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Cheap Flights to Dutchess County from $39

View $39 flight on Mon, Sep 28, 2026Opens in a new window

Popular airlines to Dutchess County

  • JetBlue Airways

  • American Airlines

  • Delta

  • Alaska Airlines

  • KLM

  • British Airways

  • Lufthansa

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How much is the cheapest flight to Dutchess County?

Prices were available within the past 7 days and start at $39 for one-way flights and $82 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Breeze Airways
Tue, Aug 25 - Mon, Aug 31
MCO
Orlando
HPN
White Plains
$116 Roundtrip, found 11 hours ago
$116
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Tue, Aug 25 from Orlando to White Plains, returning Mon, Aug 31, priced at $116 found 11 hours ago
Breeze Airways
Tue, Aug 25 - Fri, Aug 28
MCO
Orlando
HPN
White Plains
$117 Roundtrip, found 9 hours ago
$117
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Tue, Aug 25 from Orlando to White Plains, returning Fri, Aug 28, priced at $117 found 9 hours ago
Breeze Airways
Tue, Aug 25 - Mon, Aug 31
MCO
Orlando
HPN
White Plains
$121 Roundtrip, found 11 hours ago
$121
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Tue, Aug 25 from Orlando to White Plains, returning Mon, Aug 31, priced at $121 found 11 hours ago
Breeze Airways
Tue, Aug 25 - Fri, Aug 28
MCO
Orlando
HPN
White Plains
$122 Roundtrip, found 9 hours ago
$122
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Tue, Aug 25 from Orlando to White Plains, returning Fri, Aug 28, priced at $122 found 9 hours ago
Breeze Airways
Tue, Aug 25 - Mon, Aug 31
MCO
Orlando
HPN
White Plains
$126 Roundtrip, found 11 hours ago
$126
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Tue, Aug 25 from Orlando to White Plains, returning Mon, Aug 31, priced at $126 found 11 hours ago
Breeze Airways
Tue, Aug 25 - Fri, Aug 28
MCO
Orlando
HPN
White Plains
$127 Roundtrip, found 9 hours ago
$127
Roundtrip
found 9 hours ago
Select Breeze Airways flight, departing Tue, Aug 25 from Orlando to White Plains, returning Fri, Aug 28, priced at $127 found 9 hours ago
Breeze Airways
Wed, Aug 12 - Wed, Aug 26
TPA
Tampa
SWF
Newburgh
$132 Roundtrip, found 7 hours ago
$132
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Wed, Aug 12 from Tampa to Newburgh, returning Wed, Aug 26, priced at $132 found 7 hours ago
JetBlue Airways
Sat, Aug 8 - Sat, Aug 15
FLL
Fort Lauderdale
HPN
White Plains
$227 Roundtrip, just found
$227
Roundtrip
just found
Select JetBlue Airways flight, departing Sat, Aug 8 from Fort Lauderdale to White Plains, returning Sat, Aug 15, priced at $227 just found
American Airlines
Thu, Jul 30 - Mon, Aug 3
MCO
Orlando
HPN
White Plains
$237 Roundtrip, just found
$237
Roundtrip
just found
Select American Airlines flight, departing Thu, Jul 30 from Orlando to White Plains, returning Mon, Aug 3, priced at $237 just found
Delta
Tue, Jul 28 - Sat, Aug 15
MCO
Orlando
HPN
White Plains
$237 Roundtrip, found 2 hours ago
$237
Roundtrip
found 2 hours ago
Select Delta flight, departing Tue, Jul 28 from Orlando to White Plains, returning Sat, Aug 15, priced at $237 found 2 hours ago

Trending flights to Dutchess 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.

Breeze Airways
Fri, Sep 11 - Sat, Sep 12
RDU
Raleigh
HPN
White Plains
$82 Roundtrip, found 1 hour ago
$82
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh to White Plains, returning Sat, Sep 12, priced at $82 found 1 hour ago

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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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