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 NZ$330 per night from 25 May to 26 May
NZ$330
25 May - 26 May
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free Wi-Fi and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk ...
Good breakfast, limited hours. Rooms are clean and new
Reviewed on 10 May 2026
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$224 per night from 25 May to 26 May
NZ$224
25 May - 26 May
includes taxes & fees
Stay at this boutique hotel in Chicago. Enjoy breakfast (surcharge), a 24-hour health club and valet parking (surcharge). Our guests praise the helpful staff ...
great location
Reviewed on 9 May 2026
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$266 per night from 11 May to 12 May
NZ$266
11 May - 12 May
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Old and historic property. With that being said, not all of the property is renewed but the rooms are kept clean :) service is good and is close to a lot of things in downtown chicago
Reviewed on 10 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.co.nz 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.