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

Search 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

Hotel Lincoln

Hotel Lincoln
4.0 star property
Old Town Chicago
7.8 out of 10, Good, (1,146 reviews)
"Love the location- across Lincoln Park, close to the lake"
United States
Dyzzy
The price is Rp2.987.985
Rp3.977.886 total
includes taxes & fees
27 Jul - 28 Jul
Hotel Lincoln

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 Rp3.513.146
Rp4.124.144 total
includes taxes & fees
28 Jul - 29 Jul
The Sono Chicago

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago
4.0 star property
19.8 km from Old Town Chicago
8.8 out of 10, Excellent, (2,840 reviews)
"Excellent hotel!"
United States
Melissa
The price is Rp3.060.421
Rp3.488.337 total
includes taxes & fees
3 Aug - 4 Aug
Hyatt Regency O'Hare Chicago

Carleton of Oak Park

Carleton of Oak Park
3.0 star property
13.8 km from Old Town Chicago
9.2 out of 10, Wonderful, (1,079 reviews)
"It is lovely place to stay."
United States
Barbara
The price is Rp2.216.542
Rp2.459.927 total
includes taxes & fees
21 Jul - 22 Jul
Carleton of Oak 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, (1,747 reviews)
"Nice place to stay"
Australia
Anna
The price is Rp2.968.065
Rp3.528.732 total
includes taxes & fees
27 Jul - 28 Jul
The Chicago Hotel Collection Ambassador Gold Coast

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, (2,603 reviews)
"View was beautiful, accommodations were excellent."
United States
Julie
The price is Rp4.540.276
Rp6.020.815 total
includes taxes & fees
9 Aug - 10 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

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, (2,707 reviews)
"Excellent hotel and services"
United Kingdom
Marobe
The price is Rp2.966.254
Rp3.526.579 total
includes taxes & fees
10 Aug - 11 Aug
Travelodge by Wyndham Downtown 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, (4,700 reviews)
"The property was amazing including the buffet breakfast."
United States
Gary
The price is Rp3.784.909
Rp5.015.986 total
includes taxes & fees
9 Aug - 10 Aug
Hotel Riu Plaza Chicago

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
4.5 star property
1.7 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,564 reviews)
"Great room and perfect location near the Mag Mile"
United States
Robert
The price is Rp5.199.094
Rp6.719.585 total
includes taxes & fees
9 Aug - 10 Aug
Sofitel Chicago Magnificent Mile

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, (2,099 reviews)
"Overall it was a nice place to stay"
United States
Nathaniel
The price is Rp3.293.611
Rp3.915.589 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Chicago Downtown South Loop

Hilton Chicago

Hilton Chicago
4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2,966 reviews)
"The hotel was BEAUTIFUL-great location. The staff was very friendly and helpful."
United States
Nicole M
The price is Rp4.736.952
Rp6.163.261 total
includes taxes & fees
6 Aug - 7 Aug
Hilton 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, (2,937 reviews)
"Clean room, great staff and breakfast."
United States
Ahmed
The price is Rp3.532.791
Rp4.730.341 total
includes taxes & fees
11 Aug - 12 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent 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, (10,260 reviews)
"We’ve stayed there twice and probably will again."
United States
Ashley
The price is Rp3.422.601
Rp4.069.131 total
includes taxes & fees
10 Aug - 11 Aug
Congress Plaza Hotel

La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
The Loop, 3.3 km from Old Town Chicago
8.6 out of 10, Excellent, (2,854 reviews)
"The breakfast was really good, all employees were excellent, location is really good too."
United States
Genesis
The price is Rp3.349.251
Rp4.304.024 total
includes taxes & fees
9 Aug - 10 Aug
La Quinta Inn & Suites by Wyndham Chicago Downtown

Homewood Suites by Hilton Chicago Downtown South Loop

Homewood Suites by Hilton Chicago Downtown South Loop
3.0 star property
The Loop, 4.8 km from Old Town Chicago
8.8 out of 10, Excellent, (2,403 reviews)
"Great stay"
United Kingdom
jayne
The price is Rp3.307.340
Rp3.932.096 total
includes taxes & fees
9 Aug - 10 Aug
Homewood Suites by Hilton Chicago Downtown South Loop

Arlo Chicago

Arlo Chicago
4.0 star property
Theatre District, 3.2 km from Old Town Chicago
9.4 out of 10, Exceptional, (2,194 reviews)
"Great stay"
United States
Shamso
The price is Rp3.897.057
Rp5.202.195 total
includes taxes & fees
9 Aug - 10 Aug
Arlo Chicago

