A coastal cityscape with a marina, high-rise buildings, and a river.

Hotels in Old Town Chicago, Chicago

  • 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

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, (529 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is RM746
RM876 total
includes taxes & fees
28 Jul - 29 Jul
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,143 reviews)
"Love the location- across Lincoln Park, close to the lake"
United States
Dyzzy
The price is RM673
RM896 total
includes taxes & fees
16 Aug - 17 Aug
Hotel Lincoln

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, (2,587 reviews)
"View was beautiful, accommodations were excellent."
United States
Julie
The price is RM933
RM1,250 total
includes taxes & fees
10 Aug - 11 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (3,446 reviews)
"Great stay"
United States
Kristen
The price is RM1,077
RM1,426 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Streeterville, 2.4 km from Old Town Chicago
9.4 out of 10, Exceptional, (4,724 reviews)
"The location was perfect close to a lot of activities the included breakfast buffet was really great."
United States
Jessica
The price is RM852
RM1,130 total
includes taxes & fees
9 Aug - 10 Aug
Hotel Riu Plaza Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,288 reviews)
"Nice place to stay"
United States
Donilyn
The price is RM652
RM900 total
includes taxes & fees
9 Aug - 10 Aug
Silversmith Hotel Chicago Downtown

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Streeterville, 3 km from Old Town Chicago
8.6 out of 10, Excellent, (1,717 reviews)
"Nice hotel and convenient location to so many places."
United States
Leigh Lynne
The price is RM1,097
RM1,450 total
includes taxes & fees
9 Aug - 10 Aug
Sheraton Grand Chicago Riverwalk

River Hotel

River Hotel
4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (5,311 reviews)
"Great location, welcoming staff, comfortable room"
United States
Nick
The price is RM762
RM906 total
includes taxes & fees
9 Aug - 10 Aug
River Hotel

The Wade

The Wade
4.5 star property
Streeterville, 2.8 km from Old Town Chicago
8.6 out of 10, Excellent, (1,926 reviews)
"Great stay and friendly staff!"
Canada
Richard
The price is RM1,211
RM1,440 total
includes taxes & fees
19 Jul - 20 Jul
The Wade

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Streeterville, 2 km from Old Town Chicago
9.0 out of 10, Wonderful, (4,586 reviews)
"Great place to stay"
United States
Chameka
The price is RM709
RM843 total
includes taxes & fees
16 Aug - 17 Aug
Hilton Chicago/Magnificent Mile Suites

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Gold Coast, 1.1 km from Old Town Chicago
8.2 out of 10, Very good, (1,759 reviews)
"Great location, clean, and a super breakfast!"
United States
Tina
The price is RM791
RM940 total
includes taxes & fees
19 Jul - 20 Jul
The Chicago Hotel Collection Ambassador Gold Coast

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, (10,278 reviews)
"The hospitality of the staff was wonderful"
United States
Tammy C
The price is RM771
RM916 total
includes taxes & fees
10 Aug - 11 Aug
Congress Plaza Hotel

LondonHouse Chicago, Curio Collection by Hilton

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, (3,757 reviews)
"Beautiful hotel and location. Staff were very friendly and kind."
Canada
Sophie
The price is RM991
RM1,297 total
includes taxes & fees
9 Aug - 10 Aug
LondonHouse Chicago, Curio Collection by Hilton

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
The Loop, 3.2 km from Old Town Chicago
8.8 out of 10, Excellent, (2,257 reviews)
"Very nice family hotel"
United States
Haidar
The price is RM1,260
RM1,644 total
includes taxes & fees
9 Aug - 10 Aug
Fairmont Chicago at Millennium Park

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 2.2 km from Old Town Chicago
8.6 out of 10, Excellent, (2,991 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is RM708
RM961 total
includes taxes & fees
16 Aug - 17 Aug
Warwick Allerton - 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, (2,908 reviews)
"Big nice room, great breakfast and lake view was outstanding"
United States
Michael
The price is RM866
RM1,149 total
includes taxes & fees
11 Aug - 12 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

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, (3,731 reviews)
"Nice place great staff and a great location"
United States
Byron
The price is RM816
RM970 total
includes taxes & fees
10 Aug - 11 Aug
Eurostars Magnificent Mile

