Deals on vacations and trips to Montgomery

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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 $831, price is now $437 per person
$437
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,040, price is now $570 per person
$570
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. A coffee shop, a snack bar/deli, and luggage storage are also on offer.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,579, price is now $882 per person
$882
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $945, price is now $529 per person
$529
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $921, price is now $520 per person
$520
per person
Mar 25 - Mar 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a coffee shop, and a terrace are also offered.

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
$75 nightly
The price is $83 total per night
$83 total
Jan 22 - Jan 23
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
$72 nightly
The price is $80 total per night
$80 total
Feb 1 - Feb 2
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
Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road Naperville IL
Free Cancellation
Reserve now, pay when you stay
$38 nightly
The price is $43 total per night
$43 total
Jan 22 - Jan 23
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. There's a snack bar/deli and multilingual staff can provide around-the-clock assistance.
Pet friendly
Parking included
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
$137 nightly
The price is $144 total per night
$144 total
Jan 19 - Jan 20
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 garden is also provided.
Parking included
Free WiFi
Sybaris Pool Suites

Sybaris Pool Suites

2.5 out of 5
600 Ogden Ave Downers Grove IL
Free Cancellation
Reserve now, pay when you stay
$215 nightly
The price is $236 total per night
$236 total
Jan 19 - Jan 20
Total with taxes and fees
Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.
Spa
Parking included
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
$122 nightly
The price is $135 total per night
$135 total
Feb 1 - Feb 2
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
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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 $437. 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.

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