Find hotels in Old Town Chicago, Chicago from ¥13,940

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Discover 4,719 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
Old Town Chicago
7.8 out of 10, Good, (1057)
"Great "
United States
Lillian
The price is ¥13,818
¥18,952 total
includes taxes & fees
Dec 14 - Dec 15
Hotel Lincoln

The Sono Chicago

3.5 star property
Old Town Chicago
10.0 out of 10, Exceptional, (483)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
The price is ¥20,477
¥24,037 total
includes taxes & fees
Dec 10 - Dec 11
The Sono Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
Streeterville, 2.6 km from Old Town Chicago
8.8 out of 10, Excellent, (2175)
"Great stay "
United States
Melinda
The price is ¥13,866
¥16,278 total
includes taxes & fees
Dec 21 - Dec 22
DoubleTree by Hilton Chicago - Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
River North, 2.1 km from Old Town Chicago
9.0 out of 10, Wonderful, (3134)
"Amazing and will be staying again!"
United States
Angie
The price is ¥13,403
¥15,735 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Eurostars Magnificent Mile

River Hotel

4.0 star property
The Loop, 2.9 km from Old Town Chicago
8.8 out of 10, Excellent, (4840)
"Location of the Hotel is very nice and the hotel is very clean."
United States
Khaing
The price is ¥11,974
¥14,056 total
includes taxes & fees
Jan 5 - Jan 6, 2026
River Hotel

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Streeterville, 2 km from Old Town Chicago
9.0 out of 10, Wonderful, (3432)
"Great hotel located in nice area."
United States
Robert
The price is ¥16,282
¥19,114 total
includes taxes & fees
Dec 14 - Dec 15
Hilton Chicago/Magnificent Mile Suites

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, (2254)
"Perfect environment and location"
China
YIWEI
The price is ¥14,120
¥21,858 total
includes taxes & fees
Dec 23 - Dec 24
Sable at Navy Pier Chicago, Curio Collection by Hilton

citizenM Chicago Downtown

4.0 star property
Theatre District, 3 km from Old Town Chicago
9.4 out of 10, Exceptional, (4081)
"I enjoyed my stay with this hotel and would stay here again"
United States
Kim Leticia Terrelle
The price is ¥16,594
¥19,481 total
includes taxes & fees
Jan 3 - Jan 4, 2026
citizenM Chicago Downtown

Aloft Chicago Mag Mile

3.0 star property
Streeterville, 2.5 km from Old Town Chicago
8.6 out of 10, Excellent, (2944)
"Great location and great staff!!"
United States
lynne
The price is ¥13,957
¥16,384 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Aloft Chicago Mag Mile

Hilton Chicago

4.0 star property
The Loop, 4.5 km from Old Town Chicago
8.4 out of 10, Very Good, (2343)
"We had a great stay and will be back again."
United States
Amber
The price is ¥17,676
¥25,303 total
includes taxes & fees
Dec 28 - Dec 29
Hilton Chicago

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
River North, 2.4 km from Old Town Chicago
8.4 out of 10, Very Good, (4215)
"Great location. "
United States
Rodger
The price is ¥12,721
¥14,934 total
includes taxes & fees
Dec 18 - Dec 19
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Holiday Inn & Suites Chicago - Downtown by IHG

3.0 star property
West Loop, 4.1 km from Old Town Chicago
8.4 out of 10, Very Good, (1004)
"Amazing staff clean and secure hotel "
United States
Aniyah
The price is ¥14,768
¥19,198 total
includes taxes & fees
Dec 25 - Dec 26
Holiday Inn & Suites Chicago - Downtown by IHG

Silversmith Hotel Chicago Downtown

4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.2 out of 10, Wonderful, (2098)
"Would stay again. "
United States
Montroy
The price is ¥12,553
¥19,471 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Silversmith Hotel Chicago Downtown

FOUND Hotel Chicago River North

2.0 star property
River North, 2.1 km from Old Town Chicago
8.4 out of 10, Very Good, (356)
"love this place definitely coming back !"
United States
Dayanara
The price is ¥9,051
¥10,625 total
includes taxes & fees
Jan 4 - Jan 5, 2026
FOUND Hotel Chicago River North

Freehand Chicago

4.0 star property
River North, 2.3 km from Old Town Chicago
8.0 out of 10, Very Good, (2631)
"Accommodation and great customer serbice!"
United States
Haidee
The price is ¥9,951
¥14,412 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Freehand Chicago

Crowne Plaza Chicago West Loop by IHG

3.5 star property
3.4 km from Old Town Chicago
9.0 out of 10, Wonderful, (1742)
"The location was great!!"
United States
Yvette
The price is ¥13,263
¥15,571 total
includes taxes & fees
Dec 14 - Dec 15
Crowne Plaza Chicago West Loop by IHG

Hotel Riu Plaza Chicago

4.0 star property
Streeterville, 2.4 km from Old Town Chicago
9.4 out of 10, Exceptional, (2913)
"Great service, great breakfast and a nice room "
United States
DeAnna
The price is ¥14,827
¥21,779 total
includes taxes & fees
Dec 15 - Dec 16
Hotel Riu Plaza Chicago

Congress Plaza Hotel

3.5 star property
The Loop, 4.2 km from Old Town Chicago
8.0 out of 10, Very Good, (9610)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
The price is ¥16,810
¥19,732 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Congress Plaza Hotel

Hyatt Centric The Loop Chicago

4.0 star property
Theatre District, 3.5 km from Old Town Chicago
9.0 out of 10, Wonderful, (2270)
"Awesome place to stay that was located in the middle of everything! "
United States
Denny
The price is ¥17,250
¥20,249 total
includes taxes & fees
Dec 21 - Dec 22
Hyatt Centric The Loop Chicago

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, (3417)
"Great Hotel!"
United States
Siranush
The price is ¥20,226
¥23,745 total
includes taxes & fees
Jan 4 - Jan 5, 2026
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. Learn more about Old Town Chicago
Learn more about Old Town Chicago

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

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.

Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

Top Old Town Chicago Hotel Reviews

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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 54 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, Wrigley Field, and Navy Pier. 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.