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,181 reviews)
"Perfect location and stay, it was really good for solo travel as wel."
United States
Shaylah
The price is RM987
RM1,302 total
includes taxes & fees
9 Aug - 10 Aug
Arlo Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 2.2 km from Old Town Chicago
9.2 out of 10, Wonderful, (1,920 reviews)
"Great location and staff was so friendly!"
United States
Megan
The price is RM1,089
RM1,430 total
includes taxes & fees
26 Jul - 27 Jul
Omni Chicago Hotel

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Theatre District, 3.6 km from Old Town Chicago
8.6 out of 10, Excellent, (2,536 reviews)
"Great place to stay"
United States
John
The price is RM883
RM1,171 total
includes taxes & fees
9 Aug - 10 Aug
Palmer House a Hilton Hotel
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.

Lincoln Park

Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.

Top Old Town Chicago Hotel Reviews

Find out more about Old Town Chicago

Top reasons to visit Old Town Chicago

  • Historic Charm: Old Town Chicago boasts picturesque streets and the iconic Old Town Square, offering a delightful glimpse into the city's past.
  • Family-Friendly Activities: Engage in a variety of activities, such as skating rinks and walking tours, perfect for family outings.
  • Cultural Attractions: Explore the Chicago History Museum and immerse yourself in the area’s rich heritage.
  • Vibrant Theatre Scene: Enjoy a lively arts scene with numerous theatres and performances to choose from.
  • Convenient Accommodations: Choose from a range of hotels and charming town homes to suit every traveller's needs.

Find great hotels near Old Town Chicago

Discover a range of accommodation options in Old Town Chicago, where you can choose from hotels, apartments, and charming town homes. This vibrant area offers pet-friendly establishments, ideal for business travellers and those seeking a shopping getaway. Whether you prefer a stylish cottage or a boutique hotel, Old Town provides a delightful blend of comfort and convenience for an unforgettable stay in the Windy City.

  • LondonHouse Chicago, Curio Collection by Hilton: A luxurious 4.5-star hotel situated a mere 3km from Old Town Chicago, LondonHouse Chicago offers a sophisticated blend of spa-themed relaxation and shopping convenience. With a guest rating of 9.4 out of 10, this hotel is an ideal retreat for those seeking a pampering experience. Guests can indulge in a full-service spa featuring manicures, couples' treatment rooms, and aromatherapy treatments, alongside a refreshing pool. The hotel's upscale environment is perfect for travellers looking to immerse themselves in a luxurious vacation.
  • The Whitehall Hotel, BW Premier Collection: Located just 2km from Old Town Chicago, The Whitehall Hotel is a charming 4-star boutique hotel, boasting a guest rating of 8.4 out of 10. This pet-friendly accommodation allows for an enriching stay with beloved pets, featuring special amenities and a thoughtful pet policy. The hotel's unique décor and artistic touches create a distinctive atmosphere, appealing to those seeking a blend of comfort and creativity. Its proximity to shopping areas makes it an excellent choice for travellers keen on exploring the local scene.
  • Warwick Allerton - Chicago: A family-friendly 4-star hotel located 2km from Old Town Chicago, Warwick Allerton is highly rated with a score of 8.6 out of 10. This hotel is well-suited for families, offering various amenities tailored for children, including complimentary cribs and optional babysitting services. The warm, inviting atmosphere combined with its shopping district location ensures that families have a convenient and enjoyable stay. Guests appreciate the blend of practicality and comfort found in this well-appointed establishment.

Where to stay near Old Town Chicago

Discover the charm of Old Town Chicago, a historic neighbourhood that offers a delightful blend of family-friendly activities and vibrant urban life. Stroll through its picturesque streets, visit the iconic Old Town Square, and enjoy the welcoming atmosphere created by friendly locals. Just a short distance away, explore the bustling heart of downtown Chicago, where stunning architecture and a lively arts scene await. Old Town is the perfect base for experiencing the rich culture of the Chicago area.

