South End Vacation Packages for 2026

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.

Tue, Mar 24 - Wed, Mar 25

DTW

Detroit Metropolitan Wayne County

RSW

Southwest Florida Intl.

$98 Roundtrip, found 13 hours ago

$98

Roundtrip

found 13 hours ago

Select Frontier Airlines flight, departing Tue, Mar 24 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Wed, Mar 25, priced at $98 found 13 hours ago

Sun, May 3 - Thu, May 14

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$141 Roundtrip, found 9 hours ago

$141

Roundtrip

found 9 hours ago

Select Spirit Airlines flight, departing Sun, May 3 from O'Hare Intl. to Southwest Florida Intl., returning Thu, May 14, priced at $141 found 9 hours