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Montgomery

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Montgomery Flights as Low as $58

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

Frontier Airlines
Thu, Feb 19 - Mon, Mar 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$58 Roundtrip, just found
$58
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Feb 19 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Mar 2, priced at $58 just found
Frontier Airlines
Sat, Mar 7 - Wed, Mar 11
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$66 Roundtrip, found 1 day ago
$66
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Mar 7 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, Mar 11, priced at $66 found 1 day ago
Frontier Airlines
Tue, Apr 7 - Wed, Apr 8
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$68 Roundtrip, found 4 hours ago
$68
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Apr 7 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Apr 8, priced at $68 found 4 hours ago
Spirit Airlines
Sat, Feb 21 - Sat, Feb 21
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$71 Roundtrip, found 1 day ago
$71
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Feb 21 from George Bush Intercontinental to O'Hare Intl., returning Sat, Feb 21, priced at $71 found 1 day ago
Frontier Airlines
Tue, Feb 3 - Tue, Feb 3
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Feb 3 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Feb 3, priced at $80 just found
Frontier Airlines
Fri, Feb 27 - Mon, Mar 9
IAH
George Bush Intercontinental
MDW
Midway Intl.
$106 Roundtrip, just found
$106
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Feb 27 from George Bush Intercontinental to Midway Intl., returning Mon, Mar 9, priced at $106 just found
United
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, just found
$137
Roundtrip
just found
Select United flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $137 just found
American Airlines
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, just found
$137
Roundtrip
just found
Select American Airlines flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $137 just found
Delta
Tue, Feb 24 - Wed, Mar 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$137 Roundtrip, just found
$137
Roundtrip
just found
Select Delta flight, departing Tue, Feb 24 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Mar 4, priced at $137 just found
Frontier Airlines
Wed, Mar 11 - Tue, Mar 17
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$141 Roundtrip, found 5 days ago
$141
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Mar 11 from Los Angeles Intl. to O'Hare Intl., returning Tue, Mar 17, priced at $141 found 5 days ago
Delta
Wed, Mar 18 - Tue, Mar 24
OMA
Eppley Field
ORD
O'Hare Intl.
$159 Roundtrip, found 6 hours ago
$159
Roundtrip
found 6 hours ago
Select Delta flight, departing Wed, Mar 18 from Eppley Field to O'Hare Intl., returning Tue, Mar 24, priced at $159 found 6 hours ago
Frontier Airlines
Thu, Feb 12 - Tue, Feb 24
LAX
Los Angeles Intl.
MDW
Midway Intl.
$174 Roundtrip, found 1 day ago
$174
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Feb 12 from Los Angeles Intl. to Midway Intl., returning Tue, Feb 24, priced at $174 found 1 day ago
Delta
Wed, Mar 4 - Wed, Mar 11
DAL
Love Field
MDW
Midway Intl.
$177 Roundtrip, just found
$177
Roundtrip
just found
Select Delta flight, departing Wed, Mar 4 from Love Field to Midway Intl., returning Wed, Mar 11, priced at $177 just found
Delta
Sat, Feb 21 - Sat, Feb 28
DAL
Love Field
ORD
O'Hare Intl.
$177 Roundtrip, found 5 hours ago
$177
Roundtrip
found 5 hours ago
Select Delta flight, departing Sat, Feb 21 from Love Field to O'Hare Intl., returning Sat, Feb 28, priced at $177 found 5 hours ago
Delta
Thu, Feb 12 - Thu, Feb 19
OMA
Eppley Field
MDW
Midway Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Feb 12 from Eppley Field to Midway Intl., returning Thu, Feb 19, priced at $191 found 1 day ago
Contour Airlines
Thu, Feb 5 - Sun, Feb 8
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$192 Roundtrip, found 4 hours ago
$192
Roundtrip
found 4 hours ago
Select Contour Airlines flight, departing Thu, Feb 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, Feb 8, priced at $192 found 4 hours 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 February, 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 $58, 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 $58 right now, why wait?

Montgomery Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$58

Last Minute Hotel Deals in Montgomery

Motel 6 Naperville, IL

Motel 6 Naperville, IL

2 out of 5
1585 Naperville Wheaton Road Naperville IL
Stay at this motel in Naperville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,201 reviews)
Impressive quality for the price

Reviewed on Jan 18, 2026

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Motel 6 Naperville, IL
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! (2,517 reviews)
The room was very clean . Check in was easy .

Reviewed on Jan 19, 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 ...
7/10 Good! (1,409 reviews)
The room was very clean. We stay there often and never had a problem. Checkin was fast

Reviewed on Jan 12, 2026

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Chicago Club Inn & Suites
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 ...
8.4/10 Very Good! (1,385 reviews)
The room was clean, plenty of amenities. It was a peaceful atmosphere, the staff was friendly. When i went it showed however the did a fast upkeep. I will be visiting this place again.

Reviewed on Jan 16, 2026

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The Champagne Lodge & Luxury Suites
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 (1,019 reviews)
Everything was in order. Thank you

Reviewed on Jan 14, 2026

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Red Roof Inn PLUS+ Chicago - Willowbrook
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 ...
8.8/10 Excellent! (1,174 reviews)
We had a very nice stay ThanksEverything was very good as expected.

Reviewed on Jan 13, 2026

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The Westin Chicago Lombard
Sybaris Pool Suites

Sybaris Pool Suites

2.5 out of 5
600 Ogden Ave Downers Grove IL
Stay at this hotel in Downers Grove. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Ty Warner Park and Yorktown Shopping Center ...
8.4/10 Very Good! (77 reviews)
Awesome experience. The room is clean, staff are lovely and the r

Reviewed on Nov 29, 2025

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Sybaris Pool Suites
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. ...
8.6/10 Excellent! (1,004 reviews)
Nice

Reviewed on Jan 12, 2026

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Hilton Chicago/Oak Brook Hills Resort & Conference Center
See all 608 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.