Hotels near Wintrust Arena, Near South Side

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Compare 4,143 hotels close to Wintrust Arena with room rates, reviews, and availability. Most hotels are fully refundable.

SpringHill Suites by Marriott Chicago Chinatown

3.5 star property
0.6 mi from Wintrust Arena
9.6 out of 10, Exceptional, (1001)
"Clean, good staff"
Canada
Veronique E
$112 nightly
The price is $131
Jan 1 - Jan 2, 2026
Total with taxes and fees
SpringHill Suites by Marriott Chicago Chinatown

The LaSalle Chicago, Autograph Collection by Marriott

4.5 star property
Theatre District, 1.8 mi from Wintrust Arena
9.4 out of 10, Exceptional, (310)
"Everything was outstanding. Room was clean, location was right in middle of every attractions, and well insulated!!!"
United States
Seunghee
$167 nightly
The price is $196
Jan 4 - Jan 5, 2026
Total with taxes and fees
The LaSalle Chicago, Autograph Collection by Marriott

Canopy by Hilton Chicago Central Loop

4.0 star property
The Loop, 1.8 mi from Wintrust Arena
9.4 out of 10, Exceptional, (1433)
"Amazing room, very friendly and helpful staff, and a great location! "
United States
James
$130 nightly
The price is $153
Dec 28 - Dec 29
Total with taxes and fees
Canopy by Hilton Chicago Central Loop

Kimpton Gray Hotel by IHG

4.5 star property
Theatre District, 1.9 mi from Wintrust Arena
9.4 out of 10, Exceptional, (1001)
"Fabulous hotel "
Canada
Brittany
$164 nightly
The price is $193
Dec 21 - Dec 22
Total with taxes and fees
Kimpton Gray Hotel by IHG

Home2 Suites by Hilton Chicago McCormick Place

3.0 star property
Near South Side, 0.1 mi from Wintrust Arena
9.2 out of 10, Wonderful, (721)
"Clean room, great location!"
United States
Katherine
$71 nightly
The price is $84
Dec 23 - Dec 24
Total with taxes and fees
Home2 Suites by Hilton Chicago McCormick Place

Hyatt Regency McCormick Place Chicago

4.0 star property
Near South Side, 0.2 mi from Wintrust Arena
9.2 out of 10, Wonderful, (1032)
"Great stay. Staff was wonderful."
United States
Debra
$199 nightly
The price is $234
Dec 14 - Dec 15
Total with taxes and fees
Hyatt Regency McCormick Place Chicago

Sentral Michigan Avenue

4.0 star property
The Loop, 1.2 mi from Wintrust Arena
9.2 out of 10, Wonderful, (998)
"Loved my stay! Staff was amazing and the apartment had everything to make you feel like home. "
United States
Nicole
$143 nightly
The price is $168
Dec 21 - Dec 22
Total with taxes and fees
Sentral Michigan Avenue

Hilton Garden Inn Chicago Central Loop

3.0 star property
The Loop, 1.9 mi from Wintrust Arena
9.2 out of 10, Wonderful, (1251)
"Great location and the staff were friendly and helpful."
United States
Edwin
$103 nightly
The price is $121
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Chicago Central Loop

JW Marriott Chicago

4.5 star property
Theatre District, 1.9 mi from Wintrust Arena
9.2 out of 10, Wonderful, (1000)
"Service was excellent and rooms were nice "
United States
Mayssoun
$189 nightly
The price is $222
Dec 28 - Dec 29
Total with taxes and fees
JW Marriott Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 2 mi from Wintrust Arena
9.2 out of 10, Wonderful, (2100)
"Would stay again. "
United States
Montroy
$127 nightly
The price is $149
Jan 4 - Jan 5, 2026
Total with taxes and fees
Silversmith Hotel Chicago Downtown

Hampton Inn Chicago McCormick Place

3.0 star property
Near South Side, 0.1 mi from Wintrust Arena
9.0 out of 10, Wonderful, (1002)
"Everything was Wonderful great hotel great location "
United States
Shena
$79 nightly
The price is $93
Dec 15 - Dec 16
Total with taxes and fees
Hampton Inn Chicago McCormick Place

Marriott Marquis Chicago

4.0 star property
Near South Side, < 0.1 mi from Wintrust Arena
9.0 out of 10, Wonderful, (1000)
"Great stay "
United States
Daniel
$199 nightly
The price is $234
Dec 17 - Dec 18
Total with taxes and fees
Marriott Marquis Chicago

