Find hotels in Old Town Chicago, Chicago from AED 328

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Discover 4,587 Old Town Chicago hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Hotel Lincoln
4.0 star property
7.8 out of 10, Good, (1041)
"Great location and friendly staff!"
United States
Evan
The price is AED 496
AED 647 total
includes taxes & fees
23 Nov - 24 Nov
Hotel Lincoln
The Sono Chicago
3.5 star property
10.0 out of 10, Exceptional, (479)
"Loved the shared kitchen access! "
United States
Jennifer M
The price is AED 555
AED 652 total
includes taxes & fees
3 Nov - 4 Nov
The Sono Chicago
Eurostars Magnificent Mile
4.0 star property
9.0 out of 10, Wonderful, (3077)
"Excellent stay, close to everything and the staff was super nice "
United States
Kieata
The price is AED 397
AED 466 total
includes taxes & fees
27 Nov - 28 Nov
Eurostars Magnificent Mile
River Hotel
4.0 star property
8.8 out of 10, Excellent, (4762)
"Great area at a good price. "
United States
Laura
The price is AED 384
AED 451 total
includes taxes & fees
11 Nov - 12 Nov
River Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
8.8 out of 10, Excellent, (2115)
"Great stay "
United States
Melinda
The price is AED 379
AED 445 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton Chicago - Magnificent Mile
citizenM Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (4016)
"Great place to stay. "
United States
sherry
The price is AED 403
AED 473 total
includes taxes & fees
30 Oct - 31 Oct
citizenM Chicago Downtown
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4 out of 10, Exceptional, (2229)
"Rooms were clean with a great view of the lake and the city "
United States
Nathan
The price is AED 358
AED 545 total
includes taxes & fees
25 Nov - 26 Nov
Sable at Navy Pier Chicago, Curio Collection by Hilton
Aloft Chicago Mag Mile
3.0 star property
8.6 out of 10, Excellent, (2877)
"Had a great stay!"
United States
Josh
The price is AED 397
AED 466 total
includes taxes & fees
23 Nov - 24 Nov
Aloft Chicago Mag Mile
Hilton Chicago/Magnificent Mile Suites
3.5 star property
9.0 out of 10, Wonderful, (3194)
"Overall it was a great place to stay."
United States
Edward
The price is AED 403
AED 473 total
includes taxes & fees
16 Nov - 17 Nov
Hilton Chicago/Magnificent Mile Suites
Freehand Chicago
4.0 star property
8.0 out of 10, Very Good, (2534)
"Very accessible location and amazing staff. "
United States
Fatima
The price is AED 250
AED 358 total
includes taxes & fees
12 Nov - 13 Nov
Freehand Chicago
Congress Plaza Hotel
3.5 star property
8.0 out of 10, Very Good, (9616)
"Area is great and walkable distance to touring areas. "
United States
Alejandro
The price is AED 625
AED 733 total
includes taxes & fees
2 Nov - 3 Nov
Congress Plaza Hotel
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (2269)
"Staff was wonderful, property was clean and welcoming. Great amenities for families and great location."
United States
Stephen
The price is AED 417
AED 597 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Chicago
Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
8.4 out of 10, Very Good, (4121)
"This hotel had a great location to shopping and several enjoyable restaurants."
United States
laura
The price is AED 425
AED 498 total
includes taxes & fees
25 Nov - 26 Nov
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Hotel Riu Plaza Chicago
4.0 star property
9.4 out of 10, Exceptional, (2678)
"Great place to stay "
United States
Larry William
The price is AED 395
AED 567 total
includes taxes & fees
25 Nov - 26 Nov
Hotel Riu Plaza Chicago
FOUND Hotel Chicago River North
2.0 star property
8.2 out of 10, Very Good, (292)
"Perfect location! Tons of restaurants and shopping nearby! "
United States
MaryJane
The price is AED 279
AED 328 total
includes taxes & fees
10 Nov - 11 Nov
FOUND Hotel Chicago River North
Best Western River North Hotel
2.5 star property
7.8 out of 10, Good, (1004)
"Great stay"
Australia
Bart
The price is AED 372
AED 436 total
includes taxes & fees
9 Nov - 10 Nov
Best Western River North Hotel
Crowne Plaza Chicago West Loop by IHG
3.5 star property
9.0 out of 10, Wonderful, (1632)
"Staff was friendly upon check in and the premise was very clean."
United States
Kelan
The price is AED 375
AED 440 total
includes taxes & fees
26 Nov - 27 Nov
Crowne Plaza Chicago West Loop by IHG
Hyatt Centric The Loop Chicago
4.0 star property
9.0 out of 10, Wonderful, (2222)
"Beautiful hotel "
United States
Abigail
The price is AED 454
AED 533 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Centric The Loop Chicago
Silversmith Hotel Chicago Downtown
4.0 star property
9.4 out of 10, Exceptional, (2026)
"Great place to stay "
United States
Cheryl
Silversmith Hotel Chicago Downtown
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.4 out of 10, Exceptional, (3355)
"Beautiful hotel! "
United States
Dianna
The price is AED 578
AED 678 total
includes taxes & fees
24 Nov - 25 Nov
LondonHouse Chicago, Curio Collection by Hilton
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

