
Oakbrook Terrace Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Oakbrook Terrace Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,518, price is now CA $1,069 per person
CA $1,069
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,732 reviews)
The hotel location and room was nice. I didn’t like that you had to pay $5 per bag for storage if you wanted to check out if the room early. I thought giving the room before noon would be better for them especially since I was coming back before that checkout time. So I just brought my stuff back up to the room
Other than that the front desk and cleaning ladies was very nice.
Reviewed on May 29, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,707, price is now CA $1,097 per person
CA $1,097
per person
Jul 10 - Jul 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (488 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.
Reviewed on May 22, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,551, price is now CA $1,684 per person
CA $1,684
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
The room itself was excellent — 9/10. The view was amazing, the bed was very comfortable, and the room was spacious and well-designed.
However, for the price and for a hotel that markets itself as a 4-star property, many amenities were disappointing.
First, the coffee machine in the room was very low quality, more comparable to what you would typically find at a Comfort Inn. There were also no bathrobes or hotel slippers provided, which I would expect at this price point.
The lobby was surprisingly small and not particularly inviting. It felt dark and lacked the atmosphere you would expect from a higher-end hotel.
The hotel only has one restaurant, and unfortunately the food quality was below average.
Another disappointment was the rooftop. The hotel advertises rooftop access, but the rooftop is not actually owned or operated by the hotel. During our stay, it was closed for a private event, making it unavailable to guests.
To make matters worse, on the day we checked out, the elevator was out of service, so we had to carry our luggage down the stairs ourselves.
Overall, I would rate the room 9/10, but the amenities, dining, and overall hotel experience only 2/10.
Because the room and view were truly outstanding, I would give the hotel an overall rating of 7/10. Without the exceptional room and view, my rating would have been significantly lower.
Reviewed on Jun 2, 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 $193 per night from Jun 29 to Jun 30
CA $193
CA $230 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,159 reviews)
"Hotel was clean, staff friendly. Old hotel that is being improved. Our room was small but otherwise good for our purposes. Good spot that launch our adventure!"
Reviewed on Jun 3, 2026

The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Jun 28 to Jun 29
CA $210
CA $250 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,505 reviews)
"I did not stay because my medical reason for booking this was canceled. They would not work with me to change the dates."
Reviewed on Jun 2, 2026

Hotel Riu Plaza Chicago
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $262 per night from Jun 30 to Jul 1
CA $262
CA $350 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (4,322 reviews)
"Excellent location and good selection of breakfast"
Reviewed on Jun 2, 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
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Naval Base Great Lakes
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
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Oakbrook Terrace

Wendella's Lake and River Architecture Tour
CA $62
per adult
94% of travellers recommend
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.










