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Montgomery

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Montgomery Flights as Low as $56

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, Aug 12 - Tue, Aug 18
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$56 Roundtrip, found 15 hours ago
$56
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, Aug 12 from George Bush Intercontinental to O'Hare Intl., returning Tue, Aug 18, priced at $56 found 15 hours ago
Frontier Airlines
Tue, Jun 9 - Wed, Jun 17
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$66 Roundtrip, found 6 hours ago
$66
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Jun 9 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Jun 17, priced at $66 found 6 hours ago
Frontier Airlines
Tue, Aug 4 - Tue, Aug 25
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$66 Roundtrip, found 6 hours ago
$66
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 25, priced at $66 found 6 hours ago
Delta
Wed, Aug 12 - Tue, Aug 25
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 4 hours ago
$134
Roundtrip
found 4 hours ago
Select Delta flight, departing Wed, Aug 12 from Los Angeles Intl. to O'Hare Intl., returning Tue, Aug 25, priced at $134 found 4 hours ago
Spirit Airlines
Mon, Aug 24 - Sat, Sep 5
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$143 Roundtrip, found 3 days ago
$143
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Aug 24 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Sep 5, priced at $143 found 3 days ago
Frontier Airlines
Sun, May 24 - Wed, May 27
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$154 Roundtrip, found 6 days ago
$154
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, May 24 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, May 27, priced at $154 found 6 days ago
United
Tue, Aug 11 - Tue, Aug 18
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$169 Roundtrip, found 6 hours ago
$169
Roundtrip
found 6 hours ago
Select United flight, departing Tue, Aug 11 from George Bush Intercontinental to O'Hare Intl., returning Tue, Aug 18, priced at $169 found 6 hours ago
American Airlines
Tue, Aug 11 - Tue, Aug 18
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$169 Roundtrip, found 6 hours ago
$169
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Tue, Aug 11 from George Bush Intercontinental to O'Hare Intl., returning Tue, Aug 18, priced at $169 found 6 hours ago
JetBlue Airways
Tue, Jun 16 - Tue, Jun 23
BOS
Logan Intl.
ORD
O'Hare Intl.
$171 Roundtrip, found 4 days ago
$171
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, Jun 16 from Logan Intl. to O'Hare Intl., returning Tue, Jun 23, priced at $171 found 4 days ago
Spirit Airlines
Mon, Jun 29 - Fri, Jul 3
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Jun 29 from Newark Liberty Intl. Airport to O'Hare Intl., returning Fri, Jul 3, priced at $173 found 3 days ago
Delta
Tue, Jun 16 - Wed, Jul 1
IAH
George Bush Intercontinental
MDW
Midway Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jun 16 from George Bush Intercontinental to Midway Intl., returning Wed, Jul 1, priced at $197 found 1 day ago
Frontier Airlines
Wed, Jun 3 - Tue, Jun 9
BOS
Logan Intl.
MDW
Midway Intl.
$205 Roundtrip, found 3 days ago
$205
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jun 3 from Logan Intl. to Midway Intl., returning Tue, Jun 9, priced at $205 found 3 days ago
Delta
Wed, Jun 3 - Thu, Jun 25
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$207 Roundtrip, found 5 days ago
$207
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Jun 3 from Newark Liberty Intl. Airport to Midway Intl., returning Thu, Jun 25, priced at $207 found 5 days ago
Delta
Wed, Jul 22 - Wed, Jul 29
LAX
Los Angeles Intl.
MDW
Midway Intl.
$219 Roundtrip, found 5 hours ago
$219
Roundtrip
found 5 hours ago
Select Delta flight, departing Wed, Jul 22 from Los Angeles Intl. to Midway Intl., returning Wed, Jul 29, priced at $219 found 5 hours ago
Delta
Tue, Aug 25 - Sat, Aug 29
DAL
Love Field
ORD
O'Hare Intl.
$301 Roundtrip, found 2 hours ago
$301
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Aug 25 from Love Field to O'Hare Intl., returning Sat, Aug 29, priced at $301 found 2 hours ago
Delta
Sat, Jul 25 - Sat, Aug 8
DAL
Love Field
MDW
Midway Intl.
$311 Roundtrip, found 2 days ago
$311
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Jul 25 from Love Field to Midway Intl., returning Sat, Aug 8, priced at $311 found 2 days ago

