
$160 nightly
The price is $188
Apr 26 - Apr 27
Total with taxes and fees
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.

Where to stay in Uptown

Find the best Uptown areas and neighborhoods 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

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.

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.

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.

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

  • Cultural Richness: Uptown boasts a vibrant arts scene with numerous theaters offering diverse performances and live music events.
  • Family-Friendly Attractions: The neighborhood features a mix of outdoor activities, including local beaches and urban parks ideal for family outings.
  • Diverse Dining Options: Enjoy a wide range of culinary experiences, from casual eateries to upscale restaurants, catering to all tastes.
  • Unique Accommodations: Uptown offers various lodging options, including family-friendly hotels and pet-friendly accommodations.
  • Scenic Urban Views: Experience impressive skyscrapers and stunning city vistas, especially in early fall.

Find great hotels near Uptown

Explore the vibrant Uptown neighborhood of Chicago, where you can find a diverse range of accommodations perfect for any traveler. From family-friendly hotels to pet-friendly options, Uptown offers a variety of lodging types, including hotels and apartments. Whether you’re here for business or leisure, you'll discover the best hotels that cater to your needs and provide a memorable stay in the Windy City.

  • The Whitehall Hotel, BW Premier Collection: Nestled a mere 5 miles from Uptown, The Whitehall Hotel embodies a boutique charm with a pet-friendly atmosphere, making it an ideal choice for both leisure and business travelers. Rated at 8.4, this 4-star hotel offers uniquely designed interiors adorned with artistic touches, creating a warm and inviting ambiance. Guests can appreciate its pet policies, which include certain restrictions and amenities tailored for furry companions. Whether you're here for business or leisure, The Whitehall provides a distinctive, stylish experience that combines comfort with a touch of elegance.
  • Warwick Allerton - Chicago: Located in the bustling shopping district and just 5 miles from Uptown, Warwick Allerton - Chicago boasts a guest rating of 8.6. This 4-star hotel is family-friendly and offers amenities specifically designed for children, including complimentary cribs and first-aid kits for peace of mind. The property’s close proximity to shopping venues makes it perfect for families looking to blend retail therapy with relaxation. With its welcoming atmosphere and attentive service, Warwick Allerton ensures a memorable stay for guests of all ages.
  • Embassy Suites by Hilton Chicago Downtown River North: Situated in the heart of the city, only 5 miles from Uptown, this 4-star hotel holds a guest rating of 8.6. Embassy Suites is perfect for families and business travelers alike, offering spacious accommodations and child-friendly amenities such as free cribs and window guards. The hotel’s central location provides easy access to Chicago’s vibrant attractions and dining options. Guests can enjoy a delightful blend of comfort and convenience, making it a fantastic choice for your Chicago getaway.

Where to stay near Uptown

Uptown, Chicago, is a vibrant neighborhood perfect for family-friendly and culturally themed vacations. Explore diverse tastes in dining and entertainment, all while soaking in the urban scenery. Nearby areas like West Town offer a unique atmosphere, combining friendly locals with a bustling business scene. Early fall is an ideal time to visit, as the city showcases its rich culture and stunning views, making for an unforgettable travel experience in the best of Chicago.

  • Chicago: As a vibrant metropolis, Chicago is the heart of Uptown and offers a diverse blend of experiences. Visitors flock to this city year-round, with peak travel occurring from July to September. Known for its family-friendly atmosphere, outdoor activities, and rich urban culture, Chicago features a variety of attractions. You can explore shopping districts, renowned theaters, and exciting sports venues. With iconic landmarks like Millennium Park and the Magnificent Mile nearby, there's always something to see and do in the Windy City.
  • Downtown Chicago: Located a short 6 miles from Uptown, Downtown Chicago is the bustling hub of the city. It shares similar travel trends, peaking from July to September. Here, families and city enthusiasts can enjoy an array of attractions, including vibrant shopping areas and world-class theaters. The urban landscape is dotted with green spaces and sports facilities, making it ideal for both relaxation and entertainment. Must-visit spots include the Art Institute of Chicago and the historic Chicago Riverwalk, providing a perfect blend of culture and leisure.
  • Sheridan Park: Just 0.5 miles from Uptown, Sheridan Park is a charming neighborhood that attracts visitors throughout the year. Known for its family-friendly, cultural, and entertainment-themed experiences, this area boasts a rich artistic vibe. You can catch live music concerts and explore local theaters, while educational opportunities abound. With easy access to urban parks and sports facilities, Sheridan Park is perfect for those looking to immerse themselves in the local scene and enjoy a leisurely day outdoors.

Things to do near Uptown

Uptown, Chicago, is perfect for family-friendly and culturally rich vacations. Visitors can enjoy live music, explore local attractions, and experience vibrant nightlife. The area is home to several theaters, offering a variety of performances and entertainment options. Whether you're looking for educational experiences or a night out, Uptown has something for everyone to enjoy.

Shopping

Uptown offers a vibrant shopping experience at the historic Broadway Mall, featuring unique boutiques and specialty shops. For a local touch, visit the Uptown Farmers Market for handmade crafts and artisan goods, perfect for gifts and souvenirs to remember your trip.

Recreation

Chevy Chase Country Club offers a luxurious retreat with its stunning golf course and elegant amenities, perfect for relaxation and recreation. Similarly, Ravinia Green Country Club provides a refined atmosphere, featuring beautiful landscapes and first-class facilities, ideal for unwinding and enjoying leisure activities.

