Flights from Westport

Cheapest flights from Westport

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Nov 17 - Wed, Nov 18

HPN

Westchester County

MCO

Orlando Intl.

$159 Roundtrip, found 5 hours ago

$159

Roundtrip

found 5 hours ago

Select Breeze Airways flight, departing Tue, Nov 17 from Westchester County to Orlando Intl., returning Wed, Nov 18, priced at $159 found 5 hours ago

Mon, Nov 9 - Thu, Nov 12

HPN

Westchester County

MCO

Orlando Intl.

$167 Roundtrip, found 4 days ago

$167

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Mon, Nov 9 from Westchester County to Orlando Intl., returning Thu, Nov 12, priced at $167 found 4 days ago

Tue, Nov 17 - Wed, Nov 18

HPN

Westchester County

MCO

Orlando Intl.

$169 Roundtrip, found 5 hours ago

$169

Roundtrip

found 5 hours ago

Select Breeze Airways flight, departing Tue, Nov 17 from Westchester County to Orlando Intl., returning Wed, Nov 18, priced at $169 found 5 hours ago

Mon, Nov 9 - Thu, Nov 12

HPN

Westchester County

MCO

Orlando Intl.

$172 Roundtrip, found 4 days ago

$172

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Mon, Nov 9 from Westchester County to Orlando Intl., returning Thu, Nov 12, priced at $172 found 4 days ago

Mon, Nov 9 - Thu, Nov 12

HPN

Westchester County

MCO

Orlando Intl.

$177 Roundtrip, found 4 days ago

$177

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Mon, Nov 9 from Westchester County to Orlando Intl., returning Thu, Nov 12, priced at $177 found 4 days ago

Fri, Oct 30 - Sat, Oct 31

ISP

MacArthur

MCO

Orlando Intl.

$228 Roundtrip, found 1 day ago

$228

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Oct 30 from MacArthur to Orlando Intl., returning Sat, Oct 31, priced at $228 found 1 day ago

Wed, Jan 6 - Sun, Jan 10

ISP

MacArthur

TPA

Tampa Intl.

$251 Roundtrip, found 4 days ago

$251

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Wed, Jan 6 from MacArthur to Tampa Intl., returning Sun, Jan 10, priced at $251 found 4 days ago

Sat, Jan 9 - Wed, Jan 20

ISP

MacArthur

TPA

Tampa Intl.

$257 Roundtrip, found 4 days ago

$257

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Sat, Jan 9 from MacArthur to Tampa Intl., returning Wed, Jan 20, priced at $257 found 4 days ago

Wed, Jan 6 - Sun, Jan 10

ISP

MacArthur

TPA

Tampa Intl.

$277 Roundtrip, found 4 days ago

$277

Roundtrip

found 4 days ago

Select Southwest Airlines flight, departing Wed, Jan 6 from MacArthur to Tampa Intl., returning Sun, Jan 10, priced at $277 found 4 days ago

Sat, Oct 31 - Mon, Nov 9

ISP

MacArthur

DJT

President Donald J. Trump Intl. Airport

$277 Roundtrip, found 5 days ago

$277

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Sat, Oct 31 from MacArthur to President Donald J. Trump Intl. Airport, returning Mon, Nov 9, priced at $277 found 5 days ago

Tue, Nov 3 - Tue, Nov 10

HPN

Westchester County

ATL

Hartsfield-Jackson Atlanta Intl.

$279 Roundtrip, found 2 days ago

$279

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Nov 3 from Westchester County to Hartsfield-Jackson Atlanta Intl., returning Tue, Nov 10, priced at $279 found 2 days ago

Fri, Jan 22 - Fri, Jan 29

HVN

Tweed - New Haven Regional

FLL

Fort Lauderdale - Hollywood Intl.

$301 Roundtrip, found 2 days ago

$301

Roundtrip

found 2 days ago

Select Breeze Airways flight, departing Fri, Jan 22 from Tweed - New Haven Regional to Fort Lauderdale - Hollywood Intl., returning Fri, Jan 29, priced at $301 found 2 days ago

Mon, Oct 19 - Sat, Oct 24

HVN

Tweed - New Haven Regional

MCO

Orlando Intl.

$301 Roundtrip, found 2 days ago

$301

Roundtrip

found 2 days ago

Select Avelo Airlines flight, departing Mon, Oct 19 from Tweed - New Haven Regional to Orlando Intl., returning Sat, Oct 24, priced at $301 found 2 days ago

Tue, Nov 17 - Wed, Nov 18

HPN

Westchester County

MCO

Orlando Intl.

$317 Roundtrip, found 5 hours ago

$317

Roundtrip

found 5 hours ago

Select American Airlines flight, departing Tue, Nov 17 from Westchester County to Orlando Intl., returning Wed, Nov 18, priced at $317 found 5 hours ago

Sat, Dec 5 - Tue, Dec 8

HPN

Westchester County

DJT

President Donald J. Trump Intl. Airport

$317 Roundtrip, found 2 days ago

$317

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Sat, Dec 5 from Westchester County to President Donald J. Trump Intl. Airport, returning Tue, Dec 8, priced at $317 found 2 days ago

Sun, Nov 15 - Thu, Nov 19

ISP

MacArthur

FLL

Fort Lauderdale - Hollywood Intl.

$324 Roundtrip, found 2 days ago

$324

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Sun, Nov 15 from MacArthur to Fort Lauderdale - Hollywood Intl., returning Thu, Nov 19, priced at $324 found 2 days ago

Tue, Dec 1 - Sat, Dec 12

HPN

Westchester County

FLL

Fort Lauderdale - Hollywood Intl.

$327 Roundtrip, found 6 days ago

$327

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Tue, Dec 1 from Westchester County to Fort Lauderdale - Hollywood Intl., returning Sat, Dec 12, priced at $327 found 6 days ago

Thu, Nov 19 - Wed, Nov 25

HPN

Westchester County

RSW

Southwest Florida Intl.

$351 Roundtrip, found 1 day ago

$351

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Thu, Nov 19 from Westchester County to Southwest Florida Intl., returning Wed, Nov 25, priced at $351 found 1 day ago

Sat, Jan 16 - Tue, Mar 30

HPN

Westchester County

MIA

Miami Intl.

$377 Roundtrip, found 3 days ago

$377

Roundtrip

found 3 days ago

Select Delta flight, departing Sat, Jan 16 from Westchester County to Miami Intl., returning Tue, Mar 30, priced at $377 found 3 days ago

Fri, Nov 20 - Wed, Nov 25

HVN

Tweed - New Haven Regional

TPA

Tampa Intl.

$556 Roundtrip, found 2 hours ago

$556

Roundtrip

found 2 hours ago

Select Avelo Airlines flight, departing Fri, Nov 20 from Tweed - New Haven Regional to Tampa Intl., returning Wed, Nov 25, priced at $556 found 2 hours ago