Montgomery Holidays
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Top Flight + Hotel Deals in Montgomery
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was €1,414, price is now €915 per person
€915
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
18.8/10 Exceptional! (1,773 reviews)
It was absolutely wonderful. We were upgraded to a suite which was pretty sweet (no pun intended)! At night the surrounding view of the lake along the lakeside of the hotel was spectacular. The Rebar on the mezzanine floor with a live musician playing a saxophone on a Saturday, was a cozy and lively setting. Welcome champagne upon check in was a nice touch. The Terrace 16 restaurant/bar also served scrumptious choices on the menu. Overall, very satisfied with our stay.
Reviewed on 14 Nov 2025
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was €862, price is now €588 per person
€588
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (303 reviews)
I love the decor and it was very clean. My only problem is they did not clean the room every day other than that is was very clean facility. Very safe location.
Reviewed on 28 Oct 2025
Level Chicago – Old Town
Downtown Chicago
Price was €989, price is now €679 per person
€679
per person
1 Feb - 6 Feb
found 1 day ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.
Reviewed on 9 Nov 2025
Top hotels in Montgomery
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is €65 per night from 16 Dec to 17 Dec
€65
16 Dec - 17 Dec
includes taxes & fees
7/10 Good! (1,314 reviews)
The man that works desk with the punk rock earring is so polite and kind. He cares a lot about his job. Very respectful man.
Reviewed on 9 Nov 2025
Motel 6 Naperville, IL
1585 Naperville Wheaton Road, Naperville, IL
Fully refundable
The price is €47 per night from 25 Nov to 26 Nov
€47
25 Nov - 26 Nov
includes taxes & fees
7.8/10 Good! (1,115 reviews)
Staff was excellent
Reviewed on 11 Nov 2025
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
The price is €99 per night from 17 Nov to 18 Nov
€99
17 Nov - 18 Nov
includes taxes & fees
8.4/10 Very Good! (1,322 reviews)
Some of the lights didn't work but other than that i have no complaints
Reviewed on 9 Nov 2025
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.
