Find Luxury Hotels in Old Town Chicago, IL

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Our top choices for Old Town Chicago luxury hotels

Hotel Lincoln

Hotel Lincoln
4.0 star property
Lincoln Park
7.8 out of 10, Good, (1066)
"Front desk and valet were excellent. Quick check in. "
United States
Sean
The price is NT$2,923
NT$3,985 total
includes taxes & fees
Jan 12 - 2026/1/13
Hotel Lincoln

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1008)
"Great view, awesome bar, fun staff."
United States
Laura
The price is NT$4,614
NT$6,339 total
includes taxes & fees
Jan 11 - 2026/1/12
theWit Chicago, a Hilton Hotel

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3450)
"Amazing place to stay and super accommodating "
United States
Carson
The price is NT$4,430
NT$5,201 total
includes taxes & fees
Jan 11 - 2026/1/12
L7 Chicago by LOTTE

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1150)
"Clean, well designed rooms and great staff"
United States
Austin
The price is NT$6,758
NT$8,856 total
includes taxes & fees
Jan 19 - 2026/1/20
Viceroy Chicago

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3475)
"Great hotel! "
United States
Kianna
The price is NT$4,356
NT$5,114 total
includes taxes & fees
Jan 4 - 2026/1/5
LondonHouse Chicago, Curio Collection by Hilton

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3399)
"The Hotel was amazing great location "
United States
Donnisha
The price is NT$4,527
NT$6,236 total
includes taxes & fees
Jan 20 - 2026/1/21
Hyatt Regency Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1583)
"Rooms were very nice and staff was great"
United States
Nancy
The price is NT$4,684
NT$6,441 total
includes taxes & fees
Jan 11 - 2026/1/12
Sheraton Grand Chicago Riverwalk

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (2034)
"Great stay ! "
United States
Todd
The price is NT$5,317
NT$7,164 total
includes taxes & fees
Dec 29 - Dec 30
Fairmont Chicago at Millennium Park

InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2662)
"Great stay"
United States
Rawleigh
The price is NT$4,652
NT$6,467 total
includes taxes & fees
Jan 4 - 2026/1/5
InterContinental Chicago Magnificent Mile by IHG

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1146)
"Excellent hotel and location."
United States
Marcelo
The price is NT$5,029
NT$7,196 total
includes taxes & fees
Jan 11 - 2026/1/12
Pendry Chicago
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.

Top Old Town Chicago Hotel Reviews

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.

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