Search Cheap Flights to
Montgomery

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Montgomery Flights as Low as $119

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

Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$119 Roundtrip, found 4 days ago
$119
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Sun, Sep 7, priced at $119 found 4 days ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$124 Roundtrip, found 4 days ago
$124
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Sun, Sep 7, priced at $124 found 4 days ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$130 Roundtrip, found 4 days ago
$130
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Sun, Sep 7, priced at $130 found 4 days ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$131 Roundtrip, found 6 days ago
$131
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Sun, Sep 7, priced at $131 found 6 days ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$136 Roundtrip, found 6 days ago
$136
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Sun, Sep 7, priced at $136 found 6 days ago
Breeze Airways
Fri, Sep 5 - Sun, Sep 7
MCO
Orlando Intl.
SWF
Stewart Intl.
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Sep 5 from Orlando Intl. to Stewart Intl., returning Sun, Sep 7, priced at $141 found 6 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 4 days ago
$164
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $164 found 4 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 4 days ago
$169
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $169 found 4 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 4 days ago
$174
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $174 found 4 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$180 Roundtrip, found 4 days ago
$180
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $180 found 4 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$185 Roundtrip, found 4 days ago
$185
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $185 found 4 days ago
Breeze Airways
Thu, Sep 25 - Sun, Sep 28
MCO
Orlando Intl.
SWF
Stewart Intl.
$190 Roundtrip, found 4 days ago
$190
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Sep 25 from Orlando Intl. to Stewart Intl., returning Sun, Sep 28, priced at $190 found 4 days ago
Breeze Airways
Thu, Aug 28 - Tue, Sep 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$198 Roundtrip, found 12 hours ago
$198
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $198 found 12 hours ago
Breeze Airways
Thu, Aug 28 - Tue, Sep 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$201 Roundtrip, found 12 hours ago
$201
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $201 found 12 hours ago
Breeze Airways
Thu, Aug 28 - Tue, Sep 2
MCO
Orlando Intl.
SWF
Stewart Intl.
$208 Roundtrip, found 12 hours ago
$208
Roundtrip
found 12 hours ago
Select Breeze Airways flight, departing Thu, Aug 28 from Orlando Intl. to Stewart Intl., returning Tue, Sep 2, priced at $208 found 12 hours ago
Breeze Airways
Mon, Aug 18 - Fri, Aug 22
CHS
Charleston Intl.
SWF
Stewart Intl.
$238 Roundtrip, found 4 days ago
$238
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Aug 18 from Charleston Intl. to Stewart Intl., returning Fri, Aug 22, priced at $238 found 4 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 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 September, 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 $119, 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 $119 right now, why wait?

Montgomery Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$118

Last Minute Hotel Deals in Montgomery

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! (751 reviews)
"Quite pricey for a Holiday Inn in the suburbs. We saved almost $100 booking through Expedia."

Reviewed on Aug 12, 2025

Get rates
Holiday Inn Express & Suites Montgomery by IHG
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. ...
6.2/10 (1,001 reviews)
"Well done all around. Good value"

Reviewed on Aug 8, 2025

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Super 8 by Wyndham Montgomery Maybrook
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 water park access (surcharge). Our guests praise the helpful ...
8/10 Very Good! (1,637 reviews)
"limited and expensive food options"

Reviewed on Aug 12, 2025

Get rates
The Kartrite Resort & Indoor Waterpark
The Crossroads Hotel, Newburgh

The Crossroads Hotel, Newburgh

3 out of 5
5 Lakeside Rd, Newburgh, NY
Stay at this 3-star business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (512 reviews)
"Comfortable place to stay"

Reviewed on Aug 7, 2025

Get rates
The Crossroads Hotel, Newburgh
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! (1,011 reviews)
"Large well designed rooms with a nice view"

Reviewed on Aug 14, 2025

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Resorts World Catskills Casino
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! (1,007 reviews)
"Stay was great. Staff was kind, courteous and helpful. The room was clean and spacious. The complimentary breakfast was way more then I expected and was excellent. I will stay there again when we come back in October."

Reviewed on Aug 15, 2025

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Sleep Inn & Suites Middletown - Goshen
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! (1,002 reviews)
"Bed was comfortable and room was clean and good size Thank you!will come back"

Reviewed on Aug 13, 2025

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Overlook Lodge at Bear Mountain
Wildflower Farms, Auberge Resorts Collection

Wildflower Farms, Auberge Resorts Collection

5 out of 5
2702 Main St, Gardiner, NY
Stay at this 5-star luxury resort in Gardiner. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mohonk Lake and Tuthilltown Spirits are ...
9.4/10 Exceptional! (51 reviews)
"Such a dreamy escape. The staff is excellent, friendly, and always ready to help. The rooms are serene and comfortable. Amazing spa and spa staff. Restaurant is also top-notch"

Reviewed on May 15, 2025

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Wildflower Farms, Auberge Resorts Collection
See all 1,206 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.