Jaslin Hotel

3.0 star property
0.7 mi from Wintrust Arena
9.0 out of 10, Wonderful, (1181)
"Excellent service, clean room, great location"
United States
Stefan
$116 nightly
The price is $137
Jan 3 - Jan 4, 2026
Total with taxes and fees
Jaslin Hotel

The Blackstone, Autograph Collection

4.0 star property
The Loop, 1.4 mi from Wintrust Arena
9.0 out of 10, Wonderful, (1000)
"Great staff, beds and pillows very comfortable "
United States
Marty
$152 nightly
The price is $179
Dec 21 - Dec 22
Total with taxes and fees
The Blackstone, Autograph Collection

HI Chicago Hostel

1.5 star property
The Loop, 1.5 mi from Wintrust Arena
9.0 out of 10, Wonderful, (1075)
"Excellent stay. Would recommend and stay again. "
United Kingdom
neha
$62 nightly
The price is $73
Dec 17 - Dec 18
Total with taxes and fees
HI Chicago Hostel

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 1.9 mi from Wintrust Arena
9.0 out of 10, Wonderful, (2271)
"Awesome place to stay that was located in the middle of everything! "
United States
Denny
$111 nightly
The price is $131
Dec 21 - Dec 22
Total with taxes and fees
Hyatt Centric The Loop Chicago

The Buckingham Hotel

3.5 star property
The Loop, 1.7 mi from Wintrust Arena
9.0 out of 10, Wonderful, (1000)
"We loved staying here! The room was spacious, had a great view, secure check in, and great location!"
United States
Madison
$110 nightly
The price is $129
Dec 21 - Dec 22
Total with taxes and fees
The Buckingham Hotel

Hampton Inn Majestic Chicago Theatre District

3.0 star property
Theatre District, 1.9 mi from Wintrust Arena
9.0 out of 10, Wonderful, (1006)
"We had a nice and quiet stay. "
United States
Floresa May
$91 nightly
The price is $107
Jan 5 - Jan 6, 2026
Total with taxes and fees
Hampton Inn Majestic Chicago Theatre District

Chicago Athletic Association, a Hyatt Hotel

4.5 star property
Theatre District, 1.9 mi from Wintrust Arena
9.0 out of 10, Wonderful, (1001)
"Best hotel in Chicago! "
United States
GERALD
$157 nightly
The price is $184
Dec 14 - Dec 15
Total with taxes and fees
Chicago Athletic Association, a Hyatt Hotel

Club Quarters Hotel, Central Loop, Chicago

4.0 star property
Theatre District, 1.8 mi from Wintrust Arena
8.8 out of 10, Excellent, (3295)
"Great staff, good location, close to transport and attractions"
Australia
Paul
$87 nightly
The price is $102
Dec 14 - Dec 15
Total with taxes and fees
Club Quarters Hotel, Central Loop, Chicago
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.

Top Wintrust Arena Hotel Reviews

Hotels near other Wintrust Arena attractions

Find out more about Wintrust Arena

Top reasons to visit Wintrust Arena

  • Thrilling Sports Events: Attend exciting basketball games and other major events at Wintrust Arena, experiencing the energy of live sports.
  • Vibrant Cultural Scene: Immerse yourself in Chicago's dynamic culture, with art, theater, and local dining options nearby.
  • Scenic Urban Exploration: Discover urban parks, towering skyscrapers, and historic sites like Congress Plaza surrounding the arena.
  • Welcoming Neighborhoods: Experience the friendly spirit of the South Side, perfect for family-friendly outings.
  • Diverse Accommodation: Choose from a range of hotels and guesthouses, catering to various preferences and budgets.

Find great hotels near Wintrust Arena

Discover a variety of hotel accommodations near Wintrust Arena, perfect for your Chicago getaway. From modern hotels to welcoming guesthouses, you'll find options that cater to business travelers and those seeking a vibrant shopping experience. Enjoy LGBTQIA-friendly environments and convenient access to the arena's events, making it an ideal choice for your stay in the Windy City.

