
Montgomery Holidays from AU$1,798
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Your Montgomery Holiday
Enjoy amazing adventures when you reserve a Montgomery holiday package. Whether you're a foodie, art enthusiast or just a traveller who loves discovering new places, there's something for everyone in this exciting city. Like to venture out and explore? Aurora University, Hollywood Casino Aurora and Paramount Theatre are a few of the top-rated places to visit during a trip to Montgomery. Stop dreaming and start travelling. Check out the many options on Expedia today and put your Montgomery holiday plans in motion!
The Latest Montgomery Holiday Deals
Price found within the past 48 hours. Click for updated prices.

The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
Price was AU$2,837, price is now AU$1,798 per person
AU$1,798
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9/10 Wonderful! (1,992 reviews)
Our experience here was fantastic. We visited in August and the weather was superb. Everything was centralized. From shopping to dining and peace and quiet were abound. Just magnificent stay. The staff was friendly and informative. Thank you.
Reviewed on 4 Sep. 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$5,090, price is now AU$3,162 per person
AU$3,162
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.4/10 Exceptional! (1,714 reviews)
Professional service
Reviewed on 4 Sep. 2025

The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was AU$3,969, price is now AU$2,500 per person
AU$2,500
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.2/10 Wonderful! (1,195 reviews)
I loved the location - it was very walkable and lots of restaurants/shops nearby. The room itself was average - beds were very low and the furniture was kind of odd - mostly plywood built ins. But the one room served it's purpose and was clean. The issue was, I had reserved TWO rooms, but when I arrived I was informed they only had one room for me. Apparently they didn't accept the second room reservation... Neither the Emily nor Expedia notified me that one of my "PREPAID" rooms was not reserved. There were NO rooms available in the Hotel for Saturday, nor in the entire city of Chicago on Labor Day weekend, so we were left scrambling to find a place to accomodate the six of us (i.e friends couches, etc.). Not sure which company is ultimately to blame, but needless to say, ALWAYS double check your reservation with this place before you travel.
Reviewed on 3 Sep. 2025

The Langham, Chicago
Downtown Chicago
Save 100% on your flight
Price was AU$5,842, price is now AU$3,970 per person
AU$3,970
per person
13 Nov - 20 Nov
found 1 day ago
Return direct flight included
Sydney (SYD) to Chicago (ORD)
9.8/10 Exceptional! (1,005 reviews)
Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.
Reviewed on 12 Aug. 2025
Montgomery Holiday
Montgomery Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 19,500 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 27ºC |
Top Sights | Raging Waves Waterpark, Paramount Theatre and Splash Country Waterpark |
Our pick of the best Montgomery Hotel Deals

Chicago Club Inn & Suites
630 Pasquinelli Dr, Westmont, IL
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 6 Oct to 7 Oct
AU$129
6 Oct - 7 Oct
includes taxes & fees

SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 7 Sept to 8 Sept
AU$129
7 Sept - 8 Sept
includes taxes & fees

DoubleTree by Hilton Lisle Naperville
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is AU$142 per night from 14 Sept to 15 Sept
AU$142
14 Sept - 15 Sept
includes taxes & fees
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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.