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Tradewinds Vacation Packages

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Jan 14 - Wed, Jan 28

PSM

Portsmouth Intl.

RSW

Southwest Florida Intl.

$102 Roundtrip, found 4 hours ago

$102

Roundtrip

found 4 hours ago

Select Breeze Airways flight, departing Wed, Jan 14 from Portsmouth Intl. to Southwest Florida Intl., returning Wed, Jan 28, priced at $102 found 4 hours ago

Fri, Dec 5 - Fri, Dec 19

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$112 Roundtrip, found 2 days ago

$112

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, Dec 5 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Dec 19, priced at $112 found 2 days ago

Sun, Dec 7 - Mon, Dec 8

CLE

Hopkins Intl.

RSW

Southwest Florida Intl.

$125 Roundtrip, found 6 days ago

$125

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Sun, Dec 7 from Hopkins Intl. to Southwest Florida Intl., returning Mon, Dec 8, priced at $125 found 6 days ago

Tue, Nov 11 - Tue, Nov 18

EWR

Newark Liberty Intl. Airport

RSW

Southwest Florida Intl.

$127 Roundtrip, just found

$127

Roundtrip

just found

Select United flight, departing Tue, Nov 11 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Tue, Nov 18, priced at $127 just found