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Find hotels in Old Town Chicago, Chicago from AED 325

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27 Aug - 28 Aug
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29 Aug - 31 Aug
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5 Sep - 7 Sep

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Discover 4,618 Old Town Chicago hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

The Sono Chicago
Private kitchen

The Sono Chicago

3.5 star property
10.0 out of 10, Exceptional, (470)
"Loved the shared kitchen access! "
The price is AED 688
AED 807 total
includes taxes & fees
2 Sep - 3 Sep
The Sono Chicago
Hotel Lincoln
City view from property

Hotel Lincoln

4.0 star property
7.8 out of 10, Good, (1009)
"Fantastic historic hotel. "
The price is AED 463
AED 608 total
includes taxes & fees
22 Sep - 23 Sep
Hotel Lincoln
Sable at Navy Pier Chicago, Curio Collection by Hilton
Terrace/patio

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
9.4 out of 10, Exceptional, (2100)
"Great place to stay!"
The price is AED 687
AED 913 total
includes taxes & fees
1 Sep - 2 Sep
Sable at Navy Pier Chicago, Curio Collection by Hilton
The Wade
1 bedroom, premium bedding, down comforters, pillowtop beds

The Wade

4.5 star property
8.2 out of 10, Very Good, (1227)
"Good location for all travelers "
The price is AED 613
AED 720 total
includes taxes & fees
22 Sep - 23 Sep
The Wade
Swissotel - Chicago
Reception

Swissotel - Chicago

4.5 star property
9.0 out of 10, Wonderful, (2673)
"Great location, clean hotel. We loved our stay, would highly recommend."
The price is AED 787
AED 1,031 total
includes taxes & fees
1 Sep - 2 Sep
Swissotel - Chicago
Loews Chicago Hotel
Exterior

Loews Chicago Hotel

4.5 star property
9.4 out of 10, Exceptional, (1530)
"Amazing place to stay in Chicago!"
The price is AED 790
AED 1,043 total
includes taxes & fees
2 Sep - 3 Sep
Loews Chicago Hotel
DoubleTree by Hilton Chicago - Magnificent Mile
Outdoor pool, sun loungers

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2016)
"Pool area and deck were great for the family, beds were comfortable, location is great."
The price is AED 526
AED 617 total
includes taxes & fees
3 Sep - 4 Sep
DoubleTree by Hilton Chicago - Magnificent Mile
Radisson Blu Aqua Hotel Chicago
Indoor pool, seasonal outdoor pool, free cabanas, sun loungers

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1648)
"Loved the stay,will be coming back "
The price is AED 740
AED 981 total
includes taxes & fees
2 Sep - 3 Sep
Radisson Blu Aqua Hotel Chicago
Fairmont Chicago at Millennium Park
Executive lounge

Fairmont Chicago at Millennium Park

4.5 star property
8.6 out of 10, Excellent, (1878)
"Great location, staff is lovely!"
The price is AED 988
AED 1,268 total
includes taxes & fees
21 Sep - 22 Sep
Fairmont Chicago at Millennium Park
Aloft Chicago Mag Mile
Meeting facility

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2806)
"Clean, helpful staff and in walking distance to most places we visited."
The price is AED 474
AED 556 total
includes taxes & fees
2 Sep - 3 Sep
Aloft Chicago Mag Mile
Ivy Boutique Hotel
Front of property

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1010)
"Great location and hotel "
The price is AED 531
AED 623 total
includes taxes & fees
3 Sep - 4 Sep
Ivy Boutique Hotel
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Lobby

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3.0 star property
8.4 out of 10, Very Good, (2093)
"We had a great stay!"
The price is AED 644
AED 755 total
includes taxes & fees
22 Sep - 23 Sep
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
Hyatt Regency Chicago
2 bars/lounges

Hyatt Regency Chicago

4.0 star property
9.2 out of 10, Wonderful, (3329)
"Great place to stay, nearby the main tourist attractions, very clean and great rooms! "
The price is AED 823
AED 1,074 total
includes taxes & fees
21 Sep - 22 Sep
Hyatt Regency Chicago
Hilton Chicago/Magnificent Mile Suites
Ballroom

Hilton Chicago/Magnificent Mile Suites

3.5 star property
8.8 out of 10, Excellent, (2714)
"Enjoyed my stay"
The price is AED 590
AED 693 total
includes taxes & fees
3 Sep - 4 Sep
Hilton Chicago/Magnificent Mile Suites
Millennium Knickerbocker Chicago
Lobby lounge

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1958)
"Great stay"
The price is AED 500
AED 673 total
includes taxes & fees
2 Sep - 3 Sep
Millennium Knickerbocker Chicago
Hyatt Centric Chicago Magnificent Mile
Room, 1 King Bed, Corner | Premium bedding, pillowtop beds, in-room safe, desk

Hyatt Centric Chicago Magnificent Mile

4.0 star property
9.0 out of 10, Wonderful, (1028)
"Great place to stay"
The price is AED 672
AED 897 total
includes taxes & fees
3 Sep - 4 Sep
Hyatt Centric Chicago Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
Rooftop terrace

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1196)
"Great location, nice room and roomy bathroom and good breakfast."
The Chicago Hotel Collection - Magnificent Mile
Hotel Saint Clair- Magnificent Mile
Restaurant

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very Good, (1700)
"Had a great stay! The area is very walkable and convenient!!"
Hotel Saint Clair- Magnificent Mile
Hotel Riu Plaza Chicago
Front of property

Hotel Riu Plaza Chicago

4.0 star property
9.4 out of 10, Exceptional, (2350)
"The best hotel, excellent breakfast, excellent location!!!"
The price is AED 520
AED 713 total
includes taxes & fees
2 Sep - 3 Sep
Hotel Riu Plaza Chicago
The Blackstone, Autograph Collection
Meeting facility

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1004)
"Loved it, definitely recommend this hotel "
The price is AED 804
AED 1,052 total
includes taxes & fees
1 Sep - 2 Sep
The Blackstone, Autograph Collection
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.
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Where to stay in Old Town Chicago

Find the best Old Town Chicago areas and neighborhoods for the activities you enjoy most.
Downtown Chicago showing a city

Downtown Chicago

4 out of top 10 points of interest in this area

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 - River North

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 - Downtown which includes a river or creek

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 showing railway items, street scenes and a city

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.

Chicago which includes modern architecture and a city

Lincoln Park

2 out of top 10 points of interest in this area

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

Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"I really enjoyed my stay here . The hotel is very historical and is known for hosting beautiful weddings, it’s huge , restaurants on property, and is very close to everything there is to see in downtown Chicago . Very close to the river walk , millennium park, coffee shops/breakfast, the loop , Taco Bell , primark , aquarium etccc love it there and would definitely come back another time !!! The city is such a vibe and lots of people walking the street even at 10:00 at night a lot of people out and about and it made me feel safe and not alone ! "
Miracle 3-night trip
Posted 2 days ago
Congress Plaza Hotel

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 52 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.