Old Town Chicago Hotels near 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

This weekend
Next weekend

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, (517 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is P20,784
P24,399 total
includes taxes & fees
Jun 11 - Jun 12
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,125 reviews)
"The room was pretty nice for the price and felt very clean. The rooftop bar had some good options for food and drinks. Location is also really nice with the park and zoo close by."
United States
Chris
The price is P8,881
P12,027 total
includes taxes & fees
Jul 1 - Jul 2
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, (2,522 reviews)
"Great views of the lake, staff very helpful the rooms were clean and comfortable. Would stay there again!"
United States
Deborah
The price is P14,667
P19,564 total
includes taxes & fees
Jul 2 - Jul 3
Sable at Navy Pier Chicago, Curio Collection by Hilton

Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Theatre District, 3.3 km from Old Town Chicago
9.4 out of 10, Exceptional, (1,082 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is P9,381
P12,982 total
includes taxes & fees
Jul 1 - Jul 2
Staypineapple, An Iconic Hotel, The Loop

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, (10,160 reviews)
"Excellent stay"
United States
Jennifer
The price is P8,604
P10,229 total
includes taxes & fees
Jun 30 - Jul 1
Congress Plaza Hotel

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Streeterville, 2.2 km from Old Town Chicago
9.2 out of 10, Wonderful, (1,787 reviews)
"Great place at a great location."
United States
Alejandro
The price is P9,819
P13,727 total
includes taxes & fees
Jun 30 - Jul 1
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, (2,472 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is P12,340
P16,505 total
includes taxes & fees
Jul 3 - Jul 4
Palmer House a Hilton Hotel

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 2.4 km from Old Town Chicago
8.0 out of 10, Very Good, (3,050 reviews)
"Great location nice room"
United States
Nolan
The price is P8,635
P11,366 total
includes taxes & fees
Jul 1 - Jul 2
Freehand Chicago

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, (2,171 reviews)
"Great place"
United States
JOSE
The price is P11,046
P15,332 total
includes taxes & fees
Jul 1 - Jul 2
Fairmont Chicago at Millennium Park

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, (1,531 reviews)
"Clean room, helpful staff and breakfast was amazing."
United States
Scott
The price is P9,640
P11,461 total
includes taxes & fees
Jun 29 - Jun 30
The Chicago Hotel Collection Ambassador Gold Coast

Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
2.0 star property
The Loop, 4.3 km from Old Town Chicago
7.4 out of 10, Good, (2,596 reviews)
"Staff was friendly and helpful.. location was great"
United States
Amber
The price is P8,271
P9,833 total
includes taxes & fees
Jun 30 - Jul 1
Travelodge by Wyndham Downtown Chicago

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
The Loop, 4.1 km from Old Town Chicago
9.6 out of 10, Exceptional, (1,246 reviews)
"Overall comfortable stay and easy access by walk to downtown and all other places in the city."
United States
raghu
The price is P10,323
P12,273 total
includes taxes & fees
Jul 1 - Jul 2
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

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, (2,022 reviews)
"Great hotel, clean efficient and not too far from Downtown would stay again!"
United States
Justin
The price is P9,812
P11,666 total
includes taxes & fees
Jul 2 - Jul 3
Hilton Garden Inn Chicago Downtown South Loop

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, (1,648 reviews)
"Excellent location."
United States
Mirna
The price is P13,821
P18,632 total
includes taxes & fees
Jul 1 - Jul 2
Sheraton Grand Chicago Riverwalk

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.2 out of 10, Wonderful, (2,246 reviews)
"Great location"
United States
Gabino
The price is P8,765
P12,303 total
includes taxes & fees
Jun 28 - Jun 29
Silversmith Hotel Chicago Downtown

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, (3,720 reviews)
"The room was clean, staff was excellent, and the food was excellent."
United States
Andrew Tyler
The price is P14,616
P19,187 total
includes taxes & fees
Jun 30 - Jul 1
LondonHouse Chicago, Curio Collection by Hilton

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2,825 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is P14,740
P19,336 total
includes taxes & fees
Jun 30 - Jul 1
Hilton 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, (4,323 reviews)
"Excellent location and good selection of breakfast"
United Kingdom
Neil
The price is P11,657
P15,617 total
includes taxes & fees
Jun 30 - Jul 1
Hotel Riu Plaza Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,360 reviews)
"Great location!"
United States
Maria
The price is P13,272
P17,952 total
includes taxes & fees
Jul 1 - Jul 2
Swissotel - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 2.2 km from Old Town Chicago
8.6 out of 10, Excellent, (3,042 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is P7,906
P11,212 total
includes taxes & fees
Jun 28 - Jun 29
Warwick Allerton - 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.

