
Oakbrook Terrace Vacation Packages
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Top Oakbrook Terrace Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Level Chicago - River North
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (627 reviews)
The rooms here are so spacious and all updated. It was a four of us for a girl’s trip and it was perfect for our group. The only frustrations were the balcony door was locked and unable to open and everytime you have to get in the garage to park your car, you have to dial a number.
Reviewed on Jul. 4, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,623 reviews)
This was our second stay here. We were particularly impressed by the staff and customer service. It’s the kind we get in 5stars hotels overseas in the Middle East or SouthEast Asia. Impeccable. A special shout out to Pablo Criado for his warm and enthusiastic welcome and making sure that we had a great stay! I am now a fan and will only stay at Trump Chicago when in Chicago downtown.
Reviewed on Jul. 5, 2025


Oakbrook Terrace Hotel Deals

InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is CA $310 per night from Jul 6 to Jul 7
CA $310
CA $408 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (1,967 reviews)
"It was our first time in staying in Chicago and we couldnt have picked a better resort!!"
Reviewed on Jul. 3, 2025

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Aug 5 to Aug 6
CA $162
CA $190 total
Aug 5 - Aug 6
includes taxes & fees
7.8/10 Good! (8,866 reviews)
"Decent stay for a few nights"
Reviewed on Jul. 3, 2025

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $216 per night from Jul 7 to Jul 8
CA $216
CA $254 total
Jul 7 - Jul 8
includes taxes & fees
8.8/10 Excellent! (2,379 reviews)
"Great location. Nice views of the city. Rooms are great. Beds are small, which is surprising because the rooms are spacious. Parking is frustrating. It’s offsite, not easy to get to, and expensive."
Reviewed on Jul. 5, 2025
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

Wrigley Field
4.5/5(158 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Navy Pier
4.5/5(459 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

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.
What to do in Oakbrook Terrace

Wendella's 90-min Chicago River Architecture Tour
CA $62
per adult
94% of travellers recommend

Chicago By Night River & Lake Cruise
CA $61
per adult
92% of travellers recommend
Frequently asked questions
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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.