Cheap Flights to Westchester County from $44

View $44 flight on Thu, Jun 25, 2026Opens in a new window

Popular airlines to Westchester County

  • United

  • American Airlines

  • Delta

  • Frontier Airlines

  • Alaska Airlines

  • JetBlue Airways

  • Air Canada

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How much is the cheapest flight to Westchester County?

Prices were available within the past 7 days and start at $44 for one-way flights and $88 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Sat, Jun 6 - Wed, Jun 10
MCO
Orlando
ISP
Islip
$98 Roundtrip, found 1 hour ago
$98
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Jun 6 from Orlando to Islip, returning Wed, Jun 10, priced at $98 found 1 hour ago
Frontier Airlines
Fri, Jun 5 - Mon, Jun 8
MCO
Orlando
EWR
New York
$107 Roundtrip, just found
$107
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Jun 5 from Orlando to New York, returning Mon, Jun 8, priced at $107 just found
Frontier Airlines
Sat, Jun 6 - Wed, Jun 10
MCO
Orlando
ISP
Islip
$108 Roundtrip, found 1 hour ago
$108
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Jun 6 from Orlando to Islip, returning Wed, Jun 10, priced at $108 found 1 hour ago
Frontier Airlines
Thu, Oct 1 - Mon, Oct 5
MCO
Orlando
EWR
New York
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Oct 1 from Orlando to New York, returning Mon, Oct 5, priced at $118 just found
Frontier Airlines
Tue, Jun 30 - Thu, Jul 9
MCO
Orlando
LGA
New York
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Jun 30 from Orlando to New York, returning Thu, Jul 9, priced at $122 found 1 day ago
Frontier Airlines
Thu, Aug 20 - Sat, Sep 5
MCO
Orlando
EWR
New York
$123 Roundtrip, found 11 hours ago
$123
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Thu, Aug 20 from Orlando to New York, returning Sat, Sep 5, priced at $123 found 11 hours ago
Southwest Airlines
Thu, May 28 - Sat, May 30
MCO
Orlando
LGA
New York
$127 Roundtrip, found 1 hour ago
$127
Roundtrip
found 1 hour ago
Select Southwest Airlines flight, departing Thu, May 28 from Orlando to New York, returning Sat, May 30, priced at $127 found 1 hour ago
Breeze Airways
Thu, Sep 17 - Thu, Sep 24
MCO
Orlando
SWF
Newburgh
$132 Roundtrip, found 1 hour ago
$132
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Sep 17 from Orlando to Newburgh, returning Thu, Sep 24, priced at $132 found 1 hour ago
American Airlines
Wed, Sep 23 - Mon, Sep 28
MCO
Orlando
LGA
New York
$167 Roundtrip, just found
$167
Roundtrip
just found
Select American Airlines flight, departing Wed, Sep 23 from Orlando to New York, returning Mon, Sep 28, priced at $167 just found
JetBlue Airways
Fri, Jun 5 - Wed, Jun 10
MCO
Orlando
JFK
New York
$167 Roundtrip, just found
$167
Roundtrip
just found
Select JetBlue Airways flight, departing Fri, Jun 5 from Orlando to New York, returning Wed, Jun 10, priced at $167 just found

Airports in Westchester County

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Liberty Intl. EWR. Cheapest option available. Flights from $275
EWR
Liberty Intl.
Cheapest
Flights from $275
Select flight to John F. Kennedy Intl. JFK. Flights from $386
JFK
John F. Kennedy Intl.
Flights from $386
Select flight to LaGuardia LGA. Flights from $423
LGA
LaGuardia
Flights from $423
Select flight to Westchester County HPN. Flights from $351
HPN
Westchester County
Flights from $351

Trending flights to Westchester County

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.

Frontier Airlines
Thu, Aug 6 - Thu, Aug 6
MCO
Orlando
LGA
New York
$88 Roundtrip, just found
$88
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Aug 6 from Orlando to New York, returning Thu, Aug 6, priced at $88 just found

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Travel information

*Flight schedules are subject to change.

*Available to One Key members.

 

*Flight schedules are subject to change.

*Available to One Key members.

 

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