Find hotels in Old Town Chicago, Chicago

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Our top choices for Old Town Chicago hotels

The Sono Chicago

The Sono Chicago
3.5 star property
Old Town Chicago
10.0 out of 10, Exceptional, (487)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
The price is NT$4,128
NT$4,846 total
includes taxes & fees
Dec 21 - Dec 22
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1061)
"Staff was very welcoming. The room was above my expectations. A lot of room, clean, and comfortable. "
United States
Claudia
The price is NT$2,935
NT$4,002 total
includes taxes & fees
Jan 4 - 2026/1/5
Hotel Lincoln

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 2.3 km from Old Town Chicago
8.0 out of 10, Very Good, (2652)
"It's an excellent place."
United States
Jose
The price is NT$1,845
NT$2,721 total
includes taxes & fees
Jan 19 - 2026/1/20
Freehand Chicago

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Streeterville, 2.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2965)
"The room was very clean, the location was excellent."
United States
Craig
The price is NT$2,549
NT$2,992 total
includes taxes & fees
Jan 4 - 2026/1/5
Aloft Chicago Mag Mile

Club Quarters Hotel Wacker at Michigan, Chicago

Club Quarters Hotel Wacker at Michigan, Chicago
4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (1991)
"Great stay"
United States
Kramer
The price is NT$2,623
NT$3,079 total
includes taxes & fees
Dec 29 - Dec 30
Club Quarters Hotel Wacker at Michigan, Chicago

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 3.6 km from Old Town Chicago
8.4 out of 10, Very Good, (2153)
"Beautiful hotel! Perfect for a holiday staycation! "
United States
Melissa
The price is NT$4,009
NT$5,494 total
includes taxes & fees
Dec 27 - Dec 28
Palmer House a Hilton Hotel

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Streeterville, 2.4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1054)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is NT$3,091
NT$4,554 total
includes taxes & fees
Jan 2 - 2026/1/3
Hyatt Centric Chicago Magnificent Mile

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Gold Coast, 1.1 km from Old Town Chicago
9.0 out of 10, Wonderful, (1487)
"Nice stay"
United States
Michelle
The price is NT$2,043
NT$3,324 total
includes taxes & fees
Jan 19 - 2026/1/20
Claridge House Chicago, Tapestry Collection by Hilton

The Wade

The Wade
4.5 star property
Streeterville, 2.8 km from Old Town Chicago
8.4 out of 10, Very Good, (1530)
"Great staff and great location. "
United States
Joe
The price is NT$3,186
NT$3,740 total
includes taxes & fees
Jan 7 - 2026/1/8
The Wade

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Theatre District, 3.1 km from Old Town Chicago
8.8 out of 10, Excellent, (1462)
"The staff was super friendly at check-in and the bartender was very nice!"
United States
Jennifer
The price is NT$2,752
NT$3,231 total
includes taxes & fees
Jan 4 - 2026/1/5
Cambria Hotel Chicago Loop - Theatre District

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Streeterville, 3.7 km from Old Town Chicago
9.4 out of 10, Exceptional, (2271)
"Great staff and restaurants!!"
United States
Abigale
The price is NT$2,670
NT$4,208 total
includes taxes & fees
Jan 20 - 2026/1/21
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection
3.5 star property
Streeterville, 1.8 km from Old Town Chicago
8.2 out of 10, Very Good, (3798)
"Clean room, good location, friendly staff"
United States
Zacharias
The price is NT$2,414
NT$2,834 total
includes taxes & fees
Jan 7 - 2026/1/8
The Whitehall Hotel, BW Premier Collection

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Magnificent Mile, 2.2 km from Old Town Chicago
8.4 out of 10, Very Good, (3009)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is NT$2,020
NT$3,298 total
includes taxes & fees
Dec 21 - Dec 22
Warwick Allerton - Chicago

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop
3.0 star property
The Loop, 4.8 km from Old Town Chicago
8.8 out of 10, Excellent, (1765)
"Great place to stay! Near all the sites to see!"
United States
Rafael
The price is NT$2,303
NT$2,704 total
includes taxes & fees
Jan 5 - 2026/1/6
Hilton Garden Inn Chicago Downtown South Loop

