Deals on vacations and trips to Montgomery

Save when you book Montgomery package deals

Choose two or more items and save on your trip:

Montgomery flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $844, price is now $550 per person
$550
per person
Jul 8 - Jul 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,240, price is now $780 per person
$780
per person
Jul 23 - Jul 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $934, price is now $604 per person
$604
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,269, price is now $838 per person
$838
per person
Jul 31 - Aug 3
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
This hotel features a gym and a seasonal outdoor pool. WiFi in public areas is free. Self parking, laundry facilities, and concierge services are also on offer.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $944, price is now $633 per person
$633
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the indoor pool, bar/lounge, and laundry facilities.

Top Montgomery hotels deals

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
Free Cancellation
Reserve now, pay when you stay
$85 nightly
The price is $94 total per night
$94 total
May 21 - May 22
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
Breakfast included
Parking included
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Free Cancellation
Reserve now, pay when you stay
$90 nightly
The price is $100 total per night
$100 total
May 31 - Jun 1
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out and onsite conference space. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Breakfast included
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $127 total per night
$127 total
May 25 - May 26
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free full breakfast each morning.
Pool
Breakfast included
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
Free Cancellation
Reserve now, pay when you stay
$65 nightly
The price is $73 total per night
$73 total
May 26 - May 27
Total with taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. A safe deposit box is also provided.
Pet friendly
Parking included
Hilton Chicago/Oak Brook Hills Resort & Conference Center

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4 out of 5
3500 Midwest Road Oak Brook IL
Free Cancellation
Reserve now, pay when you stay
$150 nightly
The price is $167 total per night
$167 total
May 25 - May 26
Total with taxes and fees
This resort features a golf course, a full-service spa, and 4 restaurants. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free train station pick-up. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and an area shuttle.
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
70 Yorktown Center Lombard IL
Free Cancellation
Reserve now, pay when you stay
$140 nightly
The price is $155 total per night
$155 total
Jun 7 - Jun 8
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Montgomery
View all properties
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.

Frequently asked questions

How much are vacation packages to Montgomery?
Your travel daydreams can come true in Montgomery from as little as $550. Package deals include flights and hotels, so organizing your itinerary will be easy as pie. The only thing you'll have to focus on is getting out there and having a great time.
Where can I get the best vacation package deals for Montgomery?
Grabbing an unbeatable package deal to Montgomery is a cinch with Travelocity. With access to 400 airlines and 1,000,000 properties all over the world, you'll have loads of choice when it comes to picking your hotels and flights.
Why should I purchase my Montgomery vacation package with Travelocity?
Whether you're on the hunt for the ultimate unplugged escape or you crave the hustle and bustle that only a big city can provide, booking everything with Travelocity saves you time, hassle and money. No need to sift through countless websites to find the best deal — our Price Match Guarantee ensures you'll always score the lowest possible price, and our team of customer service experts are available round-the-clock.
Will I save money on my Montgomery car rental if I book it with hotels and flights?
Combining your hotel, flight and car into a Montgomery vacation package is a surefire way to score an amazing deal. Plus, having your own wheels gives you the freedom to get to all those famous sights you're eager to check out. Sitting 40 mi away from Montgomery, Wrigley Field is one place that should be on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Montgomery?
For plenty of travelers, a trip to Montgomery means passing through O'Hare Intl. Airport (ORD). This bustling airport sits 30 mi northeast of the city center. You could also fly into Midway Intl. Airport (MDW) (30 mi away from central Montgomery) or Rockford, IL (RFD-Greater Rockford) (50 mi away from central Montgomery).
Where should I stay when visiting Montgomery?
The RagingWaves/Festivals/Biz Traveler/No Stairs/Fast Wifi & Garage is popular with many travelers. Book soon to avoid missing out.

Photos of local treasures

Browse Montgomery vacation photos for more inspiration

Aerial View of the Chicago Suburb of Naperville, Illinois