Cheap Flights to Windward from $176

How much is the cheapest flight to Windward?

Prices were available within the past 7 days and start at $176 for one-way flights and $283 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Fri, Jun 20 - Tue, Jun 24

SXM

Saint Martin

SBH

Gustavia

$283 Roundtrip, just found

$283

Roundtrip

just found

Select Windward Island Airways International flight, departing Fri, Jun 20 from Saint Martin to Gustavia, returning Tue, Jun 24, priced at $283 just found

Mon, Jun 23 - Fri, Jun 27

SXM

Saint Martin

SBH

Gustavia

$294 Roundtrip, found 2 hours ago

$294

Roundtrip

found 2 hours ago

Select Windward Island Airways International flight, departing Mon, Jun 23 from Saint Martin to Gustavia, returning Fri, Jun 27, priced at $294 found 2 hours ago

Fri, Oct 24 - Thu, Oct 30

SXM

Saint Martin

SBH

Gustavia

$305 Roundtrip, found 1 hour ago

$305

Roundtrip

found 1 hour ago

Select Windward Island Airways International flight, departing Fri, Oct 24 from Saint Martin to Gustavia, returning Thu, Oct 30, priced at $305 found 1 hour ago

Fri, Jun 20 - Mon, Jun 23

SXM

Saint Martin

SBH

Gustavia

$309 Roundtrip, found 1 hour ago

$309

Roundtrip

found 1 hour ago

Select Windward Island Airways International flight, departing Fri, Jun 20 from Saint Martin to Gustavia, returning Mon, Jun 23, priced at $309 found 1 hour ago

Fri, Jun 20 - Mon, Jun 23

SXM

Saint Martin

SBH

Gustavia

$324 Roundtrip, found 1 hour ago

$324

Roundtrip

found 1 hour ago

Select Windward Island Airways International flight, departing Fri, Jun 20 from Saint Martin to Gustavia, returning Mon, Jun 23, priced at $324 found 1 hour ago

Sun, Oct 26 - Fri, Oct 31

EWR

New York

SBH

Gustavia

$483 Roundtrip, found 4 days ago

$483

Roundtrip

found 4 days ago

Select United flight, departing Sun, Oct 26 from New York to Gustavia, returning Fri, Oct 31, priced at $483 found 4 days ago

Wed, Jul 23 - Wed, Aug 13

LGA

New York

SBH

Gustavia

$519 Roundtrip, found 5 days ago

$519

Roundtrip

found 5 days ago

Select United flight, departing Wed, Jul 23 from New York to Gustavia, returning Wed, Aug 13, priced at $519 found 5 days ago

Wed, Oct 29 - Wed, Nov 5

JFK

New York

SBH

Gustavia

$567 Roundtrip, found 3 days ago

$567

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Wed, Oct 29 from New York to Gustavia, returning Wed, Nov 5, priced at $567 found 3 days ago

Sun, Sep 28 - Sat, Oct 11

SJU

San Juan

SBH

Gustavia

$706 Roundtrip, just found

$706

Roundtrip

just found

Select Tradewind Aviation flight, departing Sun, Sep 28 from San Juan to Gustavia, returning Sat, Oct 11, priced at $706 just found

Tue, Mar 3 - Tue, Mar 10

SJU

San Juan

SBH

Gustavia

$1,246 Roundtrip, found 13 hours ago

$1,246

Roundtrip

found 13 hours ago

Select Cape Air flight, departing Tue, Mar 3 from San Juan to Gustavia, returning Tue, Mar 10, priced at $1,246 found 13 hours ago