River Hotel

River Hotel
4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (4852)
"Great location, comfortable room, and nice staff."
United States
Claudia
The price is NT$2,436
NT$2,860 total
includes taxes & fees
Jan 19 - 2026/1/20
River Hotel

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.4 out of 10, Very Good, (2396)
"The room was clean and the staff was outstanding. "
United States
Albert
The price is NT$3,595
NT$5,146 total
includes taxes & fees
Dec 27 - Dec 28
Hilton Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
River North, 2.1 km from Old Town Chicago
9.0 out of 10, Wonderful, (3159)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is NT$3,028
NT$3,554 total
includes taxes & fees
Jan 18 - 2026/1/19
Eurostars Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
River North, 2.4 km from Old Town Chicago
8.4 out of 10, Very Good, (4264)
"Excellent location Restaurant attached "
United States
Rebecca
The price is NT$2,586
NT$3,036 total
includes taxes & fees
Jan 7 - 2026/1/8
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Streeterville, 2.8 km from Old Town Chicago
8.4 out of 10, Very Good, (2747)
"Excellent place to stay "
United States
Teniesha
The price is NT$2,611
NT$3,991 total
includes taxes & fees
Jan 11 - 2026/1/12
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago
4.0 star property
Theatre District, 3.6 km from Old Town Chicago
8.8 out of 10, Excellent, (3316)
"Great hotel "
United States
Anthony
The price is NT$2,427
NT$2,849 total
includes taxes & fees
Jan 19 - 2026/1/20
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.

Where to stay in Old Town Chicago

Find the best Old Town Chicago areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Chicago
Learn more about Old Town Chicago

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.

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.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Top Old Town Chicago Hotel Reviews

Find out more about Old Town Chicago

Top reasons to visit Old Town Chicago

  • Historic Charm: Stroll through Old Town's charming streets, featuring beautiful historic architecture and unique shops.
  • Cultural Experiences: Enjoy live theater and music concerts, immersing yourself in the vibrant local arts scene.
  • Family-Friendly Activities: Old Town offers a range of family-oriented attractions, making it perfect for visitors of all ages.
  • Scenic Parks: Explore urban parks that provide a refreshing escape amidst the bustling city atmosphere.
  • Diverse Accommodations: Find a variety of hotels and apartments that cater to every traveler's needs and preferences.

Find great hotels near Old Town Chicago

Explore a variety of hotel accommodations in Old Town Chicago, where you can find the best options for your stay, whether you're traveling with pets or on a business trip. This vibrant neighborhood offers a mix of hotels and apartments, perfect for shopping vacations or a relaxing getaway. Discover top hotels that cater to every traveler's needs and enjoy the unique charm of this historic area.

  • The Whitehall Hotel, BW Premier Collection: Nestled only a mile from Old Town Chicago, The Whitehall Hotel offers a welcoming ambiance for LGBTQIA travelers, business professionals, and pet owners alike. This 4-star hotel combines classic charm with modern amenities, making it an ideal retreat for diverse visitors. Guests can enjoy the convenience of pet-friendly policies, allowing dogs on-site with certain restrictions. With its commitment to inclusivity and comfort, The Whitehall Hotel ensures a pleasant stay for everyone, whether you’re in town for work or leisure.
  • LondonHouse Chicago, Curio Collection by Hilton: Located two miles from Old Town Chicago, LondonHouse Chicago provides a luxurious experience with a unique spa theme. This 4.5-star hotel is perfect for travelers seeking relaxation and indulgence after a day of shopping in the local district. Offering a full-service spa, guests can enjoy treatments ranging from Swedish massages to manicures and pedicures. The hotel's stylish design and LGBTQIA-friendly atmosphere make it a sophisticated choice for those wanting to unwind in a vibrant setting.
  • Warwick Allerton - Chicago: A family-friendly 4-star hotel situated one mile from Old Town Chicago, Warwick Allerton is an excellent choice for travelers with children. This property caters to families with amenities such as free cribs and babysitting services available for a fee. Located in a bustling shopping district, it combines convenience with comfort, making it perfect for both business and leisure travelers. With its welcoming atmosphere and thoughtful services for children, Warwick Allerton ensures that families can enjoy a memorable stay in the heart of the city.

