Search Cheap Flights to
Westport

Photo by Marina Timo

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Westport Flights as Low as $98

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

Frontier Airlines
Tue, May 27 - Tue, Jun 3
PBI
Palm Beach Intl.
ISP
MacArthur
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 27 from Palm Beach Intl. to MacArthur, returning Tue, Jun 3, priced at $98 found 1 day ago
Frontier Airlines
Thu, Jan 23 - Mon, Jan 27
PBI
Palm Beach Intl.
ISP
MacArthur
$118 Roundtrip, found 4 days ago
$118
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jan 23 from Palm Beach Intl. to MacArthur, returning Mon, Jan 27, priced at $118 found 4 days ago
Frontier Airlines
Tue, May 27 - Thu, May 29
PBI
Palm Beach Intl.
ISP
MacArthur
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 27 from Palm Beach Intl. to MacArthur, returning Thu, May 29, priced at $128 found 1 day ago
Frontier Airlines
Thu, May 29 - Sun, Jun 1
PBI
Palm Beach Intl.
ISP
MacArthur
$148 Roundtrip, found 1 day ago
$148
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 29 from Palm Beach Intl. to MacArthur, returning Sun, Jun 1, priced at $148 found 1 day ago
Frontier Airlines
Tue, May 27 - Thu, Jun 5
PBI
Palm Beach Intl.
ISP
MacArthur
$153 Roundtrip, found 1 day ago
$153
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 27 from Palm Beach Intl. to MacArthur, returning Thu, Jun 5, priced at $153 found 1 day ago
Breeze Airways
Thu, May 29 - Sun, Jun 1
PBI
Palm Beach Intl.
ISP
MacArthur
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, May 29 from Palm Beach Intl. to MacArthur, returning Sun, Jun 1, priced at $162 found 1 day ago
Frontier Airlines
Thu, Jan 23 - Sat, Jan 25
PBI
Palm Beach Intl.
ISP
MacArthur
$171 Roundtrip, found 4 days ago
$171
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jan 23 from Palm Beach Intl. to MacArthur, returning Sat, Jan 25, priced at $171 found 4 days ago
Frontier Airlines
Thu, May 29 - Thu, Jun 5
PBI
Palm Beach Intl.
ISP
MacArthur
$173 Roundtrip, found 1 day ago
$173
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 29 from Palm Beach Intl. to MacArthur, returning Thu, Jun 5, priced at $173 found 1 day ago
JetBlue Airways
Wed, Jan 29 - Sat, Feb 1
PBI
Palm Beach Intl.
HPN
Westchester County
$197 Roundtrip, found 6 days ago
$197
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Wed, Jan 29 from Palm Beach Intl. to Westchester County, returning Sat, Feb 1, priced at $197 found 6 days ago
Frontier Airlines
Sat, Feb 1 - Thu, Feb 6
IAH
George Bush Intercontinental
ISP
MacArthur
$200 Roundtrip, found 20 hours ago
$200
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Feb 1 from George Bush Intercontinental to MacArthur, returning Thu, Feb 6, priced at $200 found 20 hours ago
Frontier Airlines
Sun, Jun 1 - Tue, Jun 3
PBI
Palm Beach Intl.
ISP
MacArthur
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Jun 1 from Palm Beach Intl. to MacArthur, returning Tue, Jun 3, priced at $203 found 1 day ago
Delta
Wed, May 28 - Sat, May 31
PBI
Palm Beach Intl.
HPN
Westchester County
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 28 from Palm Beach Intl. to Westchester County, returning Sat, May 31, priced at $207 found 1 day ago
American Airlines
Tue, Apr 8 - Tue, Apr 8
PBI
Palm Beach Intl.
HPN
Westchester County
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Apr 8 from Palm Beach Intl. to Westchester County, returning Tue, Apr 8, priced at $207 found 1 day ago
Frontier Airlines
Sun, Feb 2 - Thu, Feb 6
IAH
George Bush Intercontinental
ISP
MacArthur
$210 Roundtrip, found 20 hours ago
$210
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sun, Feb 2 from George Bush Intercontinental to MacArthur, returning Thu, Feb 6, priced at $210 found 20 hours ago
Delta
Wed, Jan 29 - Wed, Jan 29
PBI
Palm Beach Intl.
HPN
Westchester County
$217 Roundtrip, found 6 days ago
$217
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Jan 29 from Palm Beach Intl. to Westchester County, returning Wed, Jan 29, priced at $217 found 6 days ago
Delta
Thu, May 29 - Sat, May 31
PBI
Palm Beach Intl.
HPN
Westchester County
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, May 29 from Palm Beach Intl. to Westchester County, returning Sat, May 31, priced at $232 found 1 day ago

Cheap Flights to Westport

Fall in love at first flight with your vacation to Westport 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 Westport on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Westport, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Westport

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Westport 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 HPN airport.