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, (1,723 reviews)
"Nice hotel and convenient location to so many places."
United States
Leigh Lynne
The price is Rp4.871.321
Rp6.437.461 total
includes taxes & fees
9 Aug - 10 Aug
Sheraton Grand Chicago Riverwalk

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Streeterville, 2.2 km from Old Town Chicago
8.6 out of 10, Excellent, (3,033 reviews)
"Great location, historic charm, friendly and helpful staff."
United States
Peter Anthony
The price is Rp2.830.569
Rp3.896.760 total
includes taxes & fees
10 Aug - 11 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, (1,280 reviews)
"Comfortable hotel in a good location. Lots of public transportation close."
United States
Dean
The price is Rp3.317.569
Rp3.944.258 total
includes taxes & fees
9 Aug - 10 Aug
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
3.0 star property
Streeterville, 2 km from Old Town Chicago
8.6 out of 10, Excellent, (2,558 reviews)
"This is a great hotel staff was amazing"
United States
Christine
The price is Rp3.346.543
Rp3.978.707 total
includes taxes & fees
10 Aug - 11 Aug
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
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

Shopaholics need look no further this glittering street packed with boutique and luxury shops, famous department stores and cafes.

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 features picturesque streets and a rich history, making it a delightful area to explore.
  • Cultural Attractions: Visit the Chicago History Museum and enjoy diverse theatre performances that showcase local talent.
  • Outdoor Activities: Engage in ice skating and scenic walking tours, perfect for families and outdoor enthusiasts.
  • Shopping and Dining: Discover charming boutiques and a variety of eateries that reflect the vibrant local culture.
  • Convenient Location: Old Town serves as an ideal base for exploring nearby downtown attractions and urban parks.

Find great hotels near Old Town Chicago

Discover a delightful array of accommodation options in Old Town Chicago, perfect for every type of traveller. From charming town homes to stylish cottages and welcoming hotels, you'll find a variety of choices that cater to pet-friendly needs and business travelers alike. Whether you're seeking a shopping getaway or a rustic hostel experience, Old Town offers an inviting atmosphere for a memorable stay.

  • LondonHouse Chicago, Curio Collection by Hilton: This 4.5-star hotel blends luxury with a spa-themed experience, offering a retreat for those seeking relaxation amidst a vibrant shopping district. With a commendable guest rating of 9.4, the hotel features an extensive spa service, including hot stone massages and hydrotherapy treatments. Additionally, guests can unwind at the pool or indulge in manicures and pedicures. Its proximity to Old Town Chicago—merely 3km away—makes it an attractive option for discerning travellers looking to immerse themselves in both leisure and luxury.
  • The Whitehall Hotel, BW Premier Collection: This boutique-style 4-star hotel, rated at 8.4, is situated just 2km from Old Town Chicago. The Whitehall Hotel stands out for its uniquely designed interiors that showcase artistic decor and thoughtful touches. Ideal for business travellers and shopping enthusiasts alike, the hotel is located in a bustling shopping district. Guests can appreciate the blend of comfort and style, making it an excellent choice for those who value aesthetic experiences during their stay.
  • Warwick Allerton - Chicago: A family-friendly 4-star hotel with an 8.6 guest rating, Warwick Allerton is just 2km from Old Town Chicago. This hotel is well-suited for families, providing amenities tailored for children, such as complimentary cribs and breakfast options. Its location in a lively shopping area allows easy access to local attractions, while ensuring that families feel welcome and accommodated throughout their stay. The hotel’s attentive services and amenities make it a practical choice for family vacations.

Where to stay near Old Town Chicago

Old Town Chicago is a vibrant neighbourhood that offers a delightful mix of family-friendly activities and urban charm. Visitors can explore its historic streets, enjoy scenic parks, and indulge in the lively atmosphere filled with friendly locals. Just a stone's throw away, the downtown area provides additional attractions, making it an ideal base for your Chicago adventure. Experience the rich culture and warm hospitality that this iconic neighbourhood has to offer.

