Search Cheap Flights to
Montgomery

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Montgomery Flights as Low as $140

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

Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$140 Roundtrip, found 2 days ago
$140
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $140 found 2 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$143 Roundtrip, found 10 hours ago
$143
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $143 found 10 hours ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$145 Roundtrip, found 2 days ago
$145
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $145 found 2 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$146 Roundtrip, found 10 hours ago
$146
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $146 found 10 hours ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 2 days ago
$150
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $150 found 2 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$153 Roundtrip, found 10 hours ago
$153
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $153 found 10 hours ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$155 Roundtrip, found 2 days ago
$155
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $155 found 2 days ago
Breeze Airways
Fri, Apr 25 - Mon, Apr 28
CHS
Charleston Intl.
SWF
Stewart Intl.
$157 Roundtrip, found 10 hours ago
$157
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Fri, Apr 25 from Charleston Intl. to Stewart Intl., returning Mon, Apr 28, priced at $157 found 10 hours ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $157 found 1 hour ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$160 Roundtrip, found 2 days ago
$160
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $160 found 2 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$162 Roundtrip, found 1 hour ago
$162
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $162 found 1 hour ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$165 Roundtrip, found 2 days ago
$165
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $165 found 2 days ago
Breeze Airways
Sun, May 4 - Mon, May 5
MCO
Orlando Intl.
SWF
Stewart Intl.
$168 Roundtrip, found 1 hour ago
$168
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sun, May 4 from Orlando Intl. to Stewart Intl., returning Mon, May 5, priced at $168 found 1 hour ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $188 found 4 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$193 Roundtrip, found 4 days ago
$193
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $193 found 4 days ago
Breeze Airways
Thu, Jun 19 - Sun, Jun 22
MCO
Orlando Intl.
SWF
Stewart Intl.
$198 Roundtrip, found 4 days ago
$198
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Jun 19 from Orlando Intl. to Stewart Intl., returning Sun, Jun 22, priced at $198 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 May, 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 $140, 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 $140 right now, why wait?

Montgomery Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$139

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 $115 per night from Apr 20 to Apr 21
$115
includes taxes & fees
Apr 20 - Apr 21
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! (705 reviews)
"Great stay"

Reviewed on Apr 12, 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 $81 per night from Apr 27 to Apr 28
$81
includes taxes & fees
Apr 27 - Apr 28
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 $129 per night from Apr 14 to Apr 15
$129
includes taxes & fees
Apr 14 - Apr 15
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! (107 reviews)
"Perfect stay"

Reviewed on Mar 24, 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 1 to May 2
$262
includes taxes & fees
May 1 - May 2
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! (1,326 reviews)
"Everything was great food,service,etc"

Reviewed on Apr 12, 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 $135 per night from Apr 20 to Apr 21
$135
includes taxes & fees
Apr 20 - Apr 21
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! (1,003 reviews)
Would definitely recommend!
"Beautiful! Room was great! View was amazing! All the rustic charm you could ask for with modern comforts. Would definitely recommend and will definitely be back."

Reviewed on Apr 11, 2025

Overlook Lodge at Bear Mountain
Sleep Inn & Suites Middletown - Goshen
Sleep Inn & Suites Middletown - Goshen
2.5 out of 5
3491 Route 6, Middletown, NY
The price is $152 per night from Apr 28 to Apr 29
$152
includes taxes & fees
Apr 28 - Apr 29
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! (1,005 reviews)
"Friendly staff, clean, and updated rooms"

Reviewed on Apr 10, 2025

Sleep Inn & Suites Middletown - Goshen
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 $157 per night from Apr 29 to Apr 30
$157
includes taxes & fees
Apr 29 - Apr 30
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! (667 reviews)
"Really nice hotel with great staff. The rooms was really clean."

Reviewed on Apr 6, 2025

La Quinta Inn & Suites by Wyndham Middletown
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 Apr 14 to Apr 15
$239
includes taxes & fees
Apr 14 - Apr 15
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)
"It's very good!"

Reviewed on Mar 27, 2025

Resorts World Catskills Casino
See all 1,177 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.