Oakbrook Terrace Vacation Packages
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Top Oakbrook Terrace Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Red Roof Inn PLUS+ Chicago - Willowbrook
Price was CA $592, price is now CA $460 per person
CA $460
per person
Apr 11 - Apr 16
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
6.4/10 (1,004 reviews)
Check in was quick and simple. The room was clean and that's all i needed for a few hours until i went to the airport. The extra lock on the,door was broken. There also was a coffee pot, but no coffee in the room
Reviewed on Feb 8, 2026
Hyatt Centric Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,457, price is now CA $1,063 per person
CA $1,063
per person
Apr 10 - Apr 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,034 reviews)
Connecting to Northwestern Hospital was the greatest thing ever
Reviewed on Feb 11, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,084, price is now CA $799 per person
CA $799
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Hot tub wasn’t working(freezing cold) and no robes in my room. Need bigger roller carts and cheaper or free parking. Other than that the room, view, amenities were excellent.
Reviewed on Feb 9, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $975, price is now CA $720 per person
CA $720
per person
Apr 26 - Apr 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (766 reviews)
room was great and staff were always great help
Reviewed on Feb 14, 2026
Oakbrook Terrace Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Feb 16 to Feb 17
CA $122
CA $143 total
Feb 16 - Feb 17
includes taxes & fees
8/10 Very Good! (9,872 reviews)
Room was nice and clean. Hotel had a fantastic classic look and feel. Perfect place to stay for shows at the Auditorium theater across the street. It's a very old building so the heating and hot water situation is a little off compared to newer hotels but nothing that would deter me from staying ...
Reviewed on Feb 13, 2026
Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $154 per night from Feb 16 to Feb 17
CA $154
CA $219 total
Feb 16 - Feb 17
includes taxes & fees
9.2/10 Wonderful! (3,323 reviews)
Friendly staff, tasteful room
Reviewed on Feb 11, 2026
Hilton Chicago
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Feb 21 to Feb 22
CA $189
CA $261 total
Feb 21 - Feb 22
includes taxes & fees
8.4/10 Very Good! (2,618 reviews)
It was great
Reviewed on Feb 12, 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.
Discover the most popular places to visit in Oakbrook Terrace
Michigan Avenue
4.5/5(19 reviews)
You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.
Wrigley Field
4.5/5(158 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Millennium Park
4.5/5(722 reviews)
A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.
What to do in Oakbrook Terrace
Wendella's 90-min Chicago River Architecture Tour
CA $55
per adult
94% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
