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Old Town Chicago Hotels, 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, (529 reviews)
"Great place! Easy street parking and within walking distance to shops and restaurants."
United States
Susan
The price is NZ$444
includes taxes & fees
4 Aug - 5 Aug
The Sono Chicago

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,138 reviews)
"Fantastic location in Lincoln Park for easy access to the park, beach and dining. Great location for pet friendly hotel. Couldn't ask for much more from a brief stop on a cross country business trip."
United States
Ethan
The price is NZ$390
includes taxes & fees
26 July - 27 July
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, (2,589 reviews)
"Amazing hotel and you can't beat the Navy Pier location."
United States
Jimmy
The price is NZ$553
includes taxes & fees
9 Aug - 10 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

FOUND Hotels, Chicago, Series by Marriott

FOUND Hotels, Chicago, Series by Marriott
3.0 star property
River North, 2.1 km from Old Town Chicago
6.6 out of 10, (8 reviews)
"Overall was a good stay!! Wish the place next door wasn’t as loud at night."
United States
Lia
The price is NZ$340
includes taxes & fees
26 July - 27 July
FOUND Hotels, Chicago, Series by Marriott

Freehand Chicago

Freehand Chicago
4.0 star property
River North, 2.4 km from Old Town Chicago
7.8 out of 10, Good, (3,172 reviews)
"It was very nice and staff were nice as well."
United States
Charles
The price is NZ$306
includes taxes & fees
10 Aug - 11 Aug
Freehand 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, (1,727 reviews)
"Nice place to stay"
Australia
Anna
The price is NZ$318
includes taxes & fees
27 July - 28 July
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
7.6 out of 10, Good, (2,687 reviews)
"My stay was great! Staff was friendly and helpful."
United States
Danny
The price is NZ$321
includes taxes & fees
10 Aug - 11 Aug
Travelodge by Wyndham Downtown Chicago

The Wade

The Wade
4.5 star property
Streeterville, 2.8 km from Old Town Chicago
8.6 out of 10, Excellent, (1,911 reviews)
"Everything is great, valet parking great!,easy access to the shores, food many options available."
United States
Hector
The price is NZ$513
includes taxes & fees
6 Aug - 7 Aug
The Wade

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, (2,282 reviews)
"Wonderful stay"
United States
Taylor
The price is NZ$387
includes taxes & fees
9 Aug - 10 Aug
Silversmith Hotel Chicago Downtown

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, (10,218 reviews)
"Great stay!"
United States
Daniel
The price is NZ$390
includes taxes & fees
10 Aug - 11 Aug
Congress Plaza 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, (2,513 reviews)
"Beautiful place to stay."
United States
Charles Otto
The price is NZ$597
includes taxes & fees
9 Aug - 10 Aug
Palmer House a Hilton Hotel

Best Western Grant Park Hotel

Best Western Grant Park Hotel
2.5 star property
The Loop, 4.9 km from Old Town Chicago
8.2 out of 10, Very good, (2,742 reviews)
"Nice place to stay at"
United States
Tammy
The price is NZ$296
includes taxes & fees
9 Aug - 10 Aug
Best Western Grant Park 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, (3,791 reviews)
"Location was fantastic. Great breakfast."
United States
Sucharitha
The price is NZ$495
includes taxes & fees
6 Aug - 7 Aug
LondonHouse Chicago, Curio Collection by Hilton

The Buckingham Hotel

The Buckingham Hotel
3.5 star property
The Loop, 4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1,008 reviews)
"Staff was very helpful and room was clean and ready upon arrival."
United States
Christopher
The price is NZ$360
includes taxes & fees
19 July - 20 July
The Buckingham Hotel

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, (3,720 reviews)
"Nice place great staff and a great location"
United States
Byron
The price is NZ$375
includes taxes & fees
10 Aug - 11 Aug
Eurostars Magnificent Mile

