Montgomery Vacation Packages
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Your Montgomery Vacation
When a getaway to the city is calling, answer it with a Montgomery vacation package. With all your travel arrangements worked out before you go, all you need to do here is focus on having a blast. A trip to Montgomery is a terrific opportunity to take in the sights. Be sure to visit renowned attractions like Aurora University, Hollywood Casino Aurora and Raging Waves Waterpark. Don't put off your visit to this city any longer. Your perfect Montgomery vacation is just a few clicks away with Expedia.
Top Montgomery Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago
Downtown Chicago
Price was CA $1,155, price is now CA $766 per person
CA $766
per person
Jun 8 - Jun 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Everything was perfect. The staff are really friendly and helpful. Love it!!! Definitely I'll come back
Reviewed on Apr 1, 2026
Hotel Chicago Downtown, Autograph Collection by Marriott
Downtown Chicago
Price was CA $1,944, price is now CA $1,327 per person
CA $1,327
per person
May 5 - May 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Nice hotel with friendly staff! Housekeeping very helpful and kind. It does seem the front desk was understaffed for the size of hotel and how busy it was. Was hard to get call answered when phoned desk.
Reviewed on Mar 30, 2026
Kinzie Hotel
Downtown Chicago
Price was CA $1,313, price is now CA $974 per person
CA $974
per person
May 5 - May 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,091 reviews)
The staff was really great and the room was fine, nothing exceptional but nothing bad. The walls were thin and we when our neighbors pulled up their shades it was so loud it woke us up. We got a call at 7a with nobody on the other end, that also woke us up. haha
Reviewed on Mar 29, 2026
Montgomery Hotel Deals
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Apr 15 to Apr 16
CA $105
CA $116 total
Apr 15 - Apr 16
includes taxes & fees
7.2/10 Good! (1,494 reviews)
The handle to get in the pool is loose and needs to get fixed and smoking should not be allowed in the room
Reviewed on Apr 1, 2026
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Apr 10 to Apr 11
CA $79
CA $88 total
Apr 10 - Apr 11
includes taxes & fees
6.4/10 (1,083 reviews)
Not at all what the pictures show. The whole place is decrepit and falling apart. Another guest was walking their dog and did not clean up after it.
Reviewed on Mar 30, 2026
Embassy Suites by Hilton Chicago Lombard Oak Brook
707 E Butterfield Road Lombard IL
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Apr 6 to Apr 7
CA $148
CA $164 total
Apr 6 - Apr 7
includes taxes & fees
8.2/10 Very Good! (1,455 reviews)
Staff was very helpful and hardworking. Facility and infrastructure was old and need improvement.
Reviewed on Apr 1, 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.