  • Chicago: As a vibrant metropolis, Chicago is the heart of Old Town, offering a rich tapestry of experiences for visitors. The city is renowned for its iconic skyline, diverse cultural attractions, and culinary delights. Throughout the year, Chicago attracts travellers seeking family-friendly activities, outdoor adventures, and urban exploration. Key highlights include the famous Millennium Park, sports stadiums, and a plethora of shopping options. Whether you’re wandering through the artistic streets or enjoying a deep-dish pizza, Chicago provides an unforgettable city-themed experience.
  • Downtown Chicago: Situated a mere 3km from Old Town Chicago, Downtown is a bustling neighbourhood brimming with excitement. This area is a hub for both tourists and locals, with its array of shopping districts, theatres, and arena entertainment venues. Visitors to Downtown can revel in the scenic views along the Chicago River or visit the iconic Willis Tower. The neighbourhood offers a family-friendly atmosphere and ample outdoor spaces like Grant Park, making it an ideal spot for exploration and relaxation.
  • Magnificent Mile: Located 2km away from Old Town Chicago, the Magnificent Mile is a premier shopping and dining destination. This bustling stretch is renowned for its high-end boutiques, educational attractions, and vibrant street life. Visitors will find themselves immersed in a city-themed experience, with easy access to landmarks such as the John Hancock Centre and various urban parks. The Magnificent Mile is particularly lively in the spring and summer months, making it perfect for families looking to enjoy the outdoors while indulging in the city's rich culture.

Things to do in Old Town Chicago

Shopping

Located a short stroll from the main attractions, the Old Town area features charming boutiques and unique shops. Explore local crafts at the Old Town Art Fair, or discover intriguing finds at the eclectic shops along Wells Street, perfect for thoughtful gifts and souvenirs.

Recreation

Explore the serene atmosphere at The Holistic Spa, where you can indulge in rejuvenating massages and holistic treatments. After that, unwind at the nearby Oz Park, perfect for a leisurely stroll or a peaceful picnic amidst nature and charming sculptures.

Adventure

Explore the Lincoln Park Zoo to see a variety of animals in a beautiful setting. For a thrilling experience, take a stroll along the Chicago Riverwalk, where you can enjoy kayaking or dining with scenic views of the city skyline.

Nightlife

In Old Town Chicago, the vibrant nightlife features lively bars like the Old Town Pour House, known for its extensive craft beer selection, and The Second City, which showcases hilarious improv comedy. Enjoy the intimate atmosphere at Kingston Mines, where live blues keeps the energy flowing into the night.

*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 perfect for family outings and urban adventures, featuring iconic skyscrapers, parks, and vibrant streets. Visitors can immerse themselves in the area’s historic charm while exploring cultural attractions like the Chicago History Museum and the picturesque Chicago River. Discover the unique essence of Old Town, making it an ideal destination for those seeking a blend of history, city life, and family-friendly experiences.

  • Michigan Avenue: Renowned for its vibrant city atmosphere, Michigan Avenue is a bustling thoroughfare lined with premier shopping, dining, and architectural marvels. Stroll along the Magnificent Mile, experiencing the lively buzz of urban life.
  • Millennium Park: This urban park is a delightful blend of nature and culture, offering family-friendly activities amidst stunning landscapes. The iconic Cloud Gate sculpture, known as The Bean, is a must-see, reflecting the city's skyline in a playful manner.
  • 875 North Michigan Avenue: Standing tall as a striking skyscraper, this landmark offers impressive views of the city. The observation deck provides a unique perspective of Chicago’s architectural splendour, highlighting the dynamic skyline.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Accessing Old Town Chicago is convenient with several nearby airports. Chicago O'Hare International Airport (ORD) is situated 23km away, with quality accommodations like Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago located just 3km from the airport. South Bend International Airport (SBN), 113km away, offers hotels such as Morris Inn and Doubletree Hotel South Bend, both 6km from the airport. Lastly, Greater Rockford Airport (RFD), 124km from Old Town, features options like Embassy Suites by Hilton Rockford Riverfront, located 8km away. Each hotel provides various transportation services to ensure a seamless journey to and from the airports.

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 43 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 Midwest Buddhist Temple while you're in the neighbourhood. Don't miss favourite places to visit in the surrounding area, such as Michigan Avenue, Navy Pier and Wrigley Field. When you're sightseeing in Chicago, United Center and Henry Gerber House 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.

Explore a world of travel with Expedia