Oakbrook Terrace Vacation Packages
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Top Oakbrook Terrace Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago
Downtown Chicago
Price was CA $1,118, price is now CA $768 per person
CA $768
per person
Jun 29 - Jul 3
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,013 reviews)
Le Meridien Exxex Chicago is in the perfect location, steps from where I need to be when visiting Chicago. The staff are super helpful and friendly. The restaurant serves delicious food and the waitstaff is attentive. Keep up the good work!
Reviewed on Apr 3, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,735, price is now CA $1,101 per person
CA $1,101
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Overall we enjoyed our stay. A few things that we didn’t care for. One is that the parking was inconvenient due to you having to call to get in every time you leave. Next would be the closet with the furnace was extremely noisy and almost kinda sounding. It came off and on very frequently. Lastly, the bed was as hard as a rock. If you are used a nice bed you can forget it. For the price no thx.
Reviewed on Apr 12, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,143, price is now CA $1,392 per person
CA $1,392
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,427 reviews)
Breakfast and parking not included
Reviewed on Apr 12, 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,806, price is now CA $1,234 per person
CA $1,234
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,096 reviews)
The room was clean, spacious, with good views.
Reviewed on Apr 12, 2026
Embassy Suites by Hilton Chicago Lombard Oak Brook
Price was CA $1,648, price is now CA $1,173 per person
CA $1,173
per person
May 20 - May 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.2/10 Very Good! (1,460 reviews)
Good breakfast great cocktail hour all for free
Reviewed on Apr 13, 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 $171 per night from Apr 26 to Apr 27
CA $171
CA $200 total
Apr 26 - Apr 27
includes taxes & fees
8/10 Very Good! (10,124 reviews)
It needs A LOT of maintenance.
Reviewed on Apr 13, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Apr 26 to Apr 27
CA $190
CA $223 total
Apr 26 - Apr 27
includes taxes & fees
9/10 Wonderful! (4,120 reviews)
Great room
Reviewed on Apr 12, 2026
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Apr 26 to Apr 27
CA $215
CA $253 total
Apr 26 - Apr 27
includes taxes & fees
8.6/10 Excellent! (5,850 reviews)
We had a nice stay. Enjoyed breakfast and amenities. Staff were wonderful
Reviewed on Apr 13, 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 $60
per adult
98% 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.
