Flights from New York to Middleburg

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.

Wed, Oct 8 - Tue, Oct 21

EWR

Newark Liberty Intl. Airport

JAX

Jacksonville Intl.

$137 Roundtrip, found 5 days ago

$137

Roundtrip

found 5 days ago

Select Delta flight, departing Wed, Oct 8 from Newark Liberty Intl. Airport to Jacksonville Intl., returning Tue, Oct 21, priced at $137 found 5 days ago

Tue, Aug 26 - Sat, Sep 6

JFK

John F. Kennedy Intl.

JAX

Jacksonville Intl.

$142 Roundtrip, found 4 days ago

$142

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Tue, Aug 26 from John F. Kennedy Intl. to Jacksonville Intl., returning Sat, Sep 6, priced at $142 found 4 days ago

Sat, Oct 25 - Tue, Oct 28

LGA

LaGuardia

JAX

Jacksonville Intl.

$147 Roundtrip, found 8 hours ago

$147

Roundtrip

found 8 hours ago

Select Delta flight, departing Sat, Oct 25 from LaGuardia to Jacksonville Intl., returning Tue, Oct 28, priced at $147 found 8 hours ago

Wed, Sep 24 - Mon, Sep 29

EWR

Newark Liberty Intl. Airport

JAX

Jacksonville Intl.

$147 Roundtrip, found 1 day ago

$147

Roundtrip

found 1 day ago

Select United flight, departing Wed, Sep 24 from Newark Liberty Intl. Airport to Jacksonville Intl., returning Mon, Sep 29, priced at $147 found 1 day ago

Thu, Sep 25 - Mon, Sep 29

JFK

John F. Kennedy Intl.

JAX

Jacksonville Intl.

$147 Roundtrip, found 1 day ago

$147

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Thu, Sep 25 from John F. Kennedy Intl. to Jacksonville Intl., returning Mon, Sep 29, priced at $147 found 1 day ago

Thu, Aug 28 - Wed, Sep 3

JFK

John F. Kennedy Intl.

JAX

Jacksonville Intl.

$152 Roundtrip, found 4 days ago

$152

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Thu, Aug 28 from John F. Kennedy Intl. to Jacksonville Intl., returning Wed, Sep 3, priced at $152 found 4 days ago

Tue, Oct 21 - Wed, Oct 22

EWR

Newark Liberty Intl. Airport

JAX

Jacksonville Intl.

$157 Roundtrip, found 5 days ago

$157

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Oct 21 from Newark Liberty Intl. Airport to Jacksonville Intl., returning Wed, Oct 22, priced at $157 found 5 days ago

Wed, Sep 24 - Mon, Sep 29

JFK

John F. Kennedy Intl.

JAX

Jacksonville Intl.

$157 Roundtrip, found 1 day ago

$157

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 24 from John F. Kennedy Intl. to Jacksonville Intl., returning Mon, Sep 29, priced at $157 found 1 day ago

Thu, Sep 4 - Mon, Sep 8

LGA

LaGuardia

JAX

Jacksonville Intl.

$167 Roundtrip, found 1 day ago

$167

Roundtrip

found 1 day ago

Select United flight, departing Thu, Sep 4 from LaGuardia to Jacksonville Intl., returning Mon, Sep 8, priced at $167 found 1 day ago

Wed, Sep 24 - Mon, Sep 29

JFK

John F. Kennedy Intl.

JAX

Jacksonville Intl.

$167 Roundtrip, found 1 day ago

$167

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Sep 24 from John F. Kennedy Intl. to Jacksonville Intl., returning Mon, Sep 29, priced at $167 found 1 day ago

Wed, Sep 24 - Mon, Sep 29

EWR

Newark Liberty Intl. Airport

JAX

Jacksonville Intl.

$167 Roundtrip, found 1 day ago

$167

Roundtrip

found 1 day ago

Select United flight, departing Wed, Sep 24 from Newark Liberty Intl. Airport to Jacksonville Intl., returning Mon, Sep 29, priced at $167 found 1 day ago

Mon, Oct 20 - Sat, Oct 25

LGA

LaGuardia

JAX

Jacksonville Intl.

$173 Roundtrip, found 8 hours ago

$173

Roundtrip

found 8 hours ago

Select Delta flight, departing Mon, Oct 20 from LaGuardia to Jacksonville Intl., returning Sat, Oct 25, priced at $173 found 8 hours ago

Wed, Sep 24 - Sun, Sep 28

EWR

Newark Liberty Intl. Airport

JAX

Jacksonville Intl.

$177 Roundtrip, found 1 day ago

$177

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 24 from Newark Liberty Intl. Airport to Jacksonville Intl., returning Sun, Sep 28, priced at $177 found 1 day ago

Wed, Sep 24 - Mon, Sep 29

JFK

John F. Kennedy Intl.

JAX

Jacksonville Intl.

$177 Roundtrip, found 1 day ago

$177

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Sep 24 from John F. Kennedy Intl. to Jacksonville Intl., returning Mon, Sep 29, priced at $177 found 1 day ago

Wed, Oct 8 - Fri, Oct 24

EWR

Newark Liberty Intl. Airport

JAX

Jacksonville Intl.

$182 Roundtrip, found 5 days ago

$182

Roundtrip

found 5 days ago

Select Delta flight, departing Wed, Oct 8 from Newark Liberty Intl. Airport to Jacksonville Intl., returning Fri, Oct 24, priced at $182 found 5 days ago

Thu, Sep 4 - Mon, Sep 8

LGA

LaGuardia

JAX

Jacksonville Intl.

$183 Roundtrip, found 1 day ago

$183

Roundtrip

found 1 day ago

Select Delta flight, departing Thu, Sep 4 from LaGuardia to Jacksonville Intl., returning Mon, Sep 8, priced at $183 found 1 day ago

Thu, Oct 23 - Sun, Oct 26

LGA

LaGuardia

JAX

Jacksonville Intl.

$243 Roundtrip, found 8 hours ago

$243

Roundtrip

found 8 hours ago

Select Frontier Airlines flight, departing Thu, Oct 23 from LaGuardia to Jacksonville Intl., returning Sun, Oct 26, priced at $243 found 8 hours ago

Fri, Aug 8 - Sat, Aug 9

JFK

John F. Kennedy Intl.

GNV

Gainesville Regional

$444 Roundtrip, found 5 days ago

$444

Roundtrip

found 5 days ago

Select American Airlines flight, departing Fri, Aug 8 from John F. Kennedy Intl. to Gainesville Regional, returning Sat, Aug 9, priced at $444 found 5 days ago

Tue, Aug 5 - Fri, Aug 8

EWR

Newark Liberty Intl. Airport

GNV

Gainesville Regional

$472 Roundtrip, found 5 days ago

$472

Roundtrip

found 5 days ago

Select American Airlines flight, departing Tue, Aug 5 from Newark Liberty Intl. Airport to Gainesville Regional, returning Fri, Aug 8, priced at $472 found 5 days ago

Tue, Aug 5 - Fri, Aug 8

LGA

LaGuardia

GNV

Gainesville Regional

$579 Roundtrip, found 5 days ago

$579

Roundtrip

found 5 days ago

Select American Airlines flight, departing Tue, Aug 5 from LaGuardia to Gainesville Regional, returning Fri, Aug 8, priced at $579 found 5 days ago