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 RM535
RM628 total
includes taxes & fees
30 Dec - 31 Dec
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1065)
"Front desk and valet were excellent. Quick check in. "
United States
Sean
The price is RM377
RM514 total
includes taxes & fees
12 Jan - 13 Jan 2026
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, (2661)
"It's an excellent place."
United States
Jose
The price is RM237
RM349 total
includes taxes & fees
4 Jan - 5 Jan 2026
Freehand Chicago

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, (1057)
"Clean room, clean hotel, wonderful restaurant/bar. AMAZING location! "
United States
Rebecca
The price is RM397
RM585 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt Centric Chicago Magnificent Mile

voco Chicago Downtown - Riverwalk by IHG

voco Chicago Downtown - Riverwalk by IHG
3.5 star property
River North, 2.6 km from Old Town Chicago
8.8 out of 10, Excellent, (3523)
"Really nice hotel"
United States
Saulius
The price is RM470
RM552 total
includes taxes & fees
25 Jan - 26 Jan 2026
voco Chicago Downtown - Riverwalk by IHG

The Wade

The Wade
4.5 star property
Streeterville, 2.8 km from Old Town Chicago
8.4 out of 10, Very good, (1541)
"Great staff and great location. "
United States
Joe
The price is RM377
RM442 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Wade

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, (2990)
"Great place to stay"
United States
Elisha
The price is RM348
RM409 total
includes taxes & fees
22 Jan - 23 Jan 2026
Aloft Chicago Mag Mile

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
The Loop, 4.2 km from Old Town Chicago
8.0 out of 10, Very good, (9699)
"Wonderful stay!"
United States
Zach
The price is RM893
RM1,048 total
includes taxes & fees
31 Dec - 1 Jan 2026
Congress Plaza Hotel

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Old Town Chicago
9.2 out of 10, Wonderful, (1908)
"Great hotel"
United States
Chris
The price is RM346
RM527 total
includes taxes & fees
4 Jan - 5 Jan 2026
Arlo Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Streeterville, 2.6 km from Old Town Chicago
8.8 out of 10, Excellent, (2210)
"It was a beautiful stay "
United States
Donald
The price is RM345
RM405 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Chicago - Magnificent 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, (2016)
"Great stay"
United States
Kramer
The price is RM331
RM388 total
includes taxes & fees
10 Jan - 11 Jan 2026
Club Quarters Hotel Wacker at Michigan, Chicago

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
8.2 out of 10, Very good, (2763)
"Excellent place to stay "
United States
Teniesha
The price is RM335
RM513 total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (2277)
"Great staff and restaurants!!"
United States
Abigale
The price is RM342
RM540 total
includes taxes & fees
20 Jan - 21 Jan 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago
4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.0 out of 10, Wonderful, (2316)
"Very nice clean hotel! "
United States
Jodee
The price is RM400
RM571 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hyatt Centric The Loop Chicago

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, (3015)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is RM324
RM500 total
includes taxes & fees
25 Jan - 26 Jan 2026
Warwick Allerton - Chicago

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, (1493)
"Nice stay"
United States
Michelle
The price is RM262
RM427 total
includes taxes & fees
18 Jan - 19 Jan 2026
Claridge House Chicago, Tapestry 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, (3814)
"Hotel stay was excellent, great dining options walkable, easy parking "
United States
Jason
The price is RM310
RM364 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Whitehall Hotel, BW Premier Collection

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Theatre District, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (4119)
"Great hotel"
United States
Richard
The price is RM433
RM509 total
includes taxes & fees
2 Jan - 3 Jan 2026
citizenM Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
The Loop, 2.9 km from Old Town Chicago
9.4 out of 10, Exceptional, (3196)
"Excellent location and the hotel is amazing I will definitely recommend "
United States
Diana Sofia Cruz
The price is RM462
RM672 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Royal Sonesta Chicago Downtown

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Theatre District, 3 km from Old Town Chicago
9.0 out of 10, Wonderful, (2333)
"Great place to stay"
United States
Genevieve
The price is RM393
RM591 total
includes taxes & fees
25 Jan - 26 Jan 2026
The Allegro Royal Sonesta Hotel Chicago 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 Old Town Chicago

Find the best Old Town Chicago areas 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

A dazzling array of boutiques, luxury shops, famous department stores and pleasant cafés, where shopaholics can lose themselves for hours.

