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Westport

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Westport Flights as Low as $80

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

Frontier Airlines
Thu, May 29 - Tue, Jun 3
PBI
Palm Beach Intl.
ISP
MacArthur
$80 Roundtrip, found 1 day ago
$80
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 29 from Palm Beach Intl. to MacArthur, returning Tue, Jun 3, priced at $80 found 1 day ago
Frontier Airlines
Thu, May 29 - Thu, Jun 5
PBI
Palm Beach Intl.
ISP
MacArthur
$90 Roundtrip, found 1 day ago
$90
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 $90 found 1 day ago
Frontier Airlines
Thu, May 29 - Sun, Jun 1
PBI
Palm Beach Intl.
ISP
MacArthur
$105 Roundtrip, found 1 day ago
$105
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 $105 found 1 day ago
Frontier Airlines
Sun, May 25 - Tue, Jun 3
PBI
Palm Beach Intl.
ISP
MacArthur
$151 Roundtrip, found 1 day ago
$151
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 25 from Palm Beach Intl. to MacArthur, returning Tue, Jun 3, priced at $151 found 1 day ago
Frontier Airlines
Tue, May 27 - Tue, Jun 3
PBI
Palm Beach Intl.
ISP
MacArthur
$157 Roundtrip, found 1 day ago
$157
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 $157 found 1 day ago
Frontier Airlines
Sun, May 25 - Thu, Jun 5
PBI
Palm Beach Intl.
ISP
MacArthur
$162 Roundtrip, found 1 day ago
$162
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 25 from Palm Beach Intl. to MacArthur, returning Thu, Jun 5, priced at $162 found 1 day ago
Frontier Airlines
Sun, May 25 - Tue, May 27
PBI
Palm Beach Intl.
ISP
MacArthur
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 25 from Palm Beach Intl. to MacArthur, returning Tue, May 27, priced at $167 found 1 day ago
Frontier Airlines
Tue, May 27 - Thu, Jun 5
PBI
Palm Beach Intl.
ISP
MacArthur
$168 Roundtrip, found 1 day ago
$168
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 $168 found 1 day ago
Frontier Airlines
Tue, May 27 - Sun, Jun 1
PBI
Palm Beach Intl.
ISP
MacArthur
$173 Roundtrip, found 19 hours ago
$173
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Tue, May 27 from Palm Beach Intl. to MacArthur, returning Sun, Jun 1, priced at $173 found 19 hours ago
Frontier Airlines
Sun, May 25 - Thu, May 29
PBI
Palm Beach Intl.
ISP
MacArthur
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 25 from Palm Beach Intl. to MacArthur, returning Thu, May 29, priced at $177 found 1 day ago
Frontier Airlines
Tue, May 27 - Thu, May 29
PBI
Palm Beach Intl.
ISP
MacArthur
$183 Roundtrip, found 1 day ago
$183
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 $183 found 1 day ago
JetBlue Airways
Fri, May 30 - Sun, Jun 1
PBI
Palm Beach Intl.
ISP
MacArthur
$186 Roundtrip, found 1 day ago
$186
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, May 30 from Palm Beach Intl. to MacArthur, returning Sun, Jun 1, priced at $186 found 1 day ago
JetBlue Airways
Thu, Jul 10 - Mon, Jul 14
PBI
Palm Beach Intl.
ISP
MacArthur
$187 Roundtrip, found 9 hours ago
$187
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Thu, Jul 10 from Palm Beach Intl. to MacArthur, returning Mon, Jul 14, priced at $187 found 9 hours ago
Delta
Tue, Sep 30 - Sat, Oct 4
PBI
Palm Beach Intl.
HPN
Westchester County
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Sep 30 from Palm Beach Intl. to Westchester County, returning Sat, Oct 4, priced at $227 found 4 days ago
JetBlue Airways
Wed, May 28 - Mon, Jun 2
BOS
Logan Intl.
ISP
MacArthur
$313 Roundtrip, found 1 day ago
$313
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, May 28 from Logan Intl. to MacArthur, returning Mon, Jun 2, priced at $313 found 1 day ago
American Airlines
Fri, Oct 3 - Sun, Oct 5
PBI
Palm Beach Intl.
HPN
Westchester County
$382 Roundtrip, found 4 days ago
$382
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Oct 3 from Palm Beach Intl. to Westchester County, returning Sun, Oct 5, priced at $382 found 4 days 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 $80, 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 $80 right now, why wait?