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 2.2 km from Old Town Chicago
8.6 out of 10, Excellent, (3,029 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is NZ$349
includes taxes & fees
9 Aug - 10 Aug
Warwick Allerton - 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, (1,276 reviews)
"Comfortable hotel in a good location. Lots of public transportation close."
United States
Dean
The price is NZ$378
includes taxes & fees
9 Aug - 10 Aug
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
3.2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3,459 reviews)
"Great stay"
United States
Scott
The price is NZ$487
includes taxes & fees
26 July - 27 July
Swissotel - Chicago

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, (2,081 reviews)
"My three kids and me enjoyed staying at Hilton Garden Inn for the Holiday weekend."
United States
Jodi
The price is NZ$361
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Chicago Downtown South Loop

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, (1,139 reviews)
"Beautiful historic building; dog friendly!"
United States
Zoe
The price is NZ$481
includes taxes & fees
9 Aug - 10 Aug
Staypineapple, An Iconic Hotel, The 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.

Our guide on 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

An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

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

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Find out more about Old Town Chicago

Top reasons to visit Old Town Chicago

  • Historic Charm: Explore Old Town’s rich history through its beautifully preserved architecture and vibrant streets.
  • Family-Friendly Activities: Enjoy a variety of attractions like skating rinks and engaging walking tours suitable for all ages.
  • Cultural Experiences: Visit the Chicago History Museum and immerse yourself in local culture and heritage.
  • Thriving Theatre Scene: Experience live performances at numerous entertainment venues throughout the neighbourhood.
  • Diverse Accommodations: Choose from a range of stylish hotels, charming townhouses, and unique hostels to suit your needs.

Find great hotels near Old Town Chicago

Discover a diverse array of accommodation options in Old Town Chicago, catering to every traveller’s needs. Whether you’re seeking a pet-friendly hotel, a charming townhouse, or a unique hostel experience, this vibrant neighbourhood has it all. Enjoy stylish cottages and modern apartments while being close to shopping and local attractions, making your Chicago getaway truly unforgettable.

  • LondonHouse Chicago, Curio Collection by Hilton: This 4.5-star hotel offers a luxurious retreat just 3.2km from Old Town Chicago. With a distinctly spa-themed experience, LondonHouse Chicago is ideal for those seeking relaxation and indulgence. Guests can enjoy an array of spa services, including Hot Stone and Sports massages, alongside a full-service pool area. The hotel is situated in a vibrant shopping district, making it convenient for guests who wish to explore local boutiques and attractions while enjoying a sophisticated atmosphere.
  • The Whitehall Hotel, BW Premier Collection: Located 1.6km from Old Town Chicago, The Whitehall Hotel exudes a boutique vibe, perfect for business travellers and pet owners alike. With a guest rating of 8.4, this 4-star property features uniquely designed decor that reflects artistic influences. The hotel is pet-friendly with specific policies, ensuring a welcoming environment for furry companions. The combination of functionality and charm makes it a suitable choice for those looking to blend work and leisure in a distinctive setting.
  • Warwick Allerton - Chicago: This 4-star hotel, only 1.6km from Old Town Chicago, is tailored for families and shoppers seeking a comfortable stay. Warwick Allerton offers various amenities for children, including babysitting services and complimentary cribs, ensuring a family-friendly atmosphere. Nestled in the shopping district, it provides easy access to local shops and attractions, making it an excellent base for families looking to explore the city while enjoying a warm and welcoming environment.

Where to stay near Old Town Chicago

Old Town Chicago offers a vibrant mix of history and modern charm, perfect for families and outdoor enthusiasts. Stroll through its historic streets, soak in the friendly atmosphere, and explore nearby attractions in downtown Chicago. Enjoy the blend of urban scenery and family-friendly vibes that make this neighbourhood a delightful base for your adventures. From the rich history of Old Town to the bustling energy of the Chicago area, you'll find plenty to explore and experience.