  • Congress Plaza Hotel: A historic gem located one mile from Wintrust Arena, the Congress Plaza Hotel offers a blend of classic charm and modern business amenities. This 3.5-star hotel is ideal for travelers seeking a shopping and business-themed experience. The property features a fully equipped Business Center, multiple meeting rooms, and accessible conference spaces, making it perfect for corporate guests. Nestled in the vibrant shopping district, this hotel provides easy access to local attractions, while its elegant architecture and rich history create a unique ambiance that enhances your stay.
  • The Whitehall Hotel, BW Premier Collection: Situated three miles from Wintrust Arena, The Whitehall Hotel is a stylish 4-star property that warmly welcomes LGBTQIA travelers. This hotel combines a business-friendly atmosphere with pet-friendly policies, ensuring a comfortable stay for all. With amenities including a Business Center and meeting rooms, it's well-equipped for corporate needs. The hotel's commitment to inclusivity is reflected in its affiliation with LGBTQI travel guides. Guests appreciate the tasteful decor and the option to have pets onsite, allowing you to enjoy your vacation without leaving your furry friends behind.
  • Best Western Grant Park Hotel: Located just a mile from Wintrust Arena, the Best Western Grant Park Hotel caters to families and shopping enthusiasts alike. This hotel provides a welcoming environment for children, offering free cribs, first aid kits, and window guards for added safety. Its prime location in the shopping district makes it easy to explore local stores and attractions. With comfortable accommodations and family-friendly amenities, this hotel is a perfect choice for families looking to enjoy a fun and stress-free vacation in Chicago.

Where to stay near Wintrust Arena

Exploring the area around Wintrust Arena offers an exciting blend of urban energy and scenic views. Located conveniently in the heart of downtown Chicago, visitors can enjoy the vibrant atmosphere of the South Side, with its friendly neighborhoods and business hubs. Discover family-friendly attractions, enjoy city views, and immerse yourself in the welcoming spirit of this dynamic region, making it a perfect destination for any traveler.

  • Chicago: As a vibrant metropolis, Chicago is known for its rich cultural heritage and diverse attractions. With Wintrust Arena situated within the city, visitors can enjoy a mix of family-friendly activities, outdoor experiences, and urban adventures. During peak tourist seasons from June to August, the city buzzes with life, offering renowned shopping districts, educational institutions, and entertainment venues. Key landmarks include sports facilities and stadiums, all contributing to the city's dynamic atmosphere.
  • Downtown Chicago: Located just 2 miles from Wintrust Arena, Downtown Chicago is the bustling heart of the city. This neighborhood attracts visitors year-round, with a peak season similar to the rest of the city. Known for its family-oriented activities and outdoor spaces, Downtown offers vibrant shopping areas, theater performances, and access to major events. Iconic attractions, including sports facilities and tourist precincts, make it a must-visit destination for anyone looking to experience the essence of Chicago.
  • Near South Side: The Near South Side is home to Wintrust Arena and is a neighborhood that sees significant seasonal variation in visitor numbers. With peaks from April to May and July, it offers a blend of family, business, and entertainment experiences. Visitors can explore shopping areas, attend events at the arena, and enjoy educational opportunities. Local highlights include the convention center and various event venues, making it a lively spot for both tourists and locals alike.

Things to do near Wintrust Arena

At Wintrust Arena in Chicago, immerse yourself in a vibrant atmosphere filled with art and theater. Catch thrilling basketball games and enjoy major attractions nearby, ensuring a memorable stay. Discover the city's dynamic culture, from local dining to unique shopping experiences, all contributing to an unforgettable visit.

Shopping

For a great shopping experience near Wintrust Arena, visit the Maxwell Street Market, just 1 mile away, offering a lively atmosphere. Chicago Place Mall and 900 North Michigan Shops are both 3 miles away, featuring a mix of family-friendly vibes and entertainment options.

Recreation

Wrigley Field, a historic sports stadium, offers thrilling games seven miles from Wintrust Arena. For tranquility, visit Northerly Island Natural Area, just 0.7 miles away, perfect for relaxation. Enjoy live music at House of Blues Chicago, located two miles from the arena, providing vibrant entertainment vibes.

Adventure

Explore the Salt Creek Trail, located 11 miles from Wintrust Arena, for a scenic hiking experience surrounded by nature. For family-friendly fun, head to Rainbow Falls Waterpark, 22 miles away, where you can enjoy thrilling water slides and entertainment for all ages.

Nightlife

Experience the vibrant nightlife near Wintrust Arena with a visit to the Chicago Theatre, offering captivating shows and a romantic ambiance just 2 miles away. Catch a film at Film Row Cinema, only 1 mile away, or enjoy drinks and fun at Dave & Buster's, located 3 miles from the arena.

