
Arlington Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $750 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 Arlington Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Fairmont Chicago at Millennium Park
Downtown Chicago
Price was CA $1,271, price is now CA $828 per person
CA $828
per person
Jul 10 - Jul 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,131 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 $1,841, price is now CA $1,141 per person
CA $1,141
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,280 reviews)
Really good spot and location. Staff was super helpful and nice.
Reviewed on Apr 22, 2026

Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,603, price is now CA $1,637 per person
CA $1,637
per person
Jul 5 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (455 reviews)
Great staff, full kitchen and living room, good location, friendly people, safe. I would stay here again.
Reviewed on Apr 23, 2026

Pendry Chicago
Downtown Chicago
Price was CA $1,820, price is now CA $1,147 per person
CA $1,147
per person
Jun 3 - Jun 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,137 reviews)
Great hotel! Very central location, helpful staff. The speak easy was a great surprise
Reviewed on Apr 20, 2026

Level Chicago – Old Town
Downtown Chicago
Price was CA $1,616, price is now CA $1,061 per person
CA $1,061
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (466 reviews)
Eric and the rest of the staff was very helpful from check in to check out! The place is very lovely!!!!! Would come back again soon!
Reviewed on Apr 23, 2026
Arlington Hotel Deals

Grand Bear Resort at Starved Rock
2643 IL-178 Utica IL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from May 6 to May 7
CA $156
CA $178 total
May 6 - May 7
includes taxes & fees
7.2/10 Good! (1,005 reviews)
Overall we had a very nice experience. However, the lighting in our room was too dark. Definitely needed better lamps with brighter bulbs. Missing shampoo and soap for the shower. The waterpark was nice but seemed very dark. The bottom of all the pools was brown instead of a nice blue that you would ...
Reviewed on Apr 24, 2026

Days Inn by Wyndham Oglesby/ Starved Rock
120 N Lewis Ave Oglesby IL
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from May 6 to May 7
CA $114
CA $127 total
May 6 - May 7
includes taxes & fees
8.2/10 Very Good! (1,000 reviews)
The room and beds were clean and comfortable. The property needs some updating. In-room microwave and refrigerator were old and not in good shape. There was mold on the fridge door gasket and it didn't close well. The microwave door is a different color than the rest of the unit (clearly not a design ...
Reviewed on Apr 21, 2026

La Quinta Inn & Suites by Wyndham Peru Starved Rock St Park
4389 Venture Dr Peru IL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from May 10 to May 11
CA $132
CA $150 total
May 10 - May 11
includes taxes & fees
7.8/10 Good! (211 reviews)
Upon arrival, the signage to the property was well lit, and welcoming. The parking lot was marked well, and well lit. The front desk, and lobby area appeared to be clean and welcoming. I was assigned a first floor room. Upon arrival to the room I noticed it wasn't as clean as I would have liked, ...
Reviewed on Apr 18, 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.
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.







