Find hotels in Old Town Chicago, Chicago from SAR 297

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Discover 4,631 Old Town Chicago hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Hotel Lincoln

4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1043)
"Great location and friendly staff!"
United States
Evan
The price is SAR 409
SAR 546 total
includes taxes & fees
7 Dec - 8 Dec
Hotel Lincoln

The Sono Chicago

3.5 star property
Old Town Chicago
10.0 out of 10, Exceptional, (482)
"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 Sono Chicago

Eurostars Magnificent Mile

4.0 star property
River North, 2.1 km from Old Town Chicago
8.8 out of 10, Excellent, (3107)
"Location was great "
United States
Hamik
The price is SAR 392
SAR 460 total
includes taxes & fees
18 Dec - 19 Dec
Eurostars Magnificent Mile

River Hotel

4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (4819)
"Front desk is amazing, rooms are clean and great location"
United States
Glen
The price is SAR 332
SAR 390 total
includes taxes & fees
7 Dec - 8 Dec
River Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 2.6 km from Old Town Chicago
8.8 out of 10, Excellent, (2138)
"Great stay "
United States
Melinda
The price is SAR 366
SAR 430 total
includes taxes & fees
25 Nov - 26 Nov
DoubleTree by Hilton Chicago - Magnificent Mile

citizenM Chicago Downtown

4.0 star property
Theatre District, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (4050)
"Clean rooms, friendly staff, great breakfast, amazing location. "
Canada
Gokce
The price is SAR 465
SAR 546 total
includes taxes & fees
26 Nov - 27 Nov
citizenM Chicago Downtown

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, (2239)
"Room was spotless…staff was great!"
United States
Tamika
The price is SAR 332
SAR 518 total
includes taxes & fees
16 Dec - 17 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3334)
"Great stay!"
United States
Rose
The price is SAR 312
SAR 367 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 2.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2915)
"Great location!!"
United States
sarah e
The price is SAR 364
SAR 427 total
includes taxes & fees
26 Nov - 27 Nov
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.4 out of 10, Very Good, (2305)
"Clean Rooms & very nice staff"
United States
Teresa
The price is SAR 397
SAR 576 total
includes taxes & fees
25 Nov - 26 Nov
Hilton Chicago

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, (4181)
"Great location. "
United States
Rodger
The price is SAR 285
SAR 335 total
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Freehand Chicago

4.0 star property
River North, 2.3 km from Old Town Chicago
8.0 out of 10, Very Good, (2584)
"Rooms are clean, staff are nice and friendly "
United States
Karen
The price is SAR 277
SAR 391 total
includes taxes & fees
20 Nov - 21 Nov
Freehand Chicago

FOUND Hotel Chicago River North

2.0 star property
River North, 2.1 km from Old Town Chicago
8.4 out of 10, Very Good, (331)
"very clean and modern, staff was very friendly"
United States
Edrick
The price is SAR 253
SAR 297 total
includes taxes & fees
7 Dec - 8 Dec
FOUND Hotel Chicago River North

Congress Plaza Hotel

3.5 star property
The Loop, 4.2 km from Old Town Chicago
8.0 out of 10, Very Good, (9606)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is SAR 366
SAR 430 total
includes taxes & fees
24 Nov - 25 Nov
Congress Plaza Hotel

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 2.4 km from Old Town Chicago
9.4 out of 10, Exceptional, (2818)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is SAR 388
SAR 561 total
includes taxes & fees
8 Dec - 9 Dec
Hotel Riu Plaza Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
3.4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1687)
"The location was great!!"
United States
Yvette
The price is SAR 338
SAR 396 total
includes taxes & fees
14 Dec - 15 Dec
Crowne Plaza Chicago West Loop by IHG

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.0 out of 10, Wonderful, (2242)
"Clean room, friendly staff, convenient location. "
United States
Arthera
The price is SAR 559
SAR 656 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric The Loop Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.2 out of 10, Wonderful, (2074)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown

Best Western Grant Park Hotel

2.5 star property
The Loop, 4.8 km from Old Town Chicago
8.2 out of 10, Very Good, (2611)
"Loved our stay here! Was easy to check in and staff was super friendly! Loved the area and the walk to millennium park was nice."
United States
Mary
The price is SAR 303
SAR 355 total
includes taxes & fees
4 Dec - 5 Dec
Best Western Grant Park Hotel

LondonHouse Chicago, Curio Collection by Hilton

4.5 star property
The Loop, 2.9 km from Old Town Chicago
9.4 out of 10, Exceptional, (3396)
"Great stay"
United States
Jenine
The price is SAR 504
SAR 592 total
includes taxes & fees
7 Dec - 8 Dec
LondonHouse Chicago, Curio Collection by Hilton
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.

