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
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$164 Roundtrip, found 2 days ago
$164
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $164 found 2 days ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$169 Roundtrip, found 2 days ago
$169
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $169 found 2 days ago
Breeze Airways
Sun, Jun 15 - Thu, Jun 19
MCO
Orlando Intl.
SWF
Stewart Intl.
$174 Roundtrip, found 2 days ago
$174
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, Jun 15 from Orlando Intl. to Stewart Intl., returning Thu, Jun 19, priced at $174 found 2 days ago
Breeze Airways
Fri, May 9 - Mon, May 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$181 Roundtrip, found 13 hours ago
$181
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, May 9 from Orlando Intl. to Stewart Intl., returning Mon, May 12, priced at $181 found 13 hours ago
Breeze Airways
Fri, May 9 - Mon, May 12
MCO
Orlando Intl.
SWF
Stewart Intl.
$191 Roundtrip, found 13 hours ago
$191
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Fri, May 9 from Orlando Intl. to Stewart Intl., returning Mon, May 12, priced at $191 found 13 hours ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$195 Roundtrip, found 1 day ago
$195
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $195 found 1 day ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $200 found 1 day ago
Breeze Airways
Fri, Jun 6 - Mon, Jun 9
MCO
Orlando Intl.
SWF
Stewart Intl.
$205 Roundtrip, found 1 day ago
$205
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Fri, Jun 6 from Orlando Intl. to Stewart Intl., returning Mon, Jun 9, priced at $205 found 1 day ago
Breeze Airways
Thu, Jun 19 - Mon, Jun 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$225 Roundtrip, found 4 days ago
$225
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Mon, Jun 23, priced at $225 found 4 days ago
Breeze Airways
Fri, Jun 20 - Tue, Jun 24
MCO
Orlando Intl.
SWF
Stewart Intl.
$230 Roundtrip, found 4 days ago
$230
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Stewart Intl., returning Tue, Jun 24, priced at $230 found 4 days ago
Breeze Airways
Thu, Jun 26 - Sun, Jun 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$231 Roundtrip, found 3 days ago
$231
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 26 from Orlando Intl. to Stewart Intl., returning Sun, Jun 29, priced at $231 found 3 days ago
Breeze Airways
Thu, Jun 19 - Mon, Jun 23
MCO
Orlando Intl.
SWF
Stewart Intl.
$235 Roundtrip, found 4 days ago
$235
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Mon, Jun 23, priced at $235 found 4 days ago
Breeze Airways
Fri, Jun 20 - Tue, Jun 24
MCO
Orlando Intl.
SWF
Stewart Intl.
$240 Roundtrip, found 4 days ago
$240
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Jun 20 from Orlando Intl. to Stewart Intl., returning Tue, Jun 24, priced at $240 found 4 days ago
Breeze Airways
Thu, Jun 26 - Sun, Jun 29
MCO
Orlando Intl.
SWF
Stewart Intl.
$241 Roundtrip, found 3 days ago
$241
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Jun 26 from Orlando Intl. to Stewart Intl., returning Sun, Jun 29, priced at $241 found 3 days ago
Breeze Airways
Thu, May 22 - Mon, May 26
MCO
Orlando Intl.
SWF
Stewart Intl.
$245 Roundtrip, found 4 days ago
$245
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, May 22 from Orlando Intl. to Stewart Intl., returning Mon, May 26, priced at $245 found 4 days ago
Breeze Airways
Thu, Jun 12 - Mon, Jun 16
MCO
Orlando Intl.
SWF
Stewart Intl.
$251 Roundtrip, found 4 days ago
$251
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 12 from Orlando Intl. to Stewart Intl., returning Mon, Jun 16, priced at $251 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 June, 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
$163

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
The price is $124 per night from Jun 1 to Jun 2
$124
includes taxes & fees
Jun 1 - Jun 2
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! (710 reviews)
"."

Reviewed on Apr 24, 2025

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
The price is $89 per night from May 8 to May 9
$89
includes taxes & fees
May 8 - May 9
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 (1,001 reviews)
"Good"

Reviewed on Apr 12, 2025

Super 8 by Wyndham Montgomery Maybrook
Borland House Inn
Borland House Inn
3 out of 5
130 Clinton Street, Montgomery, NY
The price is $215 per night from May 9 to May 10
$215
includes taxes & fees
May 9 - May 10
Stay at this 3-star business-friendly B&B in Montgomery. Enjoy free breakfast, free WiFi, and free parking. Popular attractions City Winery Hudson Valley and ...
9/10 Wonderful! (111 reviews)
Hospitality & History
"Wonderful people & an impressive house"

Reviewed on Apr 17, 2025

Borland House Inn
The Kartrite Resort & Indoor Waterpark
The Kartrite Resort & Indoor Waterpark
4 out of 5
555 Resorts World Drive, Monticello, NY
The price is $262 per night from May 4 to May 5
$262
includes taxes & fees
May 4 - May 5
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 ...
7.8/10 Good! (1,395 reviews)
"Amazing stay with my family and friends! Will definitely return! Kids had an awesome Trip!"

Reviewed on Apr 30, 2025

The Kartrite Resort & Indoor Waterpark
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
The price is $141 per night from May 4 to May 5
$141
includes taxes & fees
May 4 - May 5
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! (1,001 reviews)
"The staff, room and property were lovely. The view from the porch? Spectacular !!!"

Reviewed on Apr 28, 2025

Overlook Lodge at Bear Mountain
La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
The price is $150 per night from May 6 to May 7
$150
includes taxes & fees
May 6 - May 7
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (687 reviews)
"The receptionist is an absolute pro: friendly and eager to help improve our stay. She should be running the NYC Four Seasons... Anyway, location is great with Starbucks across the lot. Hotel is quiet and extremely clean. It looks brand new both inside and out. We'll keep coming again and again."

Reviewed on Apr 29, 2025

La Quinta Inn & Suites by Wyndham Middletown
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
The price is $134 per night from May 26 to May 27
$134
includes taxes & fees
May 26 - May 27
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)
"Great property close to legoland. We saw some ants coming out from an outlet into our room on the second day. We quickly made sure to put our food items in the fridge."

Reviewed on Apr 28, 2025

Sleep Inn & Suites Middletown - Goshen
Resorts World Catskills Casino
Resorts World Catskills Casino
4.5 out of 5
888 Resorts World Drive, Monticello, NY
The price is $239 per night from May 5 to May 6
$239
includes taxes & fees
May 5 - May 6
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! (1,001 reviews)
"I think you guys should create an enclosed area between the main casino building and the Alder to get from 1 area to the next esp rain or cold weather."

Reviewed on Apr 27, 2025

Resorts World Catskills Casino
See all 1,171 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.