The Loop

Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North

Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

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 of 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

  • Vibrant Cultural Scene: Old Town Chicago is alive with engaging theatre performances, lively music concerts, and diverse shopping options.
  • Historical Exploration: Join an audio tour to uncover the rich history and cultural highlights of this charming neighbourhood.
  • Architectural Beauty: Admire stunning architectural styles and historic homes that define the unique character of Old Town.
  • Family-Friendly Activities: The area offers a plethora of outdoor activities, ensuring fun for families and travellers alike.
  • Diverse Accommodations: Enjoy a wide range of lodging options, from pet-friendly hotels to convenient apartments.

Find great hotels near Old Town Chicago

Discover the charm of Old Town Chicago, where a diverse selection of accommodations awaits you. Whether you prefer a pet-friendly hotel or a convenient apartment for business travel, you're bound to find the perfect fit. Enjoy modern amenities like air conditioning and indulge in a shopping vacation experience. Notable options include the Allegro Royal Sonesta Hotel, ensuring a delightful stay in this vibrant neighbourhood.

  • The Whitehall Hotel, BW Premier Collection: Embracing a boutique theme, The Whitehall Hotel offers a stylish and welcoming environment for travellers seeking a unique experience. Located 1.6km from Old Town Chicago, this 4-star hotel is LGBTQIA-friendly and features distinctive decor and artwork that showcase the city's vibrant culture. With a focus on business travel, guests can enjoy modern amenities alongside personalised service, ensuring a memorable stay in Chicago.
  • LondonHouse Chicago, Curio Collection by Hilton: Situated 3.2km from Old Town Chicago, LondonHouse Chicago is a luxurious 4.5-star hotel perfect for those desiring a spa-like experience. This LGBTQIA-friendly property is nestled in the shopping district, offering easy access to upscale shopping and dining. Guests can indulge in a range of spa services, including in-room massages and couples treatment rooms, alongside a full pool service, making it an ideal retreat for relaxation and leisure.
  • Warwick Allerton - Chicago: Just 1.6km from Old Town Chicago, Warwick Allerton is a family-friendly 4-star hotel situated in the heart of the shopping district. Designed with families in mind, the hotel provides essential amenities such as free cribs and childcare services to ensure a comfortable stay for guests with children. Its prime location allows easy exploration of nearby attractions, making it an excellent choice for family vacations in the bustling city.

Where to stay near Old Town Chicago

Old Town Chicago offers a delightful blend of family-friendly experiences and urban charm, perfect for any traveller. Explore the stunning architectural styles and admire the historic homes that define this vibrant neighbourhood. Nearby areas like Austin showcase an authentic Chicago experience, where friendly locals create a welcoming atmosphere. With its scenic surroundings and a variety of outdoor activities, Old Town is an ideal base for discovering the rich culture and community spirit of the Windy City.

  • Chicago: As a vibrant metropolis, Chicago is a hub of cultural experiences and iconic landmarks. Old Town Chicago lies within this bustling city, which sees a steady influx of visitors throughout the year. The peak travel months from June to August attract families and outdoor enthusiasts eager to explore the city's rich history and urban parks. You can enjoy a variety of activities, from shopping to attending theatre performances and arena events. Notable attractions include sports stadiums, tourist precincts, and beautifully maintained urban parks that offer a respite from the city's hustle and bustle.
  • Downtown Chicago: Located a mere 3.2km from Old Town, Downtown Chicago is a dynamic neighbourhood known for its impressive skyline and vibrant atmosphere. With a consistent stream of visitors year-round, the area peaks in popularity from July to September, attracting families and city lovers alike. Downtown boasts a plethora of shopping options, entertainment venues, and theatres. The local landmarks include bustling tourist precincts and sports facilities, all set against the backdrop of stunning urban parks, making it a perfect spot for both relaxation and adventure.
  • Magnificent Mile: Just 1.6km from Old Town, Magnificent Mile is renowned for its luxurious shopping and dining experiences. This neighbourhood enjoys year-round visitor interest, with peak seasons in March to April and July. Families and outdoor enthusiasts flock to this bustling area, where shopping, education, and entertainment converge. Popular attractions include a vibrant tourist precinct, sports stadiums, and the picturesque jetty pier, offering visitors a delightful blend of leisure and excitement amidst the stunning Chicago skyline.

