Search Cheap Flights to
Montgomery

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Montgomery Flights as Low as $100

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

Allegiant Air
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$100 Roundtrip, found 5 days ago
$100
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $100 found 5 days ago
Allegiant Air
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$105 Roundtrip, found 3 days ago
$105
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $105 found 3 days ago
Allegiant Air
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$110 Roundtrip, found 4 hours ago
$110
Roundtrip
found 4 hours ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $110 found 4 hours ago
Allegiant Air
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$115 Roundtrip, just found
$115
Roundtrip
just found
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $115 just found
Allegiant Air
Thu, Jan 21 - Sun, Jan 24
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$124 Roundtrip, found 1 day ago
$124
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Thu, Jan 21 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Sun, Jan 24, priced at $124 found 1 day ago
Allegiant Air
Thu, Dec 3 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$124 Roundtrip, found 2 days ago
$124
Roundtrip
found 2 days ago
Select Allegiant Air flight, departing Thu, Dec 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Dec 6, priced at $124 found 2 days ago
Allegiant Air
Thu, Jan 21 - Sun, Jan 24
PIE
St. Petersburg-Clearwater Intl.
SWF
Stewart Intl.
$132 Roundtrip, found 7 hours ago
$132
Roundtrip
found 7 hours ago
Select Allegiant Air flight, departing Thu, Jan 21 from St. Petersburg-Clearwater Intl. to Stewart Intl., returning Sun, Jan 24, priced at $132 found 7 hours ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$147 Roundtrip, found 5 days ago
$147
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Oct 28 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Oct 31, priced at $147 found 5 days ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$152 Roundtrip, found 5 days ago
$152
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Oct 28 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Oct 31, priced at $152 found 5 days ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$155 Roundtrip, found 3 days ago
$155
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Oct 28 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Oct 31, priced at $155 found 3 days ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Oct 28 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Oct 31, priced at $157 found 5 days ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$158 Roundtrip, found 3 days ago
$158
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Oct 28 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Oct 31, priced at $158 found 3 days ago
Breeze Airways
Wed, Oct 28 - Sat, Oct 31
RDU
Raleigh - Durham Intl.
SWF
Stewart Intl.
$160 Roundtrip, found 1 day ago
$160
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Oct 28 from Raleigh - Durham Intl. to Stewart Intl., returning Sat, Oct 31, priced at $160 found 1 day ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
SWF
Stewart Intl.
$165 Roundtrip, found 3 hours ago
$165
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Stewart Intl., returning Sun, Dec 6, priced at $165 found 3 hours ago
Allegiant Air
Fri, Oct 23 - Mon, Oct 26
SFB
Orlando Sanford Intl.
SWF
Stewart Intl.
$224 Roundtrip, found 6 days ago
$224
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Fri, Oct 23 from Orlando Sanford Intl. to Stewart Intl., returning Mon, Oct 26, priced at $224 found 6 days ago
Breeze Airways
Wed, Dec 30 - Wed, Jan 6
TPA
Tampa Intl.
SWF
Stewart Intl.
$301 Roundtrip, found 4 days ago
$301
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Dec 30 from Tampa Intl. to Stewart Intl., returning Wed, Jan 6, priced at $301 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 December, 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 $100, 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 $100 right now, why wait?

Montgomery Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$100

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 ...
8.8/10 Excellent! (936 reviews)
"The staff at the front desk was professional and courteous. The room I stayed in was the problem. Carpet was filthy and needs to be changed. The TV looked like it was about to burn out. The bathroom sink was clogged and drained slowly. And the shower looked terrible with rust and mildew. Luckily ..."

Reviewed on Oct 17, 2026

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. ...
Get rates
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
Book a stay at this family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful ...
Get rates
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 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 ...
8.4/10 Very Good! (1,002 reviews)
"Bear Mountain Inn is a unique and beautiful retreat in the heart of the Hudson Valley. We go for the scenery, hiking, and watching the marine and rail traffic along the Hudson River. Staff is always helpful. We booked 2 nights but could only. stay 1 due to a family emergency and the staff worked ..."

Reviewed on Oct 17, 2026

Get rates
Overlook Lodge at Bear Mountain
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Book a stay at this business-friendly hotel in Poughkeepsie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,124 reviews)
"Clean rooms, really helpfull Staff breakfast was amazing."

Reviewed on Oct 16, 2026

Get rates
Hyatt Place Poughkeepsie / Hudson Valley
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive Monticello NY
Book a stay at this luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
Get rates
Resorts World Catskills Casino
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Book a stay at this business-friendly hotel in Newburgh. Enjoy free WiFi, free parking, and a nightclub. Popular attractions Hamilton Fish Bridge and Resorts ...
4.8/10 (1,002 reviews)
"I had high hopes for this Ramada Inn because of its Wyndham affiliation, but the property showed that a recognizable brand does not guarantee quality. The exterior looked neglected, with broken or uncovered lights, damaged doors, and an unmaintained parking lot. Inside, the front desk was enclosed ..."

Reviewed on Oct 17, 2026

Get rates
Ramada by Wyndham Newburgh/West Point
Comfort Suites Fishkill near Interstate 84

Comfort Suites Fishkill near Interstate 84

2.5 out of 5
835 Route 52 Fishkill NY
Book a stay at this business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (1,003 reviews)
"Convenient location, clean & comfortable room, and great food with the I-84 Diner across the parking lot."

Reviewed on Oct 16, 2026

Get rates
Comfort Suites Fishkill near Interstate 84
See all 1,242 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.