Chicago Holiday Deals
Top hotels for your Chicago holiday
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$277 per night from 25 May to 26 May
AU$277
25 May - 26 May
includes taxes & fees
With a stay at Hotel Riu Plaza Chicago, you'll be centrally located in Chicago, steps from Michigan Avenue and 10 minutes by foot from Chicago Riverwalk.
"Extraordinary staff so helpful to my disabled husband. We went to celebrate his birthday in Chicago. I wouldn’t go anywhere else."
Reviewed on 20 May 2026
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 26 May to 27 May
AU$178
26 May - 27 May
includes taxes & fees
Hotel Felix River North/Magnificent Mile is centrally located in Chicago, a 5-minute walk from Holy Name Cathedral and 10 minutes by foot from Chicago Water ...
"The room was clean but pretty basic. It was good overall but we did have an issue with the a/c switching off in the middle of the night. Unfortunately the hotel didn’t have any fans to remedy that situation. Other than that we had a very enjoyable stay. The location is great!"
Reviewed on 19 May 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 25 May to 26 May
AU$223
25 May - 26 May
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.
"This is one of those grand old hotels that used to be amazing, but has now fallen on very hard times. There's a reason it is one of the cheapest (though still expensive) hotels in the Chicago Loop. The staff seemed absent or disinterested, the facility has peeling paint everywhere, and the vibe is ..."
Reviewed on 20 May 2026
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
Catch an event at Wrigley Field during your trip to Chicago. Stroll along the lakeside or experience the entertainment choices in this vibrant area.
Naval Base Great Lakes
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
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 fascinating museums.
Book your Chicago holiday package
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^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.