Last Minute Hotel Deals in Westport

Inn at Longshore
Inn at Longshore
2.5 out of 5
260 Compo Rd S, Westport, CT
The price is $189 per night from May 11 to May 12
$189
includes taxes & fees
May 11 - May 12
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 ...
"Beautiful water and golf course views. Friendly staff. Clean and well decorated. The rooms are old and carpeted. An update is probably a good idea. Would definitely stay again."

Reviewed on May 2, 2025

Inn at Longshore
EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
The price is $142 per night from May 29 to May 30
$142
includes taxes & fees
May 29 - May 30
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! (1,001 reviews)
"Great place but we like the work out gear in the room and most of our was missing. They also need private bathroom doors. Traveling with other is awkward with a see through door"

Reviewed on May 4, 2025

EVEN Hotel Norwalk by IHG
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is $116 per night from May 10 to May 11
$116
includes taxes & fees
May 10 - May 11
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! (1,592 reviews)
SATISFIED REPEAT CUSTOMER !
"AS I HAVE SAID MANY TIMES BEFORE IN MY REVIEWS I STAY AT THIS PROPERTY WHEN I AM IN TOWN FOR WORK, WHICH IS A NUMBER OF TIMES PER YEAR. THIS IS MY GO TO STAY DUE TO STAFF FRIENDLYNESS, COMFORT AND CONVIENIENT LOCATION."

Reviewed on May 7, 2025

Amsterdam Hotel
Hyatt Regency Greenwich
Hyatt Regency Greenwich
4 out of 5
1800 E Putnam Avenue, Old Greenwich, CT
The price is $201 per night from May 25 to May 26
$201
includes taxes & fees
May 25 - May 26
Book a stay at this eco-certified hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (885 reviews)
"Great stay!! Clean and friendly"

Reviewed on May 7, 2025

Hyatt Regency Greenwich
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 $102 per night from Jun 9 to Jun 10
$102
includes taxes & fees
Jun 9 - Jun 10
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 ...
6.4/10 (463 reviews)
"Good"

Reviewed on May 6, 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
The Stamford Hotel
The Stamford Hotel
3.5 out of 5
700 East Main Street, Stamford, CT
The price is $165 per night from May 11 to May 12
$165
includes taxes & fees
May 11 - May 12
Stay at this 3.5-star business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff ...
7.6/10 Good! (1,028 reviews)
"Great stay!"

Reviewed on Apr 30, 2025

The Stamford Hotel
Hyatt Place Milford / New Haven
Hyatt Place Milford / New Haven
3 out of 5
190 Old Gate Lane, Milford, CT
The price is $146 per night from May 26 to May 27
$146
includes taxes & fees
May 26 - May 27
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! (1,006 reviews)
"Clean building"

Reviewed on May 7, 2025

Hyatt Place Milford / New Haven
The Watershed - Formerly Hotel Zero Degrees
The Watershed - Formerly Hotel Zero Degrees
3.5 out of 5
353 Main Ave, Norwalk, CT
The price is $177 per night from May 22 to May 23
$177
includes taxes & fees
May 22 - May 23
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,005 reviews)
"Check in staff was excellent. She was so nice and professional. My room was 2 doors from the ice machine which is exposed to the hallway. Extremely noisy. Woke me up in the middle of night, making ice ."

Reviewed on May 6, 2025

The Watershed - Formerly Hotel Zero Degrees
See all 1,052 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.