
Montgomery Vacations from $277
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 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
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.
The Latest Montgomery vacation packages
Price found within the past 48 hours. Click for updated prices.

theWit Chicago, a Hilton Hotel
Downtown Chicago
Save 100% on your flight
Price was $488, price is now $277 per person
$277
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Overall good experience. My room was not cleaned one of the nights because the maid didn’t come until late but we were already in our room. Also, the $25/night resort fee was not properly explained to me, didn’t make much sense at all honestly. Property is nice and in a great location but i wouldn’t stay here again
Reviewed on Dec 19, 2025

The Emily Hotel
Downtown Chicago
Save 100% on your flight
Price was $745, price is now $402 per person
$402
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
Love staying at the Emily. Very helpful friendly Staff & ccool architecture. Also love the front Patio in Summer☀️
Reviewed on Dec 16, 2025

Hotel Riu Plaza Chicago
Downtown Chicago
Save 100% on your flight
Price was $504, price is now $280 per person
$280
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Amenities, very clean, wonderful buffet service.
Reviewed on Dec 20, 2025

Level Chicago – Old Town
Downtown Chicago
Save 100% on your flight
Price was $605, price is now $336 per person
$336
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Great location, clean room and friendly staff!
Reviewed on Dec 14, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was $1,168, price is now $652 per person
$652
per person
Feb 19 - Feb 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
From staff to room it was a amazing experience.
Reviewed on Dec 18, 2025
Montgomery Hotel Deals

SureStay Plus Hotel by Best Western Chicago Lombard
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Dec 22 to Dec 23
$80 total
Dec 22 - Dec 23
Total with taxes and fees
9/10 Wonderful! (2,425 reviews)
Great
Reviewed on Dec 17, 2025

Embassy Suites by Hilton Chicago Lombard Oak Brook
707 E Butterfield Road Lombard IL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $136 total per night from Dec 23 to Dec 24
$136 total
Dec 23 - Dec 24
Total with taxes and fees
8.2/10 Very Good! (1,294 reviews)
Great
Reviewed on Dec 14, 2025

Motel 6 Naperville, IL
1585 Naperville Wheaton Road Naperville IL
Fully refundable
$45 nightly
The price is $50 total per night from Dec 28 to Dec 29
$50 total
Dec 28 - Dec 29
Total with taxes and fees
7.8/10 Good! (1,148 reviews)
Good
Reviewed on Dec 16, 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.
Find the Best Montgomery Vacation Packages
Montgomery Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 19,500 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Paramount Theater, Sugar Grove Family Fun Center and Splash Country Waterpark |
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.



