Adventure

In Uptown, explore the vibrant and historic Argyle Street, home to diverse restaurants and shops. Visit the Montrose Beach for a refreshing swim or a scenic stroll along the lakefront. For a unique experience, catch a live performance at the iconic Uptown Theatre, a stunning architectural gem.

Nightlife

Uptown Chicago boasts a vibrant nightlife with venues like The Aragon Ballroom, famous for live music and dancing, and the historic Green Mill Cocktail Lounge, offering a cozy atmosphere with fantastic jazz. Explore unique bars and lively theaters for an unforgettable evening out in this bustling neighborhood.

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

Booking tips and Expedia advantages for Uptown

  • 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: Take advantage of Expedia's search tool to customize your travel choices based on your budget, preferred location, and the type of hotel you’re looking for. For instance, selecting the Eco-certified filter will show you a list of available sustainable and eco-friendly hotels. If you're looking for the best prices, simply sort the results from low to high.
  • Consider bundling your trip: You can save money by combining your Uptown hotel reservations with your flights and activities through an Expedia package deal.

Find the best attractions in and around Uptown

Uptown, Chicago, is perfect for families seeking a blend of outdoor and cultural experiences. Visitors can enjoy the local beaches, marvel at impressive skyscrapers, and unwind in vibrant urban parks. This neighborhood offers a rich tapestry of attractions, catering to those looking for a mix of beach relaxation, urban exploration, and cultural immersion, making it an ideal destination for a memorable vacation.

  • Montrose Beach: Enjoy the sun and sand at Montrose Beach, a local favorite with a relaxed atmosphere. This beach offers a perfect spot for swimming, sunbathing, and picnicking, making it an ideal getaway without leaving the city.
  • Michigan Avenue: Experience the bustling energy of Michigan Avenue, known for its world-class shopping and dining. Just a short drive from Uptown, this iconic street features stunning architecture and vibrant city life, perfect for a day of exploration.
  • Montrose Harbor: Take in the picturesque views at Montrose Harbor, where the serene waters meet stunning scenery. It's a great location for a leisurely stroll, boating, or simply relaxing while enjoying the beach vibes.

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

Uptown, Chicago, is conveniently accessible via three major airports. Chicago O'Hare International Airport (ORD) is located 13 miles away, with nearby hotels such as the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both just 2 miles from the airport. Midway International Airport (MDW) is also 13 miles from Uptown, featuring luxurious options like the 5-star Langham, Chicago and Nobu Hotel Chicago, both around 8 to 9 miles away. For those considering Milwaukee, General Mitchell International Airport (MKE) is 69 miles away, with notable hotels such as the 4.5-star Pfister Hotel nearby. Each airport provides accessible transportation to their respective hotels.

Frequently asked questions

What are the best hotels in Uptown that travelers recommend?
One of the best hotels in Uptown that travelers recommend is The Guesthouse Hotel.

This 4-star hotel, with an exceptional 9.8 rating, is frequently praised by guests for its great and amazing staff, and its quiet and wonderful rooms. Each accommodation features premium bedding, air conditioning, and a kitchen, providing a comfortable and convenient stay. Additionally, the hotel offers an electric car charging station and self-parking for added ease. It is located conveniently near several attractions, including About Face Theater and Pegasus Players, both within a mile, and Foster Avenue Beach is just over a mile away.
What are the best family hotels in Uptown?
For a family-friendly hotel in Uptown, The Guesthouse Hotel is an excellent choice.

This 4-star hotel, with an outstanding 9.8 rating, is highly praised by guests for its quiet and wonderful rooms, as well as its great and amazing staff. It offers convenient amenities for families, including a free crib, a full kitchen in each accommodation, and self-parking. For those traveling with electric vehicles, there is also an electric car charging station available. The hotel is located just 1 mile from Challenger Park and 1.1 miles from Foster Avenue Beach, providing easy access to outdoor activities.
What are the top pet-friendly hotels in Uptown?
For top pet-friendly hotels in Uptown, consider The Guesthouse Hotel.

The 4-star Guesthouse Hotel, with an outstanding 9.8 rating, is an excellent choice for travelers with pets as it permits dogs, allows pets to stay free, and provides food and water bowls. Guests consistently praise the great and amazing staff, as well as the quiet and wonderful rooms. It is conveniently located near points of interest such as Lincoln Park, Challenger Park, About Face Theater, Pegasus Players, and Foster Avenue Beach.
When is the best time to go to Uptown?
The best time to go to Uptown, Illinois, is during the late spring (May to early June) and early autumn (September to October) when the weather is pleasant and comfortable for exploring.

During these months, you'll find mild temperatures, typically ranging from the 60s to low 70s Fahrenheit, making it ideal for walking around and enjoying outdoor activities. The humidity is also lower compared to the summer, and you'll generally encounter fewer crowds than during peak tourist season. This period is superb for couples or solo travelers who appreciate comfortable weather for sightseeing and dining outdoors.

Summer (July and August) is also a popular time, offering warmer weather, often in the 80s Fahrenheit, and a full schedule of outdoor events and festivals. While it can be humid, this is when Uptown is at its most active, with many street fairs and concerts. Families often find the summer months appealing due to school holidays and the abundance of activities for all ages.

Conversely, winter (November to April) brings colder temperatures, often with snow and ice, which can limit outdoor exploration.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Uptown.
How can I save on a Uptown hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Uptown hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Uptown hotel?
Prices for hotels in Uptown often vary, but you can find a great deal on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia