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, (517 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is RM837
RM982 total
includes taxes & fees
2 Jun - 3 Jun
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,122 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 RM714
RM941 total
includes taxes & fees
30 Jun - 1 Jul
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, (2,516 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 RM907
RM1,215 total
includes taxes & fees
30 Jun - 1 Jul
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2,468 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is RM792
RM1,059 total
includes taxes & fees
1 Jul - 2 Jul
Palmer House a Hilton Hotel

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, (10,136 reviews)
"Excellent stay"
United States
Jennifer
The price is RM553
RM658 total
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza Hotel

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, (2,612 reviews)
"Staff was friendly and helpful.. location was great"
United States
Amber
The price is RM506
RM601 total
includes taxes & fees
1 Jul - 2 Jul
Travelodge by Wyndham Downtown Chicago

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, (1,526 reviews)
"Clean room, helpful staff and breakfast was amazing."
United States
Scott
The price is RM620
RM737 total
includes taxes & fees
22 Jun - 23 Jun
The Chicago Hotel Collection Ambassador Gold Coast

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 2.4 km from Old Town Chicago
8.0 out of 10, Very good, (3,041 reviews)
"Great location nice room"
United States
Nolan
The price is RM555
RM731 total
includes taxes & fees
1 Jul - 2 Jul
Freehand 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, (4,305 reviews)
"Great location & breakfast was amazing."
United States
sierra
The price is RM749
RM1,004 total
includes taxes & fees
30 Jun - 1 Jul
Hotel Riu Plaza Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
The Loop, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (3,491 reviews)
"Staff was great."
United States
Marianne
The price is RM967
RM1,292 total
includes taxes & fees
1 Jul - 2 Jul
Hyatt Regency Chicago

The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile
4.0 star property
Streeterville, 2.2 km from Old Town Chicago
7.8 out of 10, Good, (1,495 reviews)
"Great stay"
United States
Ontario
The price is RM603
RM716 total
includes taxes & fees
14 Jun - 15 Jun
The Chicago Hotel Collection - Magnificent Mile

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, (1,649 reviews)
"I LOVED my stay , i WILL be back."
United States
Latonia
The price is RM889
RM1,198 total
includes taxes & fees
1 Jul - 2 Jul
Sheraton Grand Chicago Riverwalk

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 RM829
RM1,127 total
includes taxes & fees
1 Jul - 2 Jul
Fairmont Chicago at Millennium Park

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2,846 reviews)
"great hotel and excellent to stay"
United States
Ruben
The price is RM948
RM1,243 total
includes taxes & fees
30 Jun - 1 Jul
Hilton Chicago

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, (1,079 reviews)
"Such a lovely hotel with a beautiful, excellent staff, and lots of character!"
United States
Debby
The price is RM551
RM773 total
includes taxes & fees
1 Jul - 2 Jul
Staypineapple, An Iconic Hotel, The Loop

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, (3,725 reviews)
"Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again."
United States
Matson
The price is RM849
RM1,125 total
includes taxes & fees
21 Jun - 22 Jun
LondonHouse 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
8.4 out of 10, Very good, (3,935 reviews)
"Nice location , good service, and tastier breakfast"
Mexico
Rogelio
The price is RM536
RM637 total
includes taxes & fees
30 Jun - 1 Jul
The Whitehall Hotel, BW Premier Collection

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, (3,445 reviews)
"Great location, nice property, helpful staff, and spacious, comfortable rooms."
United States
Sunil
The price is RM789
RM1,065 total
includes taxes & fees
30 Jun - 1 Jul
The Royal Sonesta Chicago Downtown

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, (2,250 reviews)
"Great location"
United States
Gabino
The price is RM634
RM875 total
includes taxes & fees
28 Jun - 29 Jun
Silversmith Hotel Chicago Downtown

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Magnificent Mile, 2.6 km from Old Town Chicago
9.2 out of 10, Wonderful, (3,094 reviews)
"Excellent staff and location"
United States
Sandra
The price is RM908
RM1,218 total
includes taxes & fees
1 Jul - 2 Jul
InterContinental Chicago Magnificent Mile by IHG
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

  • 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 41 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 Navy Pier, Wrigley Field and Michigan Avenue. 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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