Oakbrook Terrace Vacation Packages
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Top Oakbrook Terrace Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Saint Clair- Magnificent Mile
Downtown Chicago
Price was CA $1,346, price is now CA $979 per person
CA $979
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,966 reviews)
Very clean room and the staff was kind. Room had a mini fridge, microwave, coffee maker. Just what we needed for one night of stay. Lovely it was right in the city too so we could walk around.
Reviewed on Jun 13, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,963, price is now CA $1,418 per person
CA $1,418
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
8.2/10 Very Good! (2,779 reviews)
Modern interior design of the lobby and cleanliness of the room.
Reviewed on Jun 14, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,516, price is now CA $1,846 per person
CA $1,846
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (2,535 reviews)
The hotel was wonderful. Everything was extremely clean, the entire staff was very friendly, and the service was exceptional. We had the best experience
Reviewed on Jun 14, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $3,200, price is now CA $2,351 per person
CA $2,351
per person
Jul 29 - Aug 1
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,019 reviews)
The place was spacious and well decorated. Location was great and staff was friendly. We did not use the amenities but the 6th floor was amazing! The two things that could be a lot better: shower pressure and blackout curtains. I am a very light sleeper and the room was filled with daylight as early as 4:45am in June. Shower had no pressure and very little water. Overall was a great stay!
Reviewed on Jun 15, 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 $191 per night from Jun 29 to Jun 30
CA $191
CA $227 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,282 reviews)
"The gentleman that checked me in was not friendly. Barely spoke to me at all. Did not really give me any info on where things were located or how to get to my room. Thankfully a kind staff member realized I was walking in circles and helped me out. I get to my room and the tv does not work unless ..."
Reviewed on Jun 15, 2026
The Chicago Hotel Collection - Magnificent Mile
166 E Superior Street Chicago IL
Fully refundable
The price is CA $202 per night from Jun 30 to Jul 1
CA $202
CA $240 total
Jun 30 - Jul 1
includes taxes & fees
7.8/10 Good! (1,589 reviews)
"We were there just to sleep. Got there late at night. But the front desk was very helpful and kind. Felt bad she was all alone."
Reviewed on Jun 15, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Jun 29 to Jun 30
CA $189
CA $215 total
Jun 29 - Jun 30
includes taxes & fees
8.8/10 Excellent! (2,672 reviews)
"The hotel itself is nice staff friendly but beware of parking costs and expensive breakfast buffet. Would stay again."
Reviewed on Jun 14, 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.
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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.