Known for its fascinating museums, stunning river views, and gorgeous architecture, there's plenty to explore in Downtown Chicago. Top attractions like Michigan Avenue and Navy Pier are major draws. Catch the metro at State Station or Clark-Lake Station to see more of the city.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top Old Town Chicago Hotel Reviews

Find out more about Old Town Chicago

Top reasons to visit Old Town Chicago

  • Vibrant Atmosphere: Old Town Chicago is known for its lively environment filled with theater performances, live music, and bustling streets.
  • Historic Attractions: Explore iconic landmarks like the historic Chicago Theatre and stunning architecture throughout the neighborhood.
  • Family-Friendly Activities: Enjoy a variety of outdoor adventures and attractions suitable for all ages.
  • Diverse Dining and Shopping: Savor delicious dining options and browse trendy boutiques that reflect the local culture.
  • Comfortable Accommodations: Choose from a range of hotels and apartments that combine convenience with local charm.

Find great hotels near Old Town Chicago

Discover a variety of hotel accommodations in the charming Old Town Chicago, where comfort meets convenience. Whether you’re seeking pet-friendly options, business travel amenities, or a delightful shopping experience, you'll find the perfect place to unwind. From top-rated hotels to cozy apartments, Old Town offers an array of choices to suit every traveler's needs. Enjoy your stay in one of Chicago's most vibrant neighborhoods, where each hotel provides a unique blend of hospitality and local charm.

  • The Whitehall Hotel, BW Premier Collection: A charming 4-star hotel that emphasizes a welcoming atmosphere for all travelers, including those in the LGBTQIA community. Situated 1.6km from Old Town Chicago, The Whitehall Hotel blends classic elegance with modern amenities. It caters to business travelers and leisure guests alike, offering pet-friendly accommodations that allow certain pets onsite. The hotel’s unique affiliation with LGBTQI travel guides ensures an inclusive experience. With a focus on comfort and accessibility, this hotel is an excellent choice for anyone seeking a friendly and accommodating stay.
  • LondonHouse Chicago, Curio Collection by Hilton: This luxurious 4.5-star hotel is located 3.2km from Old Town Chicago, making it a prime spot for those who enjoy shopping and relaxation. LondonHouse Chicago features a full-service spa that offers an array of treatments, including deep tissue massages and body wraps, ensuring guests are pampered during their stay. The property boasts stunning views of the city skyline and is situated in a vibrant shopping district, perfect for those looking to indulge in retail therapy after a day of sightseeing. The perfect blend of luxury and convenience awaits at this upscale hotel.
  • Warwick Allerton - Chicago: A family-friendly 4-star hotel located 1.6km from Old Town Chicago, Warwick Allerton offers a warm atmosphere for travelers of all ages. Nestled in the shopping district, it provides a range of amenities suitable for children, including complimentary cribs and childcare services. Families will appreciate the hotel’s focus on comfort and accessibility, ensuring that everyone has a memorable experience. With its strategic location and family-oriented services, this hotel is an ideal choice for those traveling with children.

Where to stay near Old Town Chicago

Old Town Chicago offers a vibrant mix of family-friendly activities and urban charm, making it an ideal destination for your vacation. Explore the historic architecture, trendy boutiques, and delicious dining options that reflect the city's lively atmosphere. Nearby, Downtown Chicago beckons with its stunning skyline and bustling business scene, ensuring a dynamic experience for every traveler. Enjoy the friendly vibes and beautiful scenery that this iconic neighborhood and its surroundings have to offer.

  • Chicago: As the heart of Illinois and a vibrant metropolis, Chicago is a destination that offers a rich tapestry of experiences. Old Town Chicago, nestled within this dynamic city, attracts visitors year-round, with peak travel during the warm summer months. Here, you can enjoy a family-friendly atmosphere, outdoor activities, and a city-themed experience. Explore iconic venues for shopping, entertainment, and theater, while local landmarks like sports stadiums and urban parks are within easy reach, making Chicago a must-visit for any traveler.
  • Downtown Chicago: Located a mere 3.2km from Old Town, Downtown Chicago is a bustling neighborhood that perfectly encapsulates the city's energy. This area sees consistent traveler numbers throughout the year, with a summer peak that draws families and outdoor enthusiasts alike. Downtown offers a plethora of shopping options, entertainment arenas, and theaters. Visitors can explore local landmarks, including tourist precincts and urban parks, creating a well-rounded urban experience that showcases the best of Chicago.
  • Magnificent Mile: Just 1.6km away from Old Town Chicago, the Magnificent Mile is a premier shopping and dining destination that attracts visitors for its vibrant atmosphere. This neighborhood experiences a slight peak in travel during the spring and summer months. Ideal for families and outdoor lovers, the Magnificent Mile boasts an array of shopping areas, educational sites, and entertainment facilities. Nearby attractions include tourist precincts, sports stadiums, and the picturesque jetty pier, ensuring a memorable experience in one of Chicago's most iconic locales.