  • Chicago: As a vibrant metropolis, Chicago is the heart of the Windy City, with Old Town nestled within its bustling confines. This city is characterised by a rich tapestry of culture, architecture, and a dynamic urban landscape. Visitors flock here year-round, with peak seasons spanning from June to August, drawn by family-friendly activities, outdoor adventures, and a plethora of city-themed experiences. Explore iconic landmarks such as the Millennium Park and the renowned Art Institute of Chicago, while enjoying shopping at the historic State Street. Chicago's diverse neighbourhoods provide a unique glimpse into its local life, making it a must-visit destination.
  • Downtown Chicago: Located a mere 3.2km from Old Town Chicago, Downtown is the city’s bustling hub, known for its impressive skyline and vibrant atmosphere. Like its surrounding areas, Downtown Chicago welcomes travellers throughout the year, with peak visitation during the summer months. This lively neighbourhood features a wealth of attractions, including the famous Chicago Riverwalk and the Willis Tower. Families and outdoor enthusiasts will appreciate the proximity to parks such as Grant Park, while shopping enthusiasts can indulge in the high-end boutiques and department stores. The diverse dining scene here also makes it a fantastic place to experience Chicago's culinary delights.
  • Magnificent Mile: Just 1.6km from Old Town Chicago, the Magnificent Mile is a must-see for any visitor. This premier shopping district is renowned for its upscale shops, dining, and iconic landmarks. The area draws visitors year-round, particularly peaking in March to April and July, as families and city explorers seek out its vibrant atmosphere. Highlights include the historic Water Tower and the Chicago River, providing picturesque views and excellent photo opportunities. With its array of educational attractions and entertainment facilities, the Magnificent Mile offers an unforgettable experience, blending leisure with culture in the heart of the city.

Things to do in Old Town Chicago

Shopping

Discover Old Town Chicago’s North Avenue and Wells Street, where charming boutiques and unique shops offer a variety of gifts and souvenirs. Nearby, the Old Town Merchants and Artists Association showcases local artisans, making it a delightful stroll for shoppers seeking one-of-a-kind treasures.

Recreation

In Old Town Chicago, the Spa at the Talbott Hotel offers rejuvenating treatments in a tranquil environment, ideal for relaxation. Nearby, the Lincoln Park Conservatory provides a peaceful retreat with its lush greenery, making it a lovely spot for leisurely strolls and mindfulness amidst nature.

Adventure

Explore the Lincoln Park Zoo, home to a variety of animals and beautiful gardens, perfect for a leisurely stroll. For a taste of local culture, visit the Old Town Art Fair, showcasing stunning artwork and live music. Don't miss the chance to enjoy outdoor dining at the many nearby cafes.

Nightlife

Explore the vibrant nightlife in Old Town Chicago. Start at The Second City for some laughs with improv comedy, then head to the nearby Lincoln Hall for live music. For a laid-back drink, visit the famous Old Town Ale House and soak in the local atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Old Town Chicago

Old Town Chicago is perfect for family and city-themed holidays, offering attractions like stunning skyscrapers, urban parks, and vibrant streets. Visitors can immerse themselves in the local culture by exploring the historic charm of the area, the Chicago River, and the Chicago History Museum. Discovering Old Town Chicago promises a delightful experience for those seeking both family fun and cultural insights.

  • Michigan Avenue: Known as the Magnificent Mile, this bustling street features an array of shops, restaurants, and iconic buildings, offering a vibrant city atmosphere. Stroll along and soak in the urban energy while enjoying views of the Chicago River.
  • Navy Pier: This lively jetty offers stunning waterfront views, cultural attractions, and family-friendly activities. Enjoy a leisurely walk along the pier, dine at diverse eateries, or take a ride on the Ferris wheel for a unique perspective of the Chicago skyline.
  • Millennium Park: A beautifully designed urban park that features stunning art installations, gardens, and open spaces. It’s a great spot for families to relax, enjoy outdoor concerts, or take photos with the famous Cloud Gate sculpture.

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

Flying into Old Town Chicago is convenient with three major airports. Chicago O'Hare International Airport (ORD) is 22.5km away, with nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both 3.2km from the airport. Midway International Airport (MDW) is located 16.1km from Old Town, offering luxurious options such as the 5-star Trump International Hotel & Tower and Nobu Hotel, both around 8-14.5km away. For those considering Milwaukee's General Mitchell International Airport (MKE), it is 117.5km distant, with top hotels like Potawatomi Hotel & Casino nearby. Each airport provides accessible transport options to Old Town Chicago.

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 42 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.

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