Where to stay near Old Town Chicago

Old Town Chicago offers a delightful blend of family-friendly activities and vibrant city life. Visitors can explore the charming streets filled with historic architecture, unique shops, and local eateries. Nearby, downtown Chicago pulsates with urban energy, perfect for those seeking a bustling city atmosphere. With its friendly vibe and scenic spots, Old Town is an ideal base for experiencing the best of Chicago, making it a memorable destination for all types of travelers.

  • Chicago: As a vibrant metropolis, Chicago is the heart of the Midwest, with Old Town nestled within its dynamic landscape. This city is a year-round destination, attracting visitors with its rich culture, renowned architecture, and diverse culinary scene. From thrilling sports events to world-class theaters and urban parks, Chicago offers a plethora of activities. Families can enjoy a day at Millennium Park or visit the iconic Navy Pier, while shopping enthusiasts can explore the bustling Magnificent Mile. No visit is complete without indulging in the local deep-dish pizza.
  • Downtown Chicago: Located just 3.2km from Old Town, Downtown Chicago is the city's bustling core, brimming with energy and excitement. This neighborhood is famous for its stunning skyline, featuring architectural marvels like the Willis Tower and the John Hancock Center. Travelers flock here for family-friendly attractions, outdoor festivals, and an array of shopping opportunities. The area is also home to major sports venues and theaters, making it a prime location for entertainment. Be sure to stroll along the Chicago Riverwalk for breathtaking views and vibrant public art.
  • Magnificent Mile: Just 1.6km from Old Town, the Magnificent Mile is a shopper's paradise and a cultural hotspot. This renowned stretch of Michigan Avenue offers an impressive mix of luxury boutiques, department stores, and fine dining. Visitors can enjoy the beautiful architecture and explore nearby landmarks, including the historic Water Tower and the John Hancock Center. The area is lively year-round, with street festivals and seasonal events, appealing to families and urban explorers alike. Don’t miss the chance to take a relaxing walk along the Chicago River and enjoy the vibrant atmosphere.

Things to do in and around Old Town Chicago

Old Town Chicago is perfect for families and outdoor enthusiasts, offering a vibrant city atmosphere. Visitors can enjoy a range of activities including live theater, music concerts, and a variety of shopping options. With its memorable experiences and unique shopping attractions, Old Town promises an enjoyable stay filled with entertainment and exploration.

Shopping

For shopping in Old Town Chicago, visit 900 North Michigan Shops, a vibrant destination with entertainment and family vibes, just 1.6km away. Chicago Place Mall, also 1.6km away, offers a mix of city and family-friendly shops. Don't miss City Market, 3.2km away, for unique local finds.

Recreation

Experience the thrill of a game at Wrigley Field, just 4.8km from Old Town, where the vibrant sports atmosphere energizes visitors. Enjoy live music at the House of Blues, 3.2km away, offering a lively entertainment vibe. Laugh with family at Second City, right in Old Town, for a fun comedy experience.

Adventure

Explore the Salt Creek Trail for a scenic hiking experience, surrounded by nature and adventure vibes, located 19.3km from Old Town Chicago. For family fun, visit Rainbow Falls Waterpark, 30.6km away, offering thrilling water slides and entertainment for all ages.

Nightlife

Experience the vibrant nightlife in Old Town Chicago. Enjoy a captivating show at the historic Chicago Theatre, or unwind with drinks and games at Dave & Buster's. For live music and dancing, Kingston Mines offers an energetic atmosphere filled with city vibes and romance.

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

Booking tips and Expedia advantages for Old Town Chicago

To save money during your visit to Old Town Chicago, consider traveling between December and February when hotel prices are lower, with Monday being the cheapest day to stay. Use Expedia's search tool to filter for budget-friendly and eco-certified hotels, and sort by price for the best deals. Combine your hotel stay with flights and activities for additional savings through package deals. Additionally, take advantage of free activities in the area and utilize public transport options to keep costs down during your trip.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Old Town Chicago 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 Old Town Chicago is Monday. The most expensive day to stay around Old Town Chicago is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified option will showcase sustainable and eco-friendly hotels currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Old Town Chicago with your flights and activities through an Expedia package deal.

