Tigertail Beach Vacation Packages for 2025

Top Flight Deals

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.

Thu, Oct 16 - Fri, Oct 17

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$100 Roundtrip, found 1 day ago

$100

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Oct 17, priced at $100 found 1 day ago

Sat, Nov 8 - Wed, Nov 12

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$139 Roundtrip, found 2 days ago

$139

Roundtrip

found 2 days ago

Select American Airlines flight, departing Sat, Nov 8 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Nov 12, priced at $139 found 2 days ago

Sat, Nov 8 - Wed, Nov 12

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$139 Roundtrip, found 2 days ago

$139

Roundtrip

found 2 days ago

Select United flight, departing Sat, Nov 8 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Nov 12, priced at $139 found 2 days ago

Wed, Sep 3 - Sat, Sep 6

EWR

Newark Liberty Intl. Airport

RSW

Southwest Florida Intl.

$147 Roundtrip, found 6 days ago

$147

Roundtrip

found 6 days ago

Select Delta flight, departing Wed, Sep 3 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, Sep 6, priced at $147 found 6 days ago

Tue, Aug 26 - Sat, Sep 6

EWR

Newark Liberty Intl. Airport

RSW

Southwest Florida Intl.

$162 Roundtrip, found 1 day ago

$162

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Aug 26 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, Sep 6, priced at $162 found 1 day ago