Chicago Holiday Deals

Choose two or more items and save on your trip:

Top hotels for your Chicago holiday

Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is NZ$341 per night from 10 Jan to 11 Jan
NZ$341
includes taxes & fees
10 Jan - 11 Jan 2025
Book a stay at this eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our ...
"really enjoyed the city view from room."

Reviewed on 20 Dec. 2024

Hyatt Regency Chicago
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
The price is NZ$193 per night from 20 Jan to 21 Jan
NZ$193
includes taxes & fees
20 Jan - 21 Jan 2025
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean ...
"This hotel is great! The staff helped us check in early and provided us with a river view room. My friend and I were both very happy^^ Although it’s close to the busy road, the room is not noisy. The location of the hotel is also very good, making our travel convenient."

Reviewed on 17 Dec. 2024

River Hotel
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 NZ$217 per night from 22 Dec to 23 Dec
NZ$217
includes taxes & fees
22 Dec - 23 Dec
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
"It was continently located but no onsite parking."

Reviewed on 20 Dec. 2024

Congress Plaza 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.

Popular places to visit

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
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
McCormick Place

McCormick Place

4.5/5(21 reviews)

During your trip, find out what's happening in McCormick Place, a top convention centre in Chicago. Discover the acclaimed art galleries and notable monuments in this vibrant area.

McCormick Place

^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.