Montgomery Vacation Packages

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    Save up to CA $775 when you book a flight and hotel together*
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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.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Jul. 27 - Jul. 31
found 14 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9/10 Wonderful! (655 reviews)
Very clean and modern 10/10

Reviewed on May 28, 2024

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 7 - Aug. 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,190 reviews)
It was a nice place to stay, but I don’t feel it was worth the price at all. Especially when you had to pay $68 to park your vehicle when you were already paying an exorbitant amount for the room. I don’t see how parking is not included in the price of the room for guests. Will not be staying there again for that reason aside from I don’t think the rooms are much nicer than anywhere else I have stayed.

Reviewed on May 31, 2024

Chicago Marriott Downtown Magnificent Mile

Chicago Marriott Downtown Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 7 - Aug. 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
8.4/10 Very Good! (1,003 reviews)
They didn’t have free wifi

Reviewed on May 28, 2024

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 7 - Aug. 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.6/10 Exceptional! (977 reviews)
The staff has been wonderful, friendly, and accomodating. My 3 year old made best friends with one of the doormen.

Reviewed on May 25, 2024

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug. 7 - Aug. 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
8.8/10 Excellent! (207 reviews)
Loved all the neighborhood dogs & farmers market

Reviewed on May 20, 2024

Montgomery Hotel Deals

DoubleTree by Hilton Lisle Naperville
DoubleTree by Hilton Lisle Naperville
4 out of 5
3003 Corporate West Dr, Naperville, IL
Fully refundableReserve now, pay when you stay
The price is CA $121 per night from Jun. 23 to Jun. 24
CA $121
CA $135 total
includes taxes & fees
Jun 23 - Jun 24
7.8/10 Good! (1,004 reviews)
"The property was comfortable and clean. It could do with a little updating."

Reviewed on May 27, 2024

DoubleTree by Hilton Lisle Naperville
The Champagne Lodge & Luxury Suites
The Champagne Lodge & Luxury Suites
3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is CA $135 per night from Jun. 3 to Jun. 4
CA $135
CA $178 total
includes taxes & fees
Jun 3 - Jun 4
8.4/10 Very Good! (1,001 reviews)
"Great staff very quiet and peaceful"

Reviewed on May 27, 2024

The Champagne Lodge & Luxury Suites
SureStay Plus Hotel by Best Western Chicago Lombard
SureStay Plus Hotel by Best Western Chicago Lombard
2.5 out of 5
222 E 22nd Street, Lombard, IL
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Jun. 2 to Jun. 3
CA $105
CA $116 total
includes taxes & fees
Jun 2 - Jun 3
8.6/10 Excellent! (1,541 reviews)
"Nice staff- clean - only variety of breakfast was small"

Reviewed on May 28, 2024

SureStay Plus Hotel by Best Western Chicago Lombard
See all 588 properties in Montgomery
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Montgomery vacation package cost?
Get ready to book, because a getaway to Montgomery starts from an enticing CA $1,100. When you bundle your hotels, flights and car rentals into a travel package, you’ll score great deals.
How do I get a cheap travel package to Montgomery?
Bundle your hotel and flight bookings, add extras such as a rental car or activities, and save with a Montgomery vacation package. You won’t just score big discounts on your getaway — you’ll have lots of choice at your fingertips too. When you book through Expedia, you can choose from more than 550 partner airlines and 1,000,000 properties worldwide. Your next grand adventure begins right here, right now!
Where should I stay in Montgomery?
A vacation in Montgomery isn’t complete without checking out Aurora University, Hollywood Casino Aurora and Paramount Theater. Stay close to these sights and make sightseeing a breeze.
What are the top hotels in Montgomery?
Glamorous Apartment In Montgomery will make an excellent base for your Montgomery escape. Situated in Boulder Hill, it’s one of this area’s best hotels.
How far in advance should I book my Montgomery vacation?
While prices fluctuate, we generally recommend booking your spot as early as possible. Many international fares can be found on Expedia up to a year in advance. If you’re booking late, you might still be lucky. Low prices to Montgomery sometimes emerge just weeks before departure.
What does an Expedia Montgomery travel package include?
Expedia has everything you need to lock in Montgomery getaway, but what your package looks like is entirely up to you. Select from a combination of rental cars, flights and hotels. After some tours or experiences to keep you entertained? Once you’ve made your booking, you can add them on too. Whatever your style, there’s a vacation package to suit your needs.
Can I choose my airline with a Montgomery Expedia vacation package?
Yes, of course. Expedia has access to more than 550 partner airlines worldwide, so pick the carrier that’s a good fit for your travel preferences.
If I'm not able to travel, can I cancel my Montgomery vacation package?
It’s impossible to predict what tomorrow might bring, so it’s comforting to know that you can change or cancel your Montgomery vacation package. If you booked in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.

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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.