Find the best attractions near Old Town Chicago

Old Town Chicago is a vibrant destination perfect for family and outdoor adventures, featuring iconic skyscrapers, urban parks, and charming streets. Visitors can immerse themselves in the local culture while exploring attractions like the historic Old Town and the renowned Chicago Theatre. With a variety of family-friendly experiences and nearby points of interest, Old Town Chicago offers a delightful blend of city life and cultural exploration.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a bustling hub of shopping, dining, and entertainment. This iconic street features stunning architecture and a vibrant city atmosphere, making it perfect for leisurely strolls and people-watching.
  • Navy Pier: A lively waterfront destination, Navy Pier offers a mix of urban charm and scenic views of Lake Michigan. Enjoy attractions like the Ferris wheel, gardens, and restaurants while soaking in the friendly atmosphere and beautiful surroundings.
  • Millennium Park: A must-visit urban oasis, Millennium Park boasts attractions like the famous Cloud Gate sculpture. This family-friendly park features outdoor music events, art installations, and lush green spaces, making it an ideal spot for relaxation and fun.

Best time to go to Old Town Chicago

The best time to visit Old Town Chicago can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Old Town Chicago falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature around Old Town Chicago falls in January, visitor numbers are average and weather is mostly cloudy with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.7°F (-3.5°C)Light RainMostly CloudyAverageSlightly 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 SunnySlightly HighAverage
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 SunnyAverageSlightly High
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowSlightly 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 Old Town Chicago

Traveling to Old Town Chicago is convenient with access to three major airports. Chicago O'Hare International Airport (ORD) is situated 22.5km away, with nearby hotels including the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare, both just 3.2km from the airport. Chicago Midway International Airport (MDW) is 16.1km away, offering luxury accommodations like The Langham, Chicago and Nobu Hotel Chicago, both within 14.5km. For those considering Chicago Executive Airport (PWK), located 114.5km from Old Town, options include the 4.5-star Deer Path Inn and Hilton Chicago/Northbrook, both offering easy access to the airport.

Frequently asked questions

What's it like in Old Town Chicago?
Old Town Chicago is a welcoming neighborhood known for its bar scene and popular zoo. Be sure to check out Second City and Armitage Avenue as part of your Old Town Chicago travel plans.
Where is the best hotel for a stay in Old Town Chicago?
Based on Expedia customer reviews, Hotel Lincoln is the highest ranked property in Old Town Chicago. This hotel is a short 11-minute walk from Lake Michigan, and it offers a restaurant and a 24-hour fitness center. Another favorite option in the neighborhood is The Sono Chicago.
How many hotels will I find in the Old Town Chicago area?
Expedia has 59 hotels and other accommodations in Old Town Chicago to choose from, making this an ideal home base for exploring the greater Chicago area.
If I need to cancel my hotel reservation in Old Town Chicago, will I receive a refund?
Yes! The majority of room reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the best options available in Old Town Chicago.
Where can I learn more about changing or cancelling my trip to Old Town Chicago?
To access more information about rescheduling or cancelling your trip to Old Town Chicago, go to https://www.expedia.com/service/.
What are the top things to see and do in Old Town Chicago?
Sights like Second City and Lighthouse ArtSpace Chicago can be part of your cultural tour of Old Town Chicago. You could also plan a visit to Armitage Avenue or Henry Gerber House while you're in the neighborhood. Don't miss favorite places to visit in the surrounding area, such as Michigan Avenue, Wrigley Field, and Navy Pier. When you're sightseeing in Chicago, United Center and Hudson Chess Park are also worth a stop.
How can I get around Old Town Chicago and the greater Chicago area?
Looking for a quick way to explore more of the city? Catch a ride on metro transit at Sedgwick Station and Clark-Division Station.

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