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

Booking tips and Expedia advantages for Wintrust Arena

To save on your visit to Wintrust Arena, consider traveling during the off-peak months of December to February for lower hotel rates. Booking your stay on a Monday, rather than a Saturday, can also help you save money. Use Expedia's search tool to find budget-friendly accommodations and explore package deals that combine hotels, flights, and activities. Joining the One Key membership program offers exclusive discounts and earnings on future bookings. Don’t forget to check for eco-friendly hotel options to align with sustainable travel practices while enjoying your trip.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Wintrust Arena 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 Wintrust Arena is Monday. The most expensive day to stay around Wintrust Arena is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool lets you set your budget, choose your desired location, and more. You can organize your results to display prices from lowest to highest, making it easy to find the most affordable hotels right away. Additionally, you can refine your search by hotel type—if you select the Eco-certified filter, you'll be shown sustainable and environmentally-friendly hotel options available for booking.
  • Consider bundling your trip: You can save money by combining your hotel stay near Wintrust Arena with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Wintrust Arena

Wintrust Arena in Chicago, Illinois, offers a variety of attractions for travelers seeking culture and family experiences. Nearby, you can explore urban parks, towering skyscrapers, and historic buildings, providing a rich urban atmosphere. Don’t miss the chance to visit iconic sites like Congress Plaza and enjoy the vibrant city life surrounding the arena. Whether you're attending an event or just exploring, there's plenty to see and do in the heart of Chicago.

  • McCormick Place: Located 0.3 miles from Wintrust Arena, McCormick Place is the largest convention center in North America, offering a dynamic atmosphere for events and exhibitions. Its modern architecture and extensive facilities create a vibrant business environment, making it ideal for conferences and trade shows.
  • Millennium Park: Situated 2 miles away, Millennium Park is a beloved urban oasis that features stunning art installations, beautiful gardens, and outdoor concerts. Families can enjoy the interactive Crown Fountain and the iconic Cloud Gate sculpture, all while soaking in the lively city atmosphere.
  • Chicago Riverwalk: Also 2 miles from Wintrust Arena, the Chicago Riverwalk is a picturesque waterfront promenade perfect for leisurely strolls. With stunning views of the city skyline, it offers family-friendly dining, recreational activities, and beautiful spots to relax outdoors.

Best time to go to Wintrust Arena

The best time to visit Wintrust Arena 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 CloudySlightly LowSlightly Low
March37.0°F (2.8°C)Light RainMostly CloudyAverageAverage
April46.0°F (7.8°C)Light RainMostly SunnySlightly LowAverage
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 SunnySlightly HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnyAverageSlightly High
November42.3°F (5.7°C)Light RainMostly SunnyAverageAverage
December33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low

The nearest major airports for your trip to Wintrust Arena

When visiting Wintrust Arena in Chicago, you have several airport options. Chicago O'Hare International Airport (ORD) is 17 miles away, with nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both just 2 miles from the airport. Chicago Midway International Airport (MDW) is 8 miles away, offering luxurious stays at the 5-star Trump International Hotel & Tower and Nobu Hotel Chicago, both close by. For a more distant option, Chicago Executive Airport (PWK) is 23 miles away, with hotels like the 4.5-star Deer Path Inn and the 4-star Hilton Chicago/Northbrook, just 10 miles away. Each airport provides convenient access to the arena and local accommodations.

Frequently asked questions

What's the area like around Wintrust Arena?
Wintrust Arena is located in a vibrant area of Chicago known for its beautiful lakeside setting and stunning architecture. If you're looking for a convenient place to stay, check out the 263 hotels and other accommodations you'll find within a mile.
What's the best place to stay near Wintrust Arena?
Adjacent to Wintrust Arena, Marriott Marquis Chicago is one of the top choices for your stay based on our traveler data, and this hotel offers 9 restaurants and a 24-hour fitness center. Other good choices within a short distance include Hyatt Regency McCormick Place Chicago and Hampton Inn Chicago McCormick Place.
How many hotels will I be able to find close to Wintrust Arena?
Expedia has 263 hotels and other accommodations within a mile from Wintrust Arena.
If I need to cancel the hotel reservation for my stay near Wintrust Arena, will I receive a refund?
Yes, most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Plug in your dates, click on "Search", then use the filter option "fully refundable" to review the top deals on offer near Wintrust Arena.
Where can I learn more about changing or cancelling my trip in the area near Wintrust Arena?
For more details about picking new dates or cancelling your stay near Wintrust Arena, head over to our customer service page.
What can I see and do near Wintrust Arena?
Field Museum of Natural History, Fine Arts Building, and Art Institute of Chicago feature a variety of fascinating exhibits to see while you're in town. Some landmarks that you won't want to miss include Dearborn St Station, Buckingham Fountain, and Ida B Wells House. You can catch a show at Arie Crown Theater, Auditorium Building and Theatre, and Chicago Symphony Orchestra.
How can I get to Wintrust Arena?
With so many choices for transportation, seeing the area around Wintrust Arena is easy. Local metro stations include Cermak-McCormick Place Station and Roosevelt Station. To venture out into the surrounding area, hop aboard a train at Chicago 18th Street Station or Chicago McCormick Place Station.

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