Search Cheap Flights to
Montgomery

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Montgomery Flights as Low as $164

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

Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 4 hours ago
$164
Roundtrip
found 4 hours ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $164 found 4 hours ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$166 Roundtrip, found 7 hours ago
$166
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $166 found 7 hours ago
Breeze Airways
Thu, Jul 31 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jul 31 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $169 found 1 day ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$171 Roundtrip, found 7 hours ago
$171
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $171 found 7 hours ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 1 hour ago
$174
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $174 found 1 hour ago
Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 5 days ago
$174
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $174 found 5 days ago
Breeze Airways
Fri, Aug 1 - Sun, Aug 3
MCO
Orlando Intl.
SWF
Stewart Intl.
$176 Roundtrip, found 7 hours ago
$176
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Aug 1 from Orlando Intl. to Stewart Intl., returning Sun, Aug 3, priced at $176 found 7 hours ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$179 Roundtrip, found 1 hour ago
$179
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $179 found 1 hour ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$179 Roundtrip, found 3 hours ago
$179
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $179 found 3 hours ago
Breeze Airways
Fri, Jul 4 - Mon, Jul 7
CHS
Charleston Intl.
SWF
Stewart Intl.
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jul 4 from Charleston Intl. to Stewart Intl., returning Mon, Jul 7, priced at $180 found 1 day ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$184 Roundtrip, found 1 hour ago
$184
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $184 found 1 hour ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$184 Roundtrip, found 3 hours ago
$184
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $184 found 3 hours ago
Breeze Airways
Thu, Jul 24 - Tue, Jul 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$185 Roundtrip, found 2 days ago
$185
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Jul 24 from Orlando Intl. to Stewart Intl., returning Tue, Jul 29, priced at $185 found 2 days ago
Breeze Airways
Fri, Aug 15 - Mon, Aug 18
CHS
Charleston Intl.
SWF
Stewart Intl.
$189 Roundtrip, found 3 hours ago
$189
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Aug 15 from Charleston Intl. to Stewart Intl., returning Mon, Aug 18, priced at $189 found 3 hours ago
Fly Play
Wed, Jul 9 - Wed, Aug 20
CDG
Roissy-Charles de Gaulle
SWF
Stewart Intl.
$904 Roundtrip, found 1 day ago
$904
Roundtrip
found 1 day ago
Select Fly Play flight, departing Wed, Jul 9 from Roissy-Charles de Gaulle to Stewart Intl., returning Wed, Aug 20, priced at $904 found 1 day ago
Fly Play
Sun, Jul 13 - Sat, Jul 19
PRG
Vaclav Havel
SWF
Stewart Intl.
$970 Roundtrip, found 1 day ago
$970
Roundtrip
found 1 day ago
Select Fly Play flight, departing Sun, Jul 13 from Vaclav Havel to Stewart Intl., returning Sat, Jul 19, priced at $970 found 1 day 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 POU 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 July, 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 Stewart Intl. 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 $164, 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 $164 right now, why wait?

Montgomery Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$164

Last Minute Hotel Deals in Montgomery

Super 8 by Wyndham Montgomery Maybrook
Super 8 by Wyndham Montgomery Maybrook
2.5 out of 5
207 Montgomery Rd, Montgomery, NY
Book a stay at this business-friendly motel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.4/10 (1,004 reviews)
"The staff were wonderful and friendly. Breakfast was better than anticipated. Floors in the room were sticky, and there were cups, but no coffee pot. Overall good for the price."

Reviewed on Jun 23, 2025

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Super 8 by Wyndham Montgomery Maybrook
Holiday Inn Express & Suites Montgomery by IHG
Holiday Inn Express & Suites Montgomery by IHG
2.5 out of 5
2105 Route 208, Montgomery, NY
Book a stay at this business-friendly hotel in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (728 reviews)
"Nice, quiet, and clean"

Reviewed on Jun 8, 2025

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Holiday Inn Express & Suites Montgomery by IHG
The Kartrite Resort & Indoor Waterpark
The Kartrite Resort & Indoor Waterpark
4 out of 5
555 Resorts World Drive, Monticello, NY
Stay at this 4-star family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff ...
8/10 Very Good! (1,527 reviews)
"Awesome"

Reviewed on Jun 30, 2025

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The Kartrite Resort & Indoor Waterpark
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
"I suggest that each bathroom have a safety bar to grasp not only in handicap rooms. The bathtub was ver slippery."

Reviewed on Jul 1, 2025

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Sleep Inn & Suites Middletown - Goshen
Resorts World Catskills Casino
Resorts World Catskills Casino
4.5 out of 5
888 Resorts World Drive, Monticello, NY
Stay at this 4.5-star luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,006 reviews)
"We loved the property but didn't really venture out...i wish they had room service - a breakfast in bed would ave been lovely!"

Reviewed on Jun 29, 2025

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Resorts World Catskills Casino
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,000 reviews)
Great place
"Very friendly staff. Easy, free parking, good breakfast"

Reviewed on Jun 27, 2025

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HYATT house Fishkill/Poughkeepsie
Hampton Inn Harriman Woodbury
Hampton Inn Harriman Woodbury
2.5 out of 5
60 Centre Dr, Central Valley, NY
Book a stay at this business-friendly hotel in Woodbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (1,003 reviews)
"Liked all aspects of,the property Nothing I didn't like"

Reviewed on Jun 20, 2025

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Hampton Inn Harriman Woodbury
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,004 reviews)
"The view and location is beautiful!"

Reviewed on Jun 29, 2025

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Overlook Lodge at Bear Mountain
See all 1,210 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.