Cheap Flights to Montgomery

Fall in love at first flight with your vacation to Montgomery by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Montgomery on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Montgomery, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Montgomery

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Montgomery with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CHI airport.

What is the cheapest month to fly to Montgomery?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Montgomery are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Montgomery?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Montgomery.

What airport is best to fly into Montgomery?

When you’re planning your trip to Montgomery, convenience is the name of the game. Luckily, Montgomery Dupage Airport is nearby so you can deplane and get going on checking off everything on your Montgomery must-do list.

How much are flights to Montgomery?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Montgomery on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $56, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Montgomery?

The trick to saving a stack of cash on your flight to Montgomery? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $56 right now, why wait?

Montgomery Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$56

Last Minute Hotel Deals in Montgomery

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
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (2,745 reviews)
Breakfast was great and parking was good. The bed was horrible. Worst mattress , hard as a rock.

Reviewed on May 9, 2026

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SureStay Plus Hotel by Best Western Chicago Lombard
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Book a stay at this business-friendly hotel in Westmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
7.2/10 Good! (1,556 reviews)
Great

Reviewed on May 9, 2026

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Chicago Club Inn & Suites
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
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,559 reviews)
We have stayed here several times and when we need to be in this area of Illinois we will choose to stay here every time. The rooms are super great as they come with two living spaces which even when there are only 4 of you definitely makes it a lot better as everyone has their space. The breakfast ...

Reviewed on May 10, 2026

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Embassy Suites by Hilton Chicago Lombard Oak Brook
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
Stay at this hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.4/10 (1,104 reviews)
Property was old and rundown. In our room, there were holes in the wall in the bathroom, the light above the sink did not work, only a couple of channels worked on the t.v., the WiFi only worked during the daytime, and the worst part is the ROACHES. We checked in at night and did not see any bugs...but ...

Reviewed on May 9, 2026

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Red Roof Inn PLUS+ Chicago - Willowbrook
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
Book a stay at this spa resort in Oak Brook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,010 reviews)
Always a great experience coming here, that’s why we are coming back over and over. From amazing personell and service, to gorgeous golf course and garden views, to very clean rooms and so good food at hotel restaurant. A gem! And don’t miss the golf course, is really nicely maintained and very good ...

Reviewed on May 10, 2026

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Hilton Chicago/Oak Brook Hills Resort & Conference Center
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
Book a stay at this boutique hotel in Willowbrook. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,505 reviews)
Room had broken glass from previous stay under bed when we took are used bedding off from are night before leaving we found four other fitted sheets understand it not sure if they were used an jus put a new one on ares but there was also rose peddles we never used that fell out or the sheets we took ...

Reviewed on May 10, 2026

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The Champagne Lodge & Luxury Suites
The Westin Chicago Lombard

The Westin Chicago Lombard

4 out of 5
70 Yorktown Center Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy 2 restaurants, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
9/10 Wonderful! (1,251 reviews)
The room was very clean and up to date. The staff is very friendly. Overall, great experience.

Reviewed on May 9, 2026

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The Westin Chicago Lombard
Hyatt Place Chicago/Lombard/Oak Brook

Hyatt Place Chicago/Lombard/Oak Brook

3 out of 5
2340 South Fountain Square Drive Lombard IL
Book a stay at this business-friendly hotel in Lombard. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,132 reviews)
Nice

Reviewed on May 8, 2026

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Hyatt Place Chicago/Lombard/Oak Brook
See all 596 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.