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 is rich in history, featuring charming streets and significant landmarks that tell the story of the area.
  • Vibrant Arts Scene: Enjoy a variety of theatre performances and live music concerts that highlight the local culture.
  • Shopping Delight: Explore an array of boutiques and popular shopping spots, perfect for finding unique keepsakes.
  • Family-Friendly Activities: The neighbourhood offers numerous attractions and outdoor experiences suitable for all ages.
  • Welcoming Atmosphere: Experience the friendly locals and inviting vibe that make Old Town a delightful place to visit.

Find great hotels near Old Town Chicago

Discover the charm of Old Town Chicago, where a variety of accommodation options await to suit every traveller's needs. From pet-friendly hotels to stylish apartments, there's something for everyone. Whether you're on a shopping spree or a business trip, you'll find the best hotels offering modern amenities and exceptional service. Experience the unique blend of history and contemporary comfort in the heart of this vibrant neighbourhood.

  • The Whitehall Hotel, BW Premier Collection: The Whitehall Hotel combines boutique charm with a welcoming atmosphere for LGBTQIA travellers. Located within 1.6km of Old Town Chicago, this 4-star hotel features uniquely designed decor and artworks that reflect a refined, artistic flair. The property is nestled in a vibrant shopping district, making it ideal for those looking to explore local boutiques. Guests appreciate the thoughtful amenities that enhance their stay, creating a memorable experience steeped in style and comfort.
  • LondonHouse Chicago, Curio Collection by Hilton: Elevate your stay at LondonHouse Chicago, a luxurious 4.5-star establishment situated two miles from Old Town Chicago. Renowned for its spa-themed offerings, this hotel provides a full suite of relaxation services, including hot stone and sports massages, ensuring guests unwind in style. The property is also LGBTQIA welcoming and located in a bustling shopping district, making it perfect for those seeking a blend of leisure and retail therapy. Guests rave about the exceptional service and upscale amenities that make every visit special.
  • Warwick Allerton - Chicago: Ideal for family and business travellers alike, Warwick Allerton - Chicago is a 4-star hotel positioned merely a mile from Old Town Chicago. This property stands out for its family-friendly amenities, including free cribs and onsite childcare services, catering to the needs of guests travelling with children. Located in the heart of the shopping district, it provides easy access to local attractions. Guests appreciate the blend of comfort and convenience, making it a top choice for both leisure and business stays.

Where to stay near Old Town Chicago

Old Town Chicago offers a delightful mix of family-friendly attractions, vibrant city life, and scenic outdoor spaces. As you explore this charming neighbourhood, you'll be greeted by friendly locals and an inviting atmosphere. Just a stone's throw away, downtown Chicago boasts iconic landmarks and a bustling urban vibe, perfect for creating lasting memories. Whether you’re seeking cultural experiences or relaxing strolls, Old Town and its surroundings provide an ideal backdrop for your city vacation.

  • Chicago: As a vibrant metropolis, Chicago is the heart of the Windy City and the very location of Old Town Chicago. The city's appeal lies in its year-round attractions, with peak visitor numbers during the summer months of June to August. Travellers flock to Chicago for family outings, outdoor adventures, and a rich urban experience. You can enjoy a variety of activities, from shopping in bustling districts to soaking up the excitement of arena entertainment and theatre performances. Notable landmarks include iconic sports stadiums and serene urban parks, offering a perfect blend of culture and leisure.
  • Downtown Chicago: Located a mere 3.2km from Old Town, Downtown Chicago is a dynamic neighbourhood that encapsulates the city's urban charm. Like the rest of the city, it experiences a steady influx of visitors throughout the year, peaking in the summer. Downtown is a hub for families and city enthusiasts alike, with plentiful opportunities for outdoor activities and cultural exploration. You'll find an array of shopping venues, vibrant entertainment arenas, and theatres. Local attractions include popular tourist precincts and sports facilities, making it an ideal spot for both relaxation and recreation.
  • Magnificent Mile: Just 1.6km from Old Town, the Magnificent Mile is a renowned shopping and entertainment district that draws visitors year-round. It sees a surge in arrivals during March to April and July, but remains a popular destination regardless of the season. Families and city explorers are attracted to its blend of outdoor spaces and urban excitement. The area boasts high-end shopping, educational venues, and thrilling arena entertainment. Nearby landmarks include tourist precincts, sports stadiums, and picturesque jetty piers, making it a must-visit for anyone looking to experience the best of Chicago.