What is the cheapest month to fly to Westport?

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 Westport are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Westport?

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 Westport.

What airport is best to fly into Westport?

When you’re planning your trip to Westport, convenience is the name of the game. Luckily, Westport Igor I. Sikorsky Memorial Airport is nearby so you can deplane and get going on checking off everything on your Westport must-do list.

How much are flights to Westport?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Westport on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $98, 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 Westport?

The trick to saving a stack of cash on your flight to Westport? 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 $98 right now, why wait?

Westport Flight Information
Destination airport
MacArthur
Destination airport IATA code
ISP
Roundtrip price
$98

Last Minute Hotel Deals in Westport

Inn at Longshore
Inn at Longshore
2.5 out of 5
260 Compo Rd S, Westport, CT
Book a stay at this golf hotel in Westport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (137 reviews)
"Beautiful Inn"

Reviewed on Dec 29, 2024

Get rates
Inn at Longshore
EVEN Hotel Norwalk, an IHG Hotel
EVEN Hotel Norwalk, an IHG Hotel
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
The price is $115 per night from Jan 30 to Jan 31
$115
includes taxes & fees
Jan 30 - Jan 31
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,000 reviews)
"This hotel is by far one of the best hotels I’ve stayed at in awhile. It was extremely clean & the bed was so comfortable. I looked down in the shower & seen there wasn’t even a drain for the water it was all apart of the shower, that’s when I knew this hotel had it going on. Will stay & recommend ..."

Reviewed on Jan 21, 2025

EVEN Hotel Norwalk, an IHG Hotel
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is $116 per night from Jan 23 to Jan 24
$116
includes taxes & fees
Jan 23 - Jan 24
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,527 reviews)
Great staff, terrible mattresses
"Wonderful staff were very welcoming (Patrick). The furniture layout was crowded and dated, and the bed was very uncomfortable. It would have been fine for a basic stay but we didn’t get good rest."

Reviewed on Jan 15, 2025

Amsterdam Hotel
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
The price is $192 per night from Feb 7 to Feb 8
$192
includes taxes & fees
Feb 7 - Feb 8
Book a stay at this eco-certified hotel in Old Greenwich. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
7.8/10 Good! (751 reviews)
"Quiet hideaway with a warm pool and hot jacuzzi 5:00 am - 11:00 pm Sheets and bed are luxurious. Family friendly. A lovely Couple’s retreat. Bar ambience upscale. Full dinner menu at the bar."

Reviewed on Jan 19, 2025

Hyatt Regency Greenwich
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
The price is $121 per night from Feb 2 to Feb 3
$121
includes taxes & fees
Feb 2 - Feb 3
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.6/10 Good! (1,002 reviews)
"It was good just arguing woke me up from guest next door I called to make a complaint nothing changed for an Hof besides that it was great."

Reviewed on Jan 22, 2025

Hilton Garden Inn Shelton
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York City
2.5 out of 5
135 Harvard Avenue, Stamford, CT
The price is $97 per night from Feb 13 to Feb 14
$97
includes taxes & fees
Feb 13 - Feb 14
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6/10 (320 reviews)
"Easy check in..Diner near by"

Reviewed on Jan 21, 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
Hyatt Place Milford / New Haven
Hyatt Place Milford / New Haven
3 out of 5
190 Old Gate Lane, Milford, CT
The price is $118 per night from Jan 29 to Jan 30
$118
includes taxes & fees
Jan 29 - Jan 30
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"The free breakfast was good!"

Reviewed on Jan 21, 2025

Hyatt Place Milford / New Haven
Hotel Zero Degrees Danbury
Hotel Zero Degrees Danbury
4 out of 5
15 Milestone Road, Danbury, CT
The price is $190 per night from Jan 24 to Jan 25
$190
includes taxes & fees
Jan 24 - Jan 25
Stay at this 4-star business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (1,007 reviews)
Nice hotel
"Always nice clean hotel"

Reviewed on Jan 21, 2025

Hotel Zero Degrees Danbury
See all 1,028 properties in Westport
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.