Things to do in and around Old Town Chicago

Old Town Chicago is an ideal destination for family-friendly outdoor adventures and city-themed vacations. Visitors can enjoy a vibrant atmosphere filled with theater performances, live music concerts, and a variety of shopping options. With its charming shopping attractions and memorable experiences, Old Town ensures a delightful stay for tourists looking to explore the best of Chicago.

Shopping

In Old Town Chicago, enjoy shopping at 900 North Michigan Shops, just 1.6km away, featuring entertainment and family-friendly vibes. Also nearby is Chicago Place Mall, offering a vibrant city atmosphere. Don’t miss the Harry Potter Shop Chicago, a must-visit for fans and families alike, also one mile away.

Recreation

Catch a game at Wrigley Field, just a short distance from Old Town, immersing yourself in the lively sports atmosphere. Enjoy live music at House of Blues Chicago for a vibrant entertainment experience, or laugh out loud at Second City, where comedy meets family-friendly fun right in the heart of Old Town.

Adventure

Explore the Salt Creek Trail, a scenic hiking path located 19.3km from Old Town Chicago, perfect for outdoor enthusiasts. For family fun, visit Rainbow Falls Waterpark, situated 30.6km away, offering thrilling water attractions and entertainment for all ages.

Nightlife

Experience the vibrant nightlife of Old Town Chicago with a visit to the iconic Chicago Theatre for live performances. For a lively pub atmosphere, enjoy drinks and games at Dave & Buster's. Don’t miss the energetic vibe at Kingston Mines, a celebrated nightclub showcasing great music and dancing.

*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 trip to Old Town Chicago, consider visiting during the off-peak months of December to February, when hotel prices are lower. Book your stay on a Monday to take advantage of the cheapest rates. Utilize Expedia’s search tool to find eco-friendly hotels and compare prices by filtering from lowest to highest. For additional savings, consider package deals that combine your hotel, flights, and activities. Explore free attractions in the area, and use public transport to navigate the city affordably.

  • 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: Utilize Expedia’s search tool to customize your options based on your budget, desired location, and the type of hotel you prefer. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply 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 deal.

Find the best attractions near Old Town Chicago

Old Town Chicago is perfect for family-friendly, outdoor city vacations, offering a mix of culture and urban experiences. Visitors can explore iconic skyscrapers, relax in urban parks, and stroll through vibrant streets. Nearby attractions include the historic Chicago Theatre, adding to the area's charm. Whether you're interested in the rich history of Old Town or seeking family activities, there's something for everyone in this lively neighborhood.

  • Michigan Avenue: Known as the Magnificent Mile, Michigan Avenue is a vibrant street lined with upscale shops, restaurants, and historic landmarks. Experience the bustling city atmosphere while enjoying the stunning architecture that defines Chicago.
  • Navy Pier: A lively hub of entertainment, Navy Pier features scenic views of Lake Michigan, a Ferris wheel, and various dining options. It's a perfect spot for families to enjoy outdoor activities and for visitors to soak in the urban charm.
  • Millennium Park: This urban oasis is famous for its iconic Cloud Gate sculpture (The Bean) and beautiful gardens. It's an ideal place for families to relax, enjoy outdoor concerts, and explore art installations in a vibrant city setting.

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.

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

When visiting Old Town Chicago, you can fly into two major airports. Chicago O'Hare International Airport (ORD) is located 22.5km away and offers several nearby hotels, including the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both just 3.2km from the airport. Alternatively, Chicago Midway International Airport (MDW) is 16.1km away, with luxurious options like The Langham, Chicago and Nobu Hotel Chicago, both 8-14.5km from the airport. For those flying into Chicago Executive Airport (PWK), located 114.5km away, the 4.5-star Deer Path Inn and Hilton Chicago/Northbrook are excellent choices, just 1-16.1km from the airport.

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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.
How many hotels will I find in the Old Town Chicago area?
Expedia has 51 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.
Where can I learn more about changing or cancelling my trip to Old Town Chicago?
To access more information about rescheduling or cancelling your trip to Old Town Chicago, go to https://www.expedia.com/service/.
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.