Cheap Flights to Windward from $180

Popular airlines to Windward

  • Windward Island Airways International

    Windward Island Airways International

  • Air Caraibes

    Air Caraibes

  • Tradewind Aviation

    Tradewind Aviation

  • Corsair

    Corsair

  • Air France

    Air France

  • KLM

    KLM

  • Cape Air

    Cape Air

How much is the cheapest flight to Windward?

Prices were available within the past 7 days and start at $180 for one-way flights and $287 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Windward Island Airways International
Thu, Aug 21 - Mon, Aug 25
SXM
Saint Martin
SBH
Gustavia
$287 Roundtrip, just found
$287
Roundtrip
just found
Select Windward Island Airways International flight, departing Thu, Aug 21 from Saint Martin to Gustavia, returning Mon, Aug 25, priced at $287 just found
United
Tue, Oct 28 - Tue, Nov 4
EWR
New York
SBH
Gustavia
$513 Roundtrip, found 5 days ago
$513
Roundtrip
found 5 days ago
Select United flight, departing Tue, Oct 28 from New York to Gustavia, returning Tue, Nov 4, priced at $513 found 5 days ago
JetBlue Airways
Sun, Sep 21 - Fri, Sep 26
JFK
New York
SBH
Gustavia
$593 Roundtrip, found 7 hours ago
$593
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Sun, Sep 21 from New York to Gustavia, returning Fri, Sep 26, priced at $593 found 7 hours ago
United
Fri, Sep 5 - Fri, Sep 12
BOS
Boston
SBH
Gustavia
$603 Roundtrip, found 15 hours ago
$603
Roundtrip
found 15 hours ago
Select United flight, departing Fri, Sep 5 from Boston to Gustavia, returning Fri, Sep 12, priced at $603 found 15 hours ago
United
Sun, Nov 2 - Sun, Nov 9
LGA
New York
SBH
Gustavia
$627 Roundtrip, found 3 days ago
$627
Roundtrip
found 3 days ago
Select United flight, departing Sun, Nov 2 from New York to Gustavia, returning Sun, Nov 9, priced at $627 found 3 days ago
Cape Air
Wed, Nov 5 - Fri, Nov 7
STT
St. Thomas
SBH
Gustavia
$631 Roundtrip, found 5 hours ago
$631
Roundtrip
found 5 hours ago
Select Cape Air flight, departing Wed, Nov 5 from St. Thomas to Gustavia, returning Fri, Nov 7, priced at $631 found 5 hours ago
Tradewind Aviation
Sat, Oct 18 - Tue, Oct 21
SJU
San Juan
SBH
Gustavia
$706 Roundtrip, just found
$706
Roundtrip
just found
Select Tradewind Aviation flight, departing Sat, Oct 18 from San Juan to Gustavia, returning Tue, Oct 21, priced at $706 just found
United
Thu, Dec 4 - Fri, Dec 12
MCO
Orlando
SBH
Gustavia
$734 Roundtrip, found 5 days ago
$734
Roundtrip
found 5 days ago
Select United flight, departing Thu, Dec 4 from Orlando to Gustavia, returning Fri, Dec 12, priced at $734 found 5 days ago
United
Fri, Nov 14 - Sat, Nov 22
LAX
Los Angeles
SBH
Gustavia
$737 Roundtrip, found 1 day ago
$737
Roundtrip
found 1 day ago
Select United flight, departing Fri, Nov 14 from Los Angeles to Gustavia, returning Sat, Nov 22, priced at $737 found 1 day ago
JetBlue Airways
Sat, Nov 1 - Wed, Nov 5
DCA
Washington
SBH
Gustavia
$745 Roundtrip, found 4 days ago
$745
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Nov 1 from Washington to Gustavia, returning Wed, Nov 5, priced at $745 found 4 days ago

Airports in Windward

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Princess Juliana Intl. SXM. Cheapest option available. Flights from $457
SXM
Princess Juliana Intl.
Cheapest
Flights from $457
Select flight to Gustaf III SBH. Flights from $1,178
SBH
Gustaf III
Flights from $1,178

Fargo Hector International Airport offers nonstop flights to cities across the US. From ski trips to golf getaways to a week on the beach, it's all within reach when you fly FAR.

Plan your trip and fly nonstop from Fargo to Atlanta, Chicago, Dallas, Denver, Las Vegas, Minneapolis/St. Paul, Nashville, and Phoenix-Mesa, with seasonal service to Orlando, Phoenix-Sky Harbor, and St. Pete–Clearwater.

Take advantage of our convenient new parking garage with affordable rates. Enjoy short lines, a simple terminal, and fast check-ins. From parking to boarding, it's smooth every step of the way.

Windward Flights Information

Airlines serving
Windward Island Airways International, United, JetBlue Airways, Tradewind Aviation, Cape Air
Roundtrip price
from $287

Trending flights to Windward

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.

United
Tue, Oct 28 - Tue, Nov 4
EWR
New York
SBH
Gustavia
$513 Roundtrip, found 5 days ago
$513
Roundtrip
found 5 days ago
Select United flight, departing Tue, Oct 28 from New York to Gustavia, returning Tue, Nov 4, priced at $513 found 5 days ago
*Available to One Key members.