Cheap Flights to Windward from $135

How much is the cheapest flight to Windward?

Prices were available within the past 7 days and start at $135 for one-way flights and $255 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Jun 18 - Mon, Jun 22

SXM

Saint Martin

SBH

Gustavia

$255 Roundtrip, just found

$255

Roundtrip

just found

Select FlexFlight flight, departing Thu, Jun 18 from Saint Martin to Gustavia, returning Mon, Jun 22, priced at $255 just found

Wed, Apr 22 - Sun, Apr 26

SXM

Saint Martin

SBH

Gustavia

$265 Roundtrip, found 1 hour ago

$265

Roundtrip

found 1 hour ago

Select FlexFlight flight, departing Wed, Apr 22 from Saint Martin to Gustavia, returning Sun, Apr 26, priced at $265 found 1 hour ago

Sun, Apr 26 - Wed, Apr 29

SXM

Saint Martin

SBH

Gustavia

$268 Roundtrip, found 5 days ago

$268

Roundtrip

found 5 days ago

Select FlexFlight flight, departing Sun, Apr 26 from Saint Martin to Gustavia, returning Wed, Apr 29, priced at $268 found 5 days ago

Thu, Jun 18 - Mon, Jun 22

SXM

Saint Martin

SBH

Gustavia

$272 Roundtrip, just found

$272

Roundtrip

just found

Select FlexFlight flight, departing Thu, Jun 18 from Saint Martin to Gustavia, returning Mon, Jun 22, priced at $272 just found

Thu, Apr 16 - Mon, Apr 20

SXM

Saint Martin

SBH

Gustavia

$290 Roundtrip, just found

$290

Roundtrip

just found

Select FlexFlight flight, departing Thu, Apr 16 from Saint Martin to Gustavia, returning Mon, Apr 20, priced at $290 just found

Thu, May 21 - Tue, May 26

SXM

Saint Martin

SBH

Gustavia

$293 Roundtrip, just found

$293

Roundtrip

just found

Select Windward Island Airways International flight, departing Thu, May 21 from Saint Martin to Gustavia, returning Tue, May 26, priced at $293 just found

Sun, Apr 26 - Wed, Apr 29

SXM

Saint Martin

SBH

Gustavia

$297 Roundtrip, found 5 days ago

$297

Roundtrip

found 5 days ago

Select Windward Island Airways International flight, departing Sun, Apr 26 from Saint Martin to Gustavia, returning Wed, Apr 29, priced at $297 found 5 days ago

Mon, Apr 13 - Thu, Apr 16

FLL

Fort Lauderdale

SBH

Gustavia

$578 Roundtrip, just found

$578

Roundtrip

just found

Select JetBlue Airways flight, departing Mon, Apr 13 from Fort Lauderdale to Gustavia, returning Thu, Apr 16, priced at $578 just found

Sun, Apr 5 - Sat, Apr 11

STT

St. Thomas

SBH

Gustavia

$590 Roundtrip, just found

$590

Roundtrip

just found

Select Cape Air flight, departing Sun, Apr 5 from St. Thomas to Gustavia, returning Sat, Apr 11, priced at $590 just found

Sat, Jun 13 - Thu, Jun 18

BOS

Boston

SBH

Gustavia

$641 Roundtrip, found 2 days ago

$641

Roundtrip

found 2 days ago

Select United flight, departing Sat, Jun 13 from Boston to Gustavia, returning Thu, Jun 18, priced at $641 found 2 days ago