Things to do near Old Town Chicago

Old Town Chicago offers a delightful blend of family-friendly activities and outdoor experiences, making it perfect for a city-themed holiday. Visitors can enjoy vibrant theatre performances, exhilarating music concerts, and an array of shopping options. With charming boutiques and popular shopping attractions, you’re sure to find memorable keepsakes. Embrace the local culture and enjoy a splendid stay in this historic neighbourhood, rich in character and entertainment.

Shopping

In Old Town Chicago, you can visit the Harry Potter Shop for magical gifts, only 1.6km away. The City Market offers a vibrant public atmosphere, situated two miles from Old Town, while the 900 North Michigan Shops, also 1.6km away, features a variety of family-friendly stores and entertainment options.

Recreation

Experience the thrill of a game at Wrigley Field, a historic stadium filled with vibrant sports energy. Alternatively, enjoy a concert at Pegasus Players, where captivating performances create an entertaining atmosphere. For a touch of history and excitement, visit Soldier Field, another iconic venue buzzing with sports vibes.

Adventure

Embark on an exhilarating hike along Salt Creek Trail, located 19.3km from Old Town Chicago, where you'll be surrounded by picturesque scenery and nature's beauty. For a thrilling day with family, visit Rainbow Falls Waterpark, 30.6km away, offering exciting water attractions and endless entertainment.

Nightlife

Experience vibrant nightlife in Old Town Chicago with a visit to the Chicago Theatre, offering a blend of romance and culture just 3.2km away. For a lively pub atmosphere, Dave & Buster's is 1.4km away, while Kingston Mines, a nightclub rich in entertainment vibes, is only 1.6km distant.

*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 travelling from December to February when accommodation prices are lower, with Mondays being the cheapest nights. Use Expedia to compare hotel rates and filter for budget-friendly options, including eco-certified hotels. Additionally, look for package deals that combine flights, hotels, and activities for greater savings. Take advantage of free activities in the area and utilise public transport, which is a cost-effective way to navigate the city while enjoying its sights.

  • 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 destination, and additional criteria. You can arrange your results to display prices from the lowest to the highest, ensuring that the most affordable hotels appear at the top of your list. Additionally, you have the option to refine your search by hotel category; 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 save money 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 offers a delightful blend of family-friendly, outdoor, and city-themed experiences. Visitors can explore iconic skyscrapers, urban parks, and vibrant streets, catering to those seeking cultural and family-oriented activities. Notable attractions include the charming old town itself and the historic Chicago Theatre, alongside other nearby points of interest that enhance the local experience.

  • Michigan Avenue: Known as the Magnificent Mile, this bustling street is a shopper's paradise, featuring high-end boutiques, iconic landmarks, and a vibrant atmosphere that embodies the essence of city life.
  • Millennium Park: This stunning urban park offers a blend of art and nature, with its famous Cloud Gate sculpture and lush green spaces, perfect for family outings and leisurely strolls amid the city's skyline.
  • Chicago Riverwalk: Enjoy a scenic promenade along the river, lined with restaurants and recreational areas. This picturesque waterfront space is ideal for families, offering a unique perspective of the city's architecture.

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

Accessing Old Town Chicago is convenient via its major airports. O'Hare International Airport (ORD) is situated 22.5km away, with nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare Chicago, both 3.2km from the airport. Midway International Airport (MDW), located 16.1km away, offers luxury stays at The Langham, Chicago and Nobu Hotel Chicago, both within 14.5km. For those flying into Chicago Executive Airport (PWK), which is 114.5km away, options include the 4-star Embassy Suites by Hilton Chicago North Shore Deerfield, just 4.8km from the airport. All hotels provide accessible transport to their respective airports.

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 38 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.
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, Navy Pier, and Wrigley Field. 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.