Chicago Luxury Accommodation

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Chicago

Featured Chicago Luxury Hotels

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$589 per night from 2 Mar to 3 Mar
AU$589
includes taxes & fees
2 Mar - 3 Mar
With a stay at Trump International Hotel & Tower Chicago in Chicago (Downtown Chicago), you'll be a 4-minute walk from Chicago Riverwalk and 6 minutes by foot ...
Trump International Hotel & Tower Chicago
The Langham, Chicago

The Langham, Chicago

5 out of 5
330 North Wabash Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$723 per night from 23 Mar to 24 Mar
AU$723
includes taxes & fees
23 Mar - 24 Mar
The Langham, Chicago is centrally located in Chicago, a 4-minute walk from Michigan Avenue and 8 minutes by foot from Millennium Park.
The Langham, Chicago
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
108 East Superior Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$871 per night from 23 Feb to 24 Feb
AU$871
includes taxes & fees
23 Feb - 24 Feb
With a stay at The Peninsula Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 13 minutes by foot from Chicago Riverwalk.
The Peninsula Chicago
Save an average of 15% on thousands of hotels when you're signed in
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

4.5 out of 5
521 North Rush Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$383 per night from 21 Mar to 22 Mar
AU$383
includes taxes & fees
21 Mar - 22 Mar
With a stay at The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago in Chicago (Downtown Chicago), you'll be steps from Michigan Avenue and 8 minutes ...
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
20 E Chestnut St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$374 per night from 25 Feb to 26 Feb
AU$374
includes taxes & fees
25 Feb - 26 Feb
Sofitel Chicago Magnificent Mile is centrally located in Chicago, a 3-minute walk from Michigan Avenue and a 2-minute drive from Chicago Riverwalk.
Sofitel Chicago Magnificent Mile
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
21 East Bellevue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$247 per night from 10 Mar to 11 Mar
AU$247
includes taxes & fees
10 Mar - 11 Mar
With a stay at Thompson Chicago, by Hyatt in Chicago (Downtown Chicago), you'll be steps from State Street and 4 minutes by foot from Michigan Avenue.
Thompson Chicago, by Hyatt
Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
11 E. Walton Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$665 per night from 6 Mar to 7 Mar
AU$665
includes taxes & fees
6 Mar - 7 Mar
With a stay at Waldorf Astoria Chicago, you'll be centrally located in Chicago, steps from Oak Street and within a 5-minute walk of Michigan Avenue.
Waldorf Astoria Chicago
Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr, Chicago, IL
Fully refundable
The price is AU$323 per night from 28 Feb to 1 Mar
AU$323
includes taxes & fees
28 Feb - 1 Mar
With a stay at Radisson Blu Aqua Hotel Chicago, you'll be centrally located in Chicago, just a 5-minute walk from Michigan Avenue and 5 minutes by foot from ...
Radisson Blu Aqua Hotel Chicago
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$310 per night from 28 Feb to 1 Mar
AU$310
includes taxes & fees
28 Feb - 1 Mar
Palmer House a Hilton Hotel is centrally located in Chicago, a 3-minute walk from Millennium Park and 5 minutes by foot from Art Institute of Chicago.
Palmer House a Hilton Hotel
Don't see what you're looking for?
See all available properties in Chicago
View all properties
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.

Luxury Hotels & Resorts in Chicago

What’s a holiday without a few upgrades here and there? Your busy life calls for an especially luxurious escape—even if you did just start thinking about it, and your annual leave starts tomorrow. But you don’t have to sacrifice A-list amenities and top-shelf touches just because you need to make a break for it; find luxury hotels in Chicago on lastminute.com.au that’ll have you sinking into soft down pillows before Janice in accounting can catch up with you.

You may not be a celebrity, but there’s no reason you can’t be treated like one. Whether you require 2,000-thread-count sheets, perfectly veined Italian marble or down pillows made from the golden goose itself, luxury hotels near Chicago can deliver all that and more. Many of your accommodation options will offer oenophiles the chance to sip (or swill) prime wines, while fromage fanatics can chow down on fancy brie and camembert to their heart’s content. Need some sustenance to really soak up that wine? Now’s your chance to splurge on room service—it’s almost like having your own personal butler…almost.

Treat yo’self. Finding and booking our Chicago luxury hotels is a piece of cake. And speaking of cake—it should be delicious at your lavish lodging. So listen to your inner Paris Hilton and indulge yourself with the best of the best dining, service and comfort. With our discounts, you don’t have to be a regular at Tiffany & Co. to book the getaway of your dreams.

Chicago hotels essential information

Accommodation
4,990 hotels
Lowest Price
AU$247
Highest Price
AU$871
Popular hotels
Trump International Hotel & Tower Chicago, The Langham, Chicago, The Peninsula Chicago, The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago, Sofitel Chicago Magnificent Mile, Thompson Chicago, by Hyatt, Waldorf Astoria Chicago, Radisson Blu Aqua Hotel Chicago, Palmer House a Hilton Hotel

Most recent Chicago hotel reviews