Things to do in and around Old Town Chicago

Old Town Chicago is an ideal destination for families seeking outdoor and city-themed adventures. Visitors can enjoy a variety of activities, including engaging theatre performances, lively music concerts, and diverse shopping areas. Additionally, art enthusiasts can explore local art fairs and galleries, while sports fans might catch a Bears game. For a more immersive experience, consider joining an audio tour to discover the historical and cultural highlights of this vibrant neighbourhood.

Shopping

The nearest shopping destination is 900 North Michigan Shops, offering a mix of business and family vibes. Chicago Place Mall is also nearby, perfect for family outings. For a unique experience, visit the Harry Potter Shop Chicago, which captures the city's enchanting atmosphere.

Recreation

House of Blues Chicago offers a vibrant atmosphere with live music, perfect for unwinding. Wrigley Field, a renowned sports venue, provides an exhilarating experience for sports enthusiasts. Meanwhile, The Second City serves up laughter and entertainment, ideal for family outings and a delightful evening of comedy.

Adventure

Experience the picturesque Salt Creek Trail, a thrilling hiking adventure located 19.3km from Old Town Chicago, where you can immerse yourself in stunning scenery and outdoor vibes. For family fun, visit Rainbow Falls Waterpark, situated 30.6km away, offering exhilarating water attractions and entertainment for all ages.

Nightlife

Experience the vibrant nightlife in Old Town Chicago. Enjoy a captivating show at the Chicago Theatre, just 3.2km away, or unwind at Dave & Buster's for drinks and games, only 1.4km away. For live music and a lively atmosphere, dance the night away at Kingston Mines, 1.6km from Old Town.

*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 on your visit to Old Town Chicago, consider travelling between December and February when accommodation prices are lower. Mondays are the most affordable days to book, while Saturdays tend to be pricier. Use Expedia’s search tool to filter results by price, location, and hotel type, including eco-friendly options. Combining your hotel, flights, and activities into a package can also lead to significant savings. Additionally, take advantage of free activities and use public transport for economical travel around the city.

  • 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: Expedia’s search tool enables you to specify your budget, preferred location, and additional criteria. You can organise your search results to display prices from lowest to highest, allowing you to discover the most affordable hotels first. Additionally, you can refine your options by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can enjoy significant savings by combining your hotel stay in Old Town Chicago with your flights and activities through an Expedia package.

Find the best attractions near Old Town Chicago

Old Town Chicago is an ideal destination for families and outdoor enthusiasts seeking a city-themed holiday. With its striking skyscrapers, charming urban parks, and vibrant streets, the area offers a plethora of attractions that cater to those interested in culture and family experiences. Whether you’re exploring local landmarks or enjoying the lively atmosphere, Old Town promises a delightful experience for all types of travellers.

  • Michigan Avenue: Experience the vibrant energy of Michigan Avenue, a bustling street renowned for its shopping, dining, and iconic architecture. Stroll along this famous thoroughfare to enjoy a true taste of Chicago's urban lifestyle.
  • Millennium Park: Discover Millennium Park, an urban oasis that offers a delightful blend of outdoor spaces, cultural events, and family-friendly activities. Marvel at the stunning Cloud Gate sculpture and relax in the beautifully landscaped gardens.
  • John Hancock Center: Visit the John Hancock Center, an impressive skyscraper that provides breathtaking views of the Chicago skyline from its observation deck. Enjoy the thrill of standing high above the city while sipping a cocktail at the bar.

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

Visiting Old Town Chicago is convenient with access to three major airports. Chicago O'Hare International Airport (ORD) is situated 22.5km away, with excellent hotels nearby such as the 4-star Hyatt Regency O'Hare, merely 3.2km from the airport. Midway International Airport (MDW), located 16.1km from Old Town, features luxurious options like the 5-star Nobu Hotel Chicago, which is 12.9km away. Lastly, Chicago Executive Airport (PWK) is 30.6km from the area, with notable hotels such as the 4-star Hilton Chicago/Northbrook, just 1.6km from the airport. Each airport offers various transportation services to ensure smooth access to your accommodation.

Frequently asked questions

What's it like in Old Town Chicago?
Old Town Chicago is a welcoming neighbourhood known for its bar scene and popular zoo. Make sure that you visit 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 centre. Another favourite option in the neighbourhood is The Sono Chicago.
How many hotels are there in the Old Town Chicago area?
Expedia has 59 hotels and other accommodation options 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! Most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of check in. If you have a reservation that's non-refundable, you may still be able to cancel and be given a refund within a 24-hour period of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the top deals on offer in Old Town Chicago.
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 neighbourhood. Don't miss favourite 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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