Hotels in Old Town Chicago with a pool

Top guest rated hotels in Old Town Chicago

Where to stay in Old Town Chicago

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

Downtown Chicago

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

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.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Old Town Chicago Hotel Reviews

Find out more about Old Town Chicago

Top reasons to visit Old Town Chicago

  • Vibrant Theater Scene: Experience live performances at renowned venues like the Chicago Theatre, showcasing a variety of productions.
  • Charming Historic Streets: Stroll through picturesque streets filled with unique boutiques, cafes, and local charm.
  • Outdoor Adventures: Enjoy scenic parks and outdoor activities, perfect for families and nature enthusiasts.
  • Diverse Shopping Options: Explore a mix of charming shops and popular shopping attractions in the neighborhood.
  • Rich Culinary Scene: Indulge in a wide range of dining experiences, reflecting the city's diverse flavors.

Find great hotels near Old Town Chicago

Discover the charm of Old Town Chicago with a variety of accommodation options that cater to every traveler's needs. From cozy hotels to stylish apartments, you'll find the perfect place to relax. Many of the top hotels in the area offer pet-friendly services and amenities ideal for business travelers and shopping enthusiasts alike. Experience the best of Chicago while enjoying a comfortable stay in this vibrant neighborhood.

  • The Whitehall Hotel, BW Premier Collection: A charming 4-star hotel located 1.6km from Old Town Chicago, The Whitehall Hotel, BW Premier Collection is perfect for travelers seeking a blend of business and leisure. Nestled in a vibrant shopping district, this property is pet-friendly, accommodating your furry companions with specific policies. Guests appreciate its cozy ambiance and convenient amenities, including easy access to nearby shops and attractions, making it an ideal choice for both shopping enthusiasts and business travelers alike.
  • LondonHouse Chicago, Curio Collection by Hilton: This upscale 4.5-star hotel, located 3.2km from Old Town Chicago, offers a luxurious stay with an LGBTQIA welcoming environment. LondonHouse Chicago is renowned for its spa-themed experiences, featuring a full-service spa and pool where guests can indulge in body scrubs and couples treatments. Set in a bustling shopping area, the hotel combines relaxation with the excitement of city life, perfect for those looking to unwind while enjoying the vibrant atmosphere of Chicago.
  • Warwick Allerton - Chicago: Positioned 1.6km from Old Town Chicago, Warwick Allerton - Chicago is a family-friendly 4-star hotel designed for travelers with children. With amenities such as free cribs and on-site babysitting services, families can enjoy a comfortable and convenient stay. Located in a lively shopping district, this hotel provides easy access to family-oriented activities and attractions, ensuring a fun-filled vacation for all ages.

Where to stay near Old Town Chicago

Old Town Chicago offers a delightful blend of urban charm and family-friendly activities. Stroll through the historic streets, enjoy the vibrant atmosphere, and visit local boutiques and cafes. Just a short distance away, downtown Chicago boasts iconic landmarks and stunning skyline views. Whether you're exploring the scenic parks or indulging in the city's rich culinary scene, Old Town is the perfect base for an unforgettable city vacation filled with friendly people and lively experiences.

  • Chicago: As a bustling metropolis, Chicago is the heart of Old Town and offers a vibrant urban experience. The city welcomes travelers year-round, with peak visits occurring during the summer months of June to August. Visitors flock here for family-oriented activities, outdoor adventures, and city-themed experiences. Chicago is renowned for its shopping districts, arena entertainment venues, and a rich theater scene. Explore local landmarks such as sports stadiums, urban parks, and tourist precincts that showcase the city's architectural beauty and cultural diversity.
  • Downtown Chicago: Located 3.2km away from Old Town, Downtown Chicago is a dynamic neighborhood that pulses with energy. With consistent traveler arrivals peaking from July to September, it's an ideal spot for families and outdoor enthusiasts alike. Experience the city's vibrant atmosphere through its shopping areas, theaters, and entertainment facilities. Highlights include close proximity to tourist precincts, sports stadiums, and lush urban parks, making Downtown Chicago a hub for those looking to immerse themselves in the city's culture and excitement.
  • Magnificent Mile: Just 1.6km from Old Town, the Magnificent Mile is a premier shopping and entertainment district that attracts visitors throughout the year. With peak seasons in March to April and July, this neighborhood offers a wealth of family-friendly activities and outdoor experiences. Stroll along the iconic avenue filled with upscale shops, educational venues, and entertainment options. Nearby landmarks include tourist precincts, sports facilities, and the scenic jetty pier, ensuring a memorable visit filled with exploration and enjoyment.

