Flights from New York to Upperville

Cheapest flights from New York

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.

Sun, Aug 3 - Wed, Aug 6

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$129 Roundtrip, found 1 day ago

$129

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Sun, Aug 3 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Wed, Aug 6, priced at $129 found 1 day ago

Tue, Jul 29 - Wed, Aug 6

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$129 Roundtrip, found 1 day ago

$129

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jul 29 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Wed, Aug 6, priced at $129 found 1 day ago

Thu, Jul 31 - Sat, Aug 9

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$138 Roundtrip, found 1 day ago

$138

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Jul 31 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Sat, Aug 9, priced at $138 found 1 day ago

Fri, Jul 4 - Sat, Jul 5

LGA

LaGuardia

DCA

Ronald Reagan Washington National

$147 Roundtrip, found 4 days ago

$147

Roundtrip

found 4 days ago

Select Delta flight, departing Fri, Jul 4 from LaGuardia to Ronald Reagan Washington National, returning Sat, Jul 5, priced at $147 found 4 days ago

Wed, Jul 9 - Thu, Jul 10

EWR

Newark Liberty Intl. Airport

IAD

Washington Dulles Intl.

$147 Roundtrip, found 3 hours ago

$147

Roundtrip

found 3 hours ago

Select United flight, departing Wed, Jul 9 from Newark Liberty Intl. Airport to Washington Dulles Intl., returning Thu, Jul 10, priced at $147 found 3 hours ago

Thu, Jul 31 - Sat, Aug 9

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$154 Roundtrip, found 1 day ago

$154

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Thu, Jul 31 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Sat, Aug 9, priced at $154 found 1 day ago

Thu, Jul 31 - Sat, Aug 9

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$159 Roundtrip, found 1 day ago

$159

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Jul 31 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Sat, Aug 9, priced at $159 found 1 day ago

Wed, Jul 9 - Thu, Jul 10

EWR

Newark Liberty Intl. Airport

IAD

Washington Dulles Intl.

$162 Roundtrip, found 3 hours ago

$162

Roundtrip

found 3 hours ago

Select United flight, departing Wed, Jul 9 from Newark Liberty Intl. Airport to Washington Dulles Intl., returning Thu, Jul 10, priced at $162 found 3 hours ago

Thu, Jul 31 - Sat, Aug 9

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$168 Roundtrip, found 1 day ago

$168

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Jul 31 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Sat, Aug 9, priced at $168 found 1 day ago

Wed, Jul 9 - Wed, Jul 9

EWR

Newark Liberty Intl. Airport

IAD

Washington Dulles Intl.

$177 Roundtrip, found 3 hours ago

$177

Roundtrip

found 3 hours ago

Select Delta flight, departing Wed, Jul 9 from Newark Liberty Intl. Airport to Washington Dulles Intl., returning Wed, Jul 9, priced at $177 found 3 hours ago

Mon, Jul 28 - Wed, Aug 6

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$178 Roundtrip, found 1 day ago

$178

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Mon, Jul 28 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Wed, Aug 6, priced at $178 found 1 day ago

Thu, Jul 31 - Sat, Aug 9

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$179 Roundtrip, found 1 day ago

$179

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Thu, Jul 31 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Sat, Aug 9, priced at $179 found 1 day ago

Thu, Jul 31 - Sat, Aug 9

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$187 Roundtrip, found 1 day ago

$187

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Jul 31 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Sat, Aug 9, priced at $187 found 1 day ago

Thu, Jul 31 - Sat, Aug 9

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$189 Roundtrip, found 1 day ago

$189

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Thu, Jul 31 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Sat, Aug 9, priced at $189 found 1 day ago

Sun, Jul 6 - Mon, Jul 7

LGA

LaGuardia

DCA

Ronald Reagan Washington National

$192 Roundtrip, found 4 days ago

$192

Roundtrip

found 4 days ago

Select Delta flight, departing Sun, Jul 6 from LaGuardia to Ronald Reagan Washington National, returning Mon, Jul 7, priced at $192 found 4 days ago

Thu, Jul 31 - Sat, Aug 9

JFK

John F. Kennedy Intl.

DCA

Ronald Reagan Washington National

$193 Roundtrip, found 1 day ago

$193

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Jul 31 from John F. Kennedy Intl. to Ronald Reagan Washington National, returning Sat, Aug 9, priced at $193 found 1 day ago

Thu, Jul 3 - Tue, Jul 8

LGA

LaGuardia

IAD

Washington Dulles Intl.

$239 Roundtrip, found 11 hours ago

$239

Roundtrip

found 11 hours ago

Select United flight, departing Thu, Jul 3 from LaGuardia to Washington Dulles Intl., returning Tue, Jul 8, priced at $239 found 11 hours ago

Fri, Jul 4 - Sat, Jul 5

LGA

LaGuardia

IAD

Washington Dulles Intl.

$249 Roundtrip, found 20 hours ago

$249

Roundtrip

found 20 hours ago

Select Frontier Airlines flight, departing Fri, Jul 4 from LaGuardia to Washington Dulles Intl., returning Sat, Jul 5, priced at $249 found 20 hours ago

Tue, Jul 15 - Mon, Jul 21

HPN

Westchester County

DCA

Ronald Reagan Washington National

$305 Roundtrip, found 6 days ago

$305

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Tue, Jul 15 from Westchester County to Ronald Reagan Washington National, returning Mon, Jul 21, priced at $305 found 6 days ago

Wed, Jul 9 - Tue, Jul 22

HPN

Westchester County

IAD

Washington Dulles Intl.

$435 Roundtrip, found 6 days ago

$435

Roundtrip

found 6 days ago

Select Delta flight, departing Wed, Jul 9 from Westchester County to Washington Dulles Intl., returning Tue, Jul 22, priced at $435 found 6 days ago