  • Chicago: As a vibrant metropolis, Chicago offers a rich blend of culture, history, and modern attractions. Old Town Chicago, nestled within this bustling city, provides an array of family-friendly activities, outdoor adventures, and urban experiences. The city sees a steady influx of tourists year-round, with peak visitation from June to August. Visitors can enjoy shopping in various districts, catch a show at a local theatre, or explore iconic landmarks like sports stadiums and urban parks, making it an ideal destination for diverse interests.
  • Downtown Chicago: Located a mere 3km from Old Town, Downtown Chicago is a thriving neighbourhood that buzzes with energy. Like the rest of the city, it attracts visitors throughout the year, with a seasonal spike in the summer months. Families and outdoor enthusiasts flock here for its expansive shopping areas and entertainment hubs, including theatres and sports arenas. The proximity to major tourist precincts and lush urban parks provides ample opportunities for exploration, ensuring that visitors can experience the best of Chicago’s urban lifestyle.
  • Magnificent Mile: Just 2km away from Old Town, the Magnificent Mile is a renowned shopping and dining district that captivates visitors with its charm. This neighbourhood enjoys a consistent flow of tourists, peaking in March to April and July. Families and city explorers alike will find a plethora of activities, from high-end shopping to educational experiences. With its close proximity to major attractions, sports facilities, and beautiful urban parks, the Magnificent Mile offers a delightful blend of leisure and excitement, making it a must-visit during your stay.

Things to do in Old Town Chicago

Shopping

Discover Old Town Chicago’s vibrant shopping scene, featuring the charming boutiques along Wells Street, where you can find unique gifts and souvenirs. Nearby, the Old Town Artisan Market offers local crafts and artisanal products, perfect for those seeking a taste of Chicago’s creative spirit.

Recreation

Experience a rejuvenating session at The Langham's Chuan Spa, where traditional Chinese therapies meet modern luxury. Afterwards, unwind with a leisurely stroll through Lincoln Park, enjoying its lush greenery and tranquil atmosphere, ideal for reflection or light exercise amidst nature.

Adventure

Old Town Chicago offers an exciting blend of history and adventure. Explore the charming cobblestone streets, visit the Old Town Art Fair for local crafts, or embark on a ghost tour to uncover the area's haunted past. Enjoy vibrant nightlife with live music and unique dining experiences.

Nightlife

Explore the vibrant scene at The Second City, where you can enjoy improv comedy shows. For a lively atmosphere, visit Old Town Pour House for an extensive beer selection and bar bites. Don’t miss the soulful tunes at the House of Blues for an unforgettable night out.

*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

For a budget-friendly visit to Old Town Chicago, consider travelling between December and February when accommodation prices are lower. Mondays are typically the cheapest days to stay, while Saturdays are the most expensive. Use Expedia to find eco-certified hotels and arrange your stay with flights and activities for additional savings. Public transport is accessible and affordable, making it easy to explore the area. Lastly, remember to filter prices from lowest to highest to discover the best deals and avoid unnecessary booking fees.

  • 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: Utilise Expedia's search tool to refine your options based on your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To discover the most competitive prices and offers, arrange the price filter from lowest to highest.
  • 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 is ideal for family-friendly, outdoor, and city-themed holidays. Visitors can explore a variety of attractions, including skyscrapers, urban parks, and charming streets. Key points of interest include the Chicago River, the Chicago History Museum, and the chance to discover Old Town's historic charm. Whether seeking cultural experiences or family activities, Old Town Chicago offers a delightful blend of city attractions for all to enjoy.

  • Michigan Avenue: This bustling street is the heart of Chicago’s shopping and dining scene. Stroll along the Magnificent Mile, where you’ll encounter a mix of high-end boutiques, iconic architecture, and vibrant city life, offering a quintessential urban experience.
  • Navy Pier: A lively destination, Navy Pier features stunning waterfront views and a variety of attractions. Enjoy the scenic beauty while exploring parks, restaurants, and entertainment options, creating a welcoming atmosphere for visitors.
  • Millennium Park: This urban oasis is perfect for families and outdoor enthusiasts. With stunning art installations, expansive green spaces, and various events, it embodies the spirit of the city while providing a relaxed environment to unwind.

Best time to go to Old Town Chicago

The best time to visit Old Town Chicago is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 two major airports nearby. Chicago O'Hare International Airport (ORD) is situated approximately 23km away, offering excellent hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and the 4-star Hyatt Regency O'Hare, both just 3km from the airport. Chicago Midway International Airport (MDW) is around 16km from Old Town, with luxurious hotels like the 5-star Trump International Hotel & Tower and The Langham, Chicago, both 14km from the airport. For those considering Milwaukee's General Mitchell International Airport (MKE), located 117km away, nearby accommodations include the 4.5-star Potawatomi Hotel & Casino.

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.