A coastal cityscape with a marina, high-rise buildings, and a river.

Luxury Hotels & Resorts in Old Town Chicago from AU$244

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Check availability on Old Town Chicago Luxury Hotels

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, (1,147 reviews)
The price is AU$322
includes taxes & fees
10 Aug - 11 Aug
Hotel Lincoln

Sophy Hyde Park

Sophy Hyde Park
4.0 star property
Hyde Park
9.6 out of 10, Exceptional, (1,001 reviews)
  • cleanliness
    Luxury meets cultural charm in Hyde Park Chicago, where plush bedding and upscale dining create an elegant retreat near lakefront parks.
The price is AU$541
includes taxes & fees
3 Aug - 4 Aug
Sophy Hyde Park

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, (2,617 reviews)
The price is AU$444
includes taxes & fees
9 Aug - 10 Aug
Sable at Navy Pier Chicago, Curio Collection by Hilton

The Wade

The Wade
4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,934 reviews)
  • cleanliness
    Luxurious lakeside retreat in city centre Chicago offers pillowtop beds, designer toiletries, and stunning views near Michigan Avenue.
The price is AU$254
includes taxes & fees
9 Aug - 10 Aug
The Wade

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1,224 reviews)
The price is AU$446
includes taxes & fees
9 Aug - 10 Aug
Hyatt Regency McCormick Place Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,730 reviews)
The price is AU$510
includes taxes & fees
9 Aug - 10 Aug
Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,510 reviews)
The price is AU$455
includes taxes & fees
9 Aug - 10 Aug
Swissotel - Chicago

Loews Chicago Hotel

Loews Chicago Hotel
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,544 reviews)
  • cleanliness
    Sophisticated urban retreat offers high-end comfort with panoramic views, indoor pool, and upscale dining in city centre Chicago.
The price is AU$418
includes taxes & fees
23 Aug - 24 Aug
Loews Chicago Hotel

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,540 reviews)
The price is AU$349
includes taxes & fees
9 Aug - 10 Aug
DoubleTree by Hilton Chicago - Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2,948 reviews)
The price is AU$345
includes taxes & fees
9 Aug - 10 Aug
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
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 getaway to Old Town Chicago?
Use Expedia to arrange your flight to Chicago Midway Airport (MDW) airport or Chicago O'Hare International 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 Lighthouse ArtSpace Chicago. If you have some spare time during your trip, you might want to check out Midwest Buddhist Temple and Henry Gerber House.
How can I get around Old Town Chicago?
It's easier to get around town comfortably when you know your options. Metro stations nearby include Sedgwick Station and Clark-Division Station.

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