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The Latest Oak Brook Vacation Packages
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
Save 100% on your flight
per person
May 14 - May 18
Roundtrip non-stop flight included
Toronto (YTZ) to Chicago (ORD)
9.2/10 Wonderful! (3,491 reviews)
10/10 Preferred place to stay in Chicago. Location cannot be beat, views are incredible.
Reviewed on Mar 28, 2024
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
per person
May 14 - May 18
Roundtrip non-stop flight included
Toronto (YTZ) to Chicago (ORD)
9.2/10 Wonderful! (1,132 reviews)
Was just perfect. Liked the spa workout area as well. Staff very nice. We were there for New Year’s Eve. Highly recommend staying there. Watched fireworks from balcony. Good music entertainment and good
Reviewed on Mar 28, 2024
Prices and availability subject to change. Additional terms may apply.
Oak Brook Hotel Deals
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥14,234 per night from Mar 31 to Apr 1
¥14,234
per night
Mar 31 - Apr 1
8.4/10 Very Good! (2,928 reviews)
"Good deal. Small room. Pretty small lobby. Comfortable bed and pillows. Staff was great. Location was amazing. Easy walk to any of the downtown theaters. Lots of restaurants close by. Would stay again!"
Reviewed on Mar 28, 2024
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥16,236 per night from Apr 1 to Apr 2
¥16,236
per night
Apr 1 - Apr 2
7.6/10 Good! (6,459 reviews)
"As others have mentioned, this place is daaaaated. It was probably a fancy hotel back in its time but it definitely older now. That being said, it's a great place location wise particularly given the price. The rooms are old but clean. The service is good. The heating is centralized and it was cold ..."
Reviewed on Mar 28, 2024
River Hotel
75 East Wacker Drive, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is ¥15,671 per night from Mar 31 to Apr 1
¥15,671
per night
Mar 31 - Apr 1
8.6/10 Excellent! (2,701 reviews)
"Clean, but our room was the size of a big closet. I loved the refillable water bottles on the property, and the staff was fantastic, especially this one guy (I can’t remember his name), but he was great to us our entire stay. Overall, it's a great place to stay!"
Reviewed on Mar 25, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Oak Brook
Wrigley Field
4.5/5(2,128 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Navy Pier
4.5/5(4,870 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
McCormick Place
4.5/5(1,805 reviews)
Attend an event at the United States’ largest convention center, which features hyper-modern facilities and huge exhibition spaces connected by promenades and sky bridges.
What to do in Oak Brook
Odyssey Lake Michigan Premier Dinner Cruise
¥30,540
Per adult
76% of travellers recommend
Chicago Pizza Tour
¥11,048
Per adult
100% of travellers recommend
Chicago Museum of Contemporary Art: General Admission Ticket
¥3,241
Per adult
90% of travellers recommend
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Flights
Activities
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.