Chicago Holiday Deals

Choose two or more items and save on your trip:

Top hotels for your Chicago holiday

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$227 per night from 23 Nov to 24 Nov
AU$227
23 Nov - 24 Nov
includes taxes & fees
With a stay at Embassy Suites by Hilton Chicago Downtown River North, you'll be centrally located in Chicago, steps from State Street and 4 minutes by foot from ...
Clean room friendly staff

Reviewed on 26 Oct 2025

Opens in a new windowEmbassy Suites by Hilton Chicago Downtown River North
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$304 per night from 3 Nov to 4 Nov
AU$304
3 Nov - 4 Nov
includes taxes & fees
With a stay at Congress Plaza Hotel, you'll be centrally located in Chicago, steps from Columbia College Chicago and Museum of Contemporary Photography.
Great

Reviewed on 28 Oct 2025

Opens in a new windowCongress Plaza Hotel
Freehand Chicago

Freehand Chicago

4 out of 5
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$170 per night from 10 Nov to 11 Nov
AU$170
10 Nov - 11 Nov
includes taxes & fees
Freehand Chicago is centrally located in Chicago, a 3-minute walk from Chinese Consulate and 5 minutes by foot from Holy Name Cathedral.
Excellent location close to everything. Room with a double bed was small but had a nice bathroom. Nice and friendly staff.

Reviewed on 27 Oct 2025

Opens in a new windowFreehand Chicago
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.

Popular places to visit

Wrigley Field which includes a city, central business district and a sporting event

Wrigley Field

4.5/5(21 reviews)

Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the acclaimed theatre scene in this vibrant area.

Wrigley Field
Magnificent Mile - River North showing street scenes, signage and a city

Michigan Avenue

5/5(5 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

4.5/5(64 reviews)

With a visit to Navy Pier, a favourite shopping spot in Chicago, you can search for that perfect souvenir. Amble around this vibrant area's lakeside or experience its acclaimed theatre scene.

Navy Pier

^Savings based on all package bookings made with Flight + Hotel on lastminute.com.au from January 1, 2019 to December 31, 2019, as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.