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.

Fri, Sep 11 - Tue, Sep 22

ISP

MacArthur

MCO

Orlando Intl.

$123 Roundtrip, found 4 days ago

$123

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Fri, Sep 11 from MacArthur to Orlando Intl., returning Tue, Sep 22, priced at $123 found 4 days ago

Tue, Sep 29 - Wed, Sep 30

ISP

MacArthur

MCO

Orlando Intl.

$149 Roundtrip, found 6 days ago

$149

Roundtrip

found 6 days ago

Select Breeze Airways flight, departing Tue, Sep 29 from MacArthur to Orlando Intl., returning Wed, Sep 30, priced at $149 found 6 days ago

Thu, Sep 17 - Tue, Sep 22

ISP

MacArthur

RSW

Southwest Florida Intl.

$195 Roundtrip, found 3 days ago

$195

Roundtrip

found 3 days ago

Select Breeze Airways flight, departing Thu, Sep 17 from MacArthur to Southwest Florida Intl., returning Tue, Sep 22, priced at $195 found 3 days ago

Thu, Sep 10 - Thu, Sep 17

ISP

MacArthur

TPA

Tampa Intl.

$200 Roundtrip, found 4 days ago

$200

Roundtrip

found 4 days ago

Select Breeze Airways flight, departing Thu, Sep 10 from MacArthur to Tampa Intl., returning Thu, Sep 17, priced at $200 found 4 days ago

Sat, Aug 29 - Wed, Sep 2

HPN

Westchester County

MCO

Orlando Intl.

$207 Roundtrip, found 6 days ago

$207

Roundtrip

found 6 days ago

Select Breeze Airways flight, departing Sat, Aug 29 from Westchester County to Orlando Intl., returning Wed, Sep 2, priced at $207 found 6 days ago

Fri, Oct 16 - Mon, Oct 19

HVN

Tweed - New Haven Regional

TPA

Tampa Intl.

$211 Roundtrip, found 4 days ago

$211

Roundtrip

found 4 days ago

Select Avelo Airlines flight, departing Fri, Oct 16 from Tweed - New Haven Regional to Tampa Intl., returning Mon, Oct 19, priced at $211 found 4 days ago

Sat, Oct 17 - Tue, Oct 20

ISP

MacArthur

PBI

President Donald J. Trump Intl. Airport

$247 Roundtrip, found 10 hours ago

$247

Roundtrip

found 10 hours ago

Select JetBlue Airways flight, departing Sat, Oct 17 from MacArthur to President Donald J. Trump Intl. Airport, returning Tue, Oct 20, priced at $247 found 10 hours ago

Sun, Sep 13 - Thu, Sep 17

HPN

Westchester County

PBI

President Donald J. Trump Intl. Airport

$247 Roundtrip, found 5 days ago

$247

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Sun, Sep 13 from Westchester County to President Donald J. Trump Intl. Airport, returning Thu, Sep 17, priced at $247 found 5 days ago

Tue, Aug 25 - Tue, Sep 1

HVN

Tweed - New Haven Regional

MCO

Orlando Intl.

$260 Roundtrip, just found

$260

Roundtrip

just found

Select Breeze Airways flight, departing Tue, Aug 25 from Tweed - New Haven Regional to Orlando Intl., returning Tue, Sep 1, priced at $260 just found

Wed, Sep 30 - Tue, Oct 13

HPN

Westchester County

PBI

President Donald J. Trump Intl. Airport

$267 Roundtrip, found 5 days ago

$267

Roundtrip

found 5 days ago

Select Delta flight, departing Wed, Sep 30 from Westchester County to President Donald J. Trump Intl. Airport, returning Tue, Oct 13, priced at $267 found 5 days ago

Tue, Aug 18 - Tue, Aug 25

HPN

Westchester County

MCO

Orlando Intl.

$267 Roundtrip, found 4 days ago

$267

Roundtrip

found 4 days ago

Select American Airlines flight, departing Tue, Aug 18 from Westchester County to Orlando Intl., returning Tue, Aug 25, priced at $267 found 4 days ago

Sat, Aug 22 - Tue, Aug 25

HPN

Westchester County

FLL

Fort Lauderdale - Hollywood Intl.

$277 Roundtrip, found 3 hours ago

$277

Roundtrip

found 3 hours ago

Select JetBlue Airways flight, departing Sat, Aug 22 from Westchester County to Fort Lauderdale - Hollywood Intl., returning Tue, Aug 25, priced at $277 found 3 hours ago

Thu, Sep 10 - Thu, Sep 17

ISP

MacArthur

TPA

Tampa Intl.

$307 Roundtrip, found 4 days ago

$307

Roundtrip

found 4 days ago

Select Southwest Airlines flight, departing Thu, Sep 10 from MacArthur to Tampa Intl., returning Thu, Sep 17, priced at $307 found 4 days ago

Fri, Sep 4 - Tue, Sep 8

HPN

Westchester County

DJT

President Donald J. Trump Intl. Airport

$327 Roundtrip, found 3 days ago

$327

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Sep 4 from Westchester County to President Donald J. Trump Intl. Airport, returning Tue, Sep 8, priced at $327 found 3 days ago

Fri, Oct 23 - Sat, Oct 31

ISP

MacArthur

MIA

Miami Intl.

$360 Roundtrip, found 4 days ago

$360

Roundtrip

found 4 days ago

Select Southwest Airlines flight, departing Fri, Oct 23 from MacArthur to Miami Intl., returning Sat, Oct 31, priced at $360 found 4 days ago

Tue, Nov 3 - Tue, Nov 17

HPN

Westchester County

MIA

Miami Intl.

$381 Roundtrip, found 4 days ago

$381

Roundtrip

found 4 days ago

Select American Airlines flight, departing Tue, Nov 3 from Westchester County to Miami Intl., returning Tue, Nov 17, priced at $381 found 4 days ago

Sun, Aug 9 - Wed, Aug 26

HPN

Westchester County

TPA

Tampa Intl.

$391 Roundtrip, found 10 hours ago

$391

Roundtrip

found 10 hours ago

Select American Airlines flight, departing Sun, Aug 9 from Westchester County to Tampa Intl., returning Wed, Aug 26, priced at $391 found 10 hours ago

Thu, Aug 13 - Tue, Aug 18

ISP

MacArthur

FLL

Fort Lauderdale - Hollywood Intl.

$392 Roundtrip, found 1 day ago

$392

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Thu, Aug 13 from MacArthur to Fort Lauderdale - Hollywood Intl., returning Tue, Aug 18, priced at $392 found 1 day ago

Mon, Aug 3 - Mon, Aug 10

HPN

Westchester County

RSW

Southwest Florida Intl.

$432 Roundtrip, found 6 days ago

$432

Roundtrip

found 6 days ago

Select Delta flight, departing Mon, Aug 3 from Westchester County to Southwest Florida Intl., returning Mon, Aug 10, priced at $432 found 6 days ago

Tue, Nov 10 - Wed, Nov 18

HPN

Westchester County

SFB

Orlando Sanford Intl.

$1,041 Roundtrip, found 11 hours ago

$1,041

Roundtrip

found 11 hours ago

Select BermudAir flight, departing Tue, Nov 10 from Westchester County to Orlando Sanford Intl., returning Wed, Nov 18, priced at $1,041 found 11 hours ago