Find Luxury Hotels in Old Town Chicago, IL

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Check availability on Old Town Chicago Luxury Hotels

Our top choices for Old Town Chicago luxury hotels

City view from property
Hotel Lincoln

Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
7.8 out of 10, Good, (1060)
"The newly remodeled rooms are much blender than they used to be with their old design. I’m very happy to see the restaurant downstairs is open. "
United States
Mike
The price is AED 342
AED 466 total
includes taxes & fees
29 Dec - 30 Dec
Hotel Lincoln
Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2643)
"The room was spotless and the staff where great!"
United States
Maria
The price is AED 215
AED 317 total
includes taxes & fees
4 Jan - 5 January 2026
Freehand Chicago
Front of property
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2978)
"Excellent stay great location and great rooms"
United States
Joseph
The price is AED 366
AED 533 total
includes taxes & fees
21 Dec - 22 Dec
Hotel Riu Plaza Chicago
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3158)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is AED 344
AED 404 total
includes taxes & fees
12 Jan - 13 January 2026
Eurostars Magnificent Mile
Exterior
Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile

Hyatt Centric Chicago Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1053)
"Perfect location to surrounding area and activities, friendly staff, clean rooms, amazing gym, and delicious food."
United States
Hannah
The price is AED 360
AED 530 total
includes taxes & fees
2 Jan - 3 January 2026
Hyatt Centric Chicago Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2262)
"This place was amazing !"
United States
Jayla Danyell
The price is AED 337
AED 521 total
includes taxes & fees
23 Dec - 24 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2746)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is AED 282
AED 439 total
includes taxes & fees
11 Jan - 12 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Exterior
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1484)
"I really liked this location - we will stay here again. "
United States
Lynnsey
The price is AED 253
AED 405 total
includes taxes & fees
21 Dec - 22 Dec
Claridge House Chicago, Tapestry Collection by Hilton
Rooftop bar, alfresco dining, open daily
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

The Godfrey Hotel Chicago
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1923)
"Good value, great cleaning staff "
United Kingdom
farzana
The price is AED 367
AED 517 total
includes taxes & fees
4 Jan - 5 January 2026
The Godfrey Hotel Chicago
Property amenity
Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1459)
"Clean, modern, friendly/helpful staff, the perfect spot for staying for a show at The Chicago Theatre. Parking was close and easy too. "
United States
Megan
The price is AED 320
AED 376 total
includes taxes & fees
4 Jan - 5 January 2026
Cambria Hotel Chicago Loop - Theatre District
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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Top Old Town Chicago Hotel Reviews

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

10/10 Excellent
"Breakfast was delicious as always. But being in Chicago at this time of year, no AC was needed. LoL. Staff was exceptional! No complaints other than our room was directly in front of the elevator so it was a little loud on occasion 😔 but at the same time, it was convenient. ☺️"
Beverly 3-night trip
Posted 2 hours ago
Embassy Suites by Hilton Chicago Downtown River North

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Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Old Town Chicago?
Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare Intl. Airport (ORD) airport, and then select from a variety of places to stay that will deliver the luxury you want. Amenities are important when you plan a trip, so we make it easy to find what you'd like to make your stay relaxing and comfortable. If you want an upscale hotel with a spa, an indoor pool, or luxury bedding, Expedia can help you find the best luxury hotel experience that Old Town Chicago offers. During your visit, you might want to enjoy the lake views and shopping which Old Town Chicago is known for.
What's there to see and do in Old Town Chicago?
Take in some sights and attractions while you're in Old Town Chicago by visiting Second City, Armitage Avenue, and Henry Gerber House. If you have some spare time during your trip, you might want to check out Hudson Chess Park and Lighthouse ArtSpace Chicago.
How can I get around Old Town Chicago?
It's easier to get around town comfortably when you know your options. Nearby metro stations include Sedgwick Station and Clark-Division Station.