Oakbrook Terrace Vacation Packages
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Top Oakbrook Terrace Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was CA $1,268, price is now CA $823 per person
CA $823
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (2,509 reviews)
The room was clean, bed was good and the only "issue" was the size of the bathroom. For long stays might be something that I would not like but the stay was only 3 nights so I would say it was perfect. Gym could use some update as well, but same logic, for shorter stays the property is amazing. Great location, near everything.
Reviewed on Apr 28, 2026
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was CA $1,830, price is now CA $1,061 per person
CA $1,061
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Chicago (ORD)
8.4/10 Very Good! (1,891 reviews)
I honestly love this stay. I thought my room was newly remodeled because it was so nice, spacious and so clean. I would 1000% stay her again. I also love all the walkable food options. Great location.
Reviewed on Apr 30, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,439, price is now CA $910 per person
CA $910
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Great location, nice property, extremely slow breakfast at in house restaurant Toro. Didn’t appreciate paying an “urban experience fee” with associated taxes.
Reviewed on Apr 24, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $1,360, price is now CA $884 per person
CA $884
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Corner room with breath taking view. It was my second time in this hotel, it never disappoints.
Reviewed on Apr 27, 2026
The Royal Sonesta Chicago River North
Downtown Chicago
Price was CA $1,250, price is now CA $828 per person
CA $828
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,569 reviews)
The Royal Sonesta was a complete delight! They had staff available to help at all times, and they were always cheerful and friendly. I’ll definitely be back!
Reviewed on Apr 29, 2026
Oakbrook Terrace Hotel Deals
Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from May 25 to May 26
CA $119
CA $183 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,650 reviews)
Clean room
Reviewed on Apr 30, 2026
River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from May 26 to May 27
CA $184
CA $218 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (5,138 reviews)
Beautiful, clean room with an incredible downtown Chicago view. Totally worth it
Reviewed on Apr 29, 2026
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street Chicago IL
Fully refundable
The price is CA $149 per night from May 25 to May 26
CA $149
CA $177 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (3,463 reviews)
Great check in and check out experience
Reviewed on Apr 29, 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
Wrigley Field
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(3 reviews)
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
4.5/5(460 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oakbrook Terrace
Skydeck - Willis Tower Admission
CA $61
per adult
96% 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.
