Flights from Boston to Sleepy Hollow

Cheapest flights from Boston

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.

Sat, Aug 2 - Tue, Aug 12

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$143 Roundtrip, found 1 day ago

$143

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 2 from Logan Intl. to Newark Liberty Intl. Airport, returning Tue, Aug 12, priced at $143 found 1 day ago

Wed, Sep 3 - Wed, Sep 3

BOS

Logan Intl.

LGA

LaGuardia

$155 Roundtrip, found 2 days ago

$155

Roundtrip

found 2 days ago

Select American Airlines flight, departing Wed, Sep 3 from Logan Intl. to LaGuardia, returning Wed, Sep 3, priced at $155 found 2 days ago

Sat, Aug 2 - Wed, Aug 6

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$160 Roundtrip, found 1 day ago

$160

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 2 from Logan Intl. to Newark Liberty Intl. Airport, returning Wed, Aug 6, priced at $160 found 1 day ago

Sat, Aug 2 - Sat, Aug 9

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$167 Roundtrip, found 1 day ago

$167

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 2 from Logan Intl. to Newark Liberty Intl. Airport, returning Sat, Aug 9, priced at $167 found 1 day ago

Sat, Aug 2 - Thu, Aug 7

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$169 Roundtrip, found 1 day ago

$169

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 2 from Logan Intl. to Newark Liberty Intl. Airport, returning Thu, Aug 7, priced at $169 found 1 day ago

Wed, Jul 30 - Tue, Aug 12

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$177 Roundtrip, found 1 day ago

$177

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jul 30 from Logan Intl. to Newark Liberty Intl. Airport, returning Tue, Aug 12, priced at $177 found 1 day ago

Sat, Aug 2 - Mon, Aug 11

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$180 Roundtrip, found 1 day ago

$180

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 2 from Logan Intl. to Newark Liberty Intl. Airport, returning Mon, Aug 11, priced at $180 found 1 day ago

Sat, Aug 2 - Sat, Aug 9

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$185 Roundtrip, found 1 day ago

$185

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 2 from Logan Intl. to Newark Liberty Intl. Airport, returning Sat, Aug 9, priced at $185 found 1 day ago

Thu, Jul 31 - Tue, Aug 12

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$187 Roundtrip, found 1 day ago

$187

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Jul 31 from Logan Intl. to Newark Liberty Intl. Airport, returning Tue, Aug 12, priced at $187 found 1 day ago

Wed, Sep 3 - Wed, Sep 3

BOS

Logan Intl.

LGA

LaGuardia

$192 Roundtrip, found 2 days ago

$192

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, Sep 3 from Logan Intl. to LaGuardia, returning Wed, Sep 3, priced at $192 found 2 days ago

Wed, Jul 30 - Wed, Aug 6

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$194 Roundtrip, found 1 day ago

$194

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jul 30 from Logan Intl. to Newark Liberty Intl. Airport, returning Wed, Aug 6, priced at $194 found 1 day ago

Mon, Jul 28 - Thu, Aug 7

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$202 Roundtrip, found 2 days ago

$202

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Jul 28 from Logan Intl. to Newark Liberty Intl. Airport, returning Thu, Aug 7, priced at $202 found 2 days ago

Wed, Jul 30 - Thu, Aug 7

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$203 Roundtrip, found 1 day ago

$203

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jul 30 from Logan Intl. to Newark Liberty Intl. Airport, returning Thu, Aug 7, priced at $203 found 1 day ago

Thu, Jul 31 - Wed, Aug 6

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$204 Roundtrip, found 1 day ago

$204

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Jul 31 from Logan Intl. to Newark Liberty Intl. Airport, returning Wed, Aug 6, priced at $204 found 1 day ago

Sat, Aug 2 - Tue, Aug 5

BOS

Logan Intl.

EWR

Newark Liberty Intl. Airport

$207 Roundtrip, found 1 day ago

$207

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 2 from Logan Intl. to Newark Liberty Intl. Airport, returning Tue, Aug 5, priced at $207 found 1 day ago

Wed, Sep 3 - Wed, Sep 3

BOS

Logan Intl.

LGA

LaGuardia

$209 Roundtrip, found 2 days ago

$209

Roundtrip

found 2 days ago

Select Delta flight, departing Wed, Sep 3 from Logan Intl. to LaGuardia, returning Wed, Sep 3, priced at $209 found 2 days ago

Wed, Sep 3 - Wed, Sep 3

BOS

Logan Intl.

LGA

LaGuardia

$278 Roundtrip, found 2 days ago

$278

Roundtrip

found 2 days ago

Select United flight, departing Wed, Sep 3 from Logan Intl. to LaGuardia, returning Wed, Sep 3, priced at $278 found 2 days ago

Fri, Aug 1 - Wed, Aug 6

PVD

T.F. Green

EWR

Newark Liberty Intl. Airport

$460 Roundtrip, found 2 days ago

$460

Roundtrip

found 2 days ago

Select United flight, departing Fri, Aug 1 from T.F. Green to Newark Liberty Intl. Airport, returning Wed, Aug 6, priced at $460 found 2 days ago

Fri, Aug 1 - Tue, Aug 5

ORH

Worcester Regional

EWR

Newark Liberty Intl. Airport

$547 Roundtrip, found 2 days ago

$547

Roundtrip

found 2 days ago

Select American Airlines flight, departing Fri, Aug 1 from Worcester Regional to Newark Liberty Intl. Airport, returning Tue, Aug 5, priced at $547 found 2 days ago

Wed, Jul 30 - Mon, Aug 4

PVD

T.F. Green

EWR

Newark Liberty Intl. Airport

$670 Roundtrip, found 2 days ago

$670

Roundtrip

found 2 days ago

Select JetBlue Airways flight, departing Wed, Jul 30 from T.F. Green to Newark Liberty Intl. Airport, returning Mon, Aug 4, priced at $670 found 2 days ago