Things to do in and around Old Town Chicago

Old Town Chicago offers a delightful mix of family-friendly activities and outdoor adventures, making it perfect for a city-themed vacation. Visitors can enjoy the vibrant theater scene, live music concerts, and diverse shopping options. With its charming boutiques and popular shopping attractions, Old Town ensures a memorable stay filled with unique experiences that reflect the city's creative spirit.

Shopping

In Old Town Chicago, enjoy shopping at the 900 North Michigan Shops, a vibrant center featuring diverse stores, just 1.6km away. Visit the Chicago Place Mall for family-friendly vibes and explore the Harry Potter Shop Chicago for unique gifts, both also located 1.6km from Old Town.

Recreation

Catch a game at Wrigley Field, soaking in the electric sports atmosphere only 4.8km away. Enjoy live music and great food at House of Blues Chicago, located 3.2km away, or laugh out loud at Second City right in Old Town, perfect for family fun.

Adventure

Experience the scenic Salt Creek Trail, a hiking haven located 19.3km from Old Town Chicago, perfect for outdoor enthusiasts. For family fun, visit Rainbow Falls Waterpark, 30.6km away, where adventure and entertainment await guests of all ages.

Nightlife

In Old Town Chicago, the nightlife is vibrant and diverse. The Chicago Theatre offers a cultural experience just 3.2km away, while Dave & Buster's, only 1.4km away, combines drinks and entertainment. For a lively atmosphere, Kingston Mines, a nightclub 1.6km away, promises an unforgettable night out.

*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 from December to February when hotel prices are lower. Mondays are the most affordable days for accommodation, while Saturdays tend to be pricier. Use Expedia to find the best deals by filtering hotel prices from lowest to highest and consider package deals that combine hotels, flights, and activities for additional savings. Don't forget to explore free attractions around Old Town and take advantage of public transport options like buses to get around the city economically.

  • 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 customize your preferences, such as your budget, preferred location, and the type of hotel you desire. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: Consider saving 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 perfect for families and outdoor enthusiasts, offering a vibrant mix of skyscrapers, urban parks, and charming streets. Travelers can immerse themselves in cultural experiences, explore the historic Old Town, and enjoy attractions like the Chicago Theatre. Whether you're seeking excitement or a relaxing day out, Old Town Chicago has something for everyone, ensuring a memorable vacation for all.

  • Michigan Avenue: Known as the Magnificent Mile, this bustling street features a mix of high-end shopping, dining, and iconic architecture. Stroll along this vibrant thoroughfare to experience the heart of Chicago's city vibes, complete with stunning views of historic buildings and modern skyscrapers.
  • Navy Pier: A beloved Chicago landmark, Navy Pier offers a delightful blend of entertainment and scenic views. Enjoy urban attractions, take a ride on the Ferris wheel, or relax by the waterfront while soaking in the friendly atmosphere and beautiful surroundings.
  • Millennium Park: This urban oasis is perfect for outdoor enthusiasts and families alike. Explore the beautiful gardens, art installations, and the famous Cloud Gate sculpture, while enjoying the lively city ambiance that makes this park a must-visit destination.

Best time to go to Old Town Chicago

The best time to visit Old Town Chicago 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 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

When visiting Old Town Chicago, you have several airport options. Chicago O'Hare International Airport (ORD) is 22.5km away and offers nearby hotels like the Loews Chicago O'Hare Hotel, 3.2km from the airport, and the Hilton Chicago O'Hare Airport, just 161m away. Midway International Airport (MDW) is located 16.1km from Old Town, with luxury options such as Nobu Hotel Chicago and The Langham, both within 14.5km. For travelers heading to Chicago Executive Airport (PWK), located 114.5km away, consider staying at the Hilton Chicago/Northbrook, just 1.6km from the airport, or the Deer Path Inn, 16.1km away.

Explore a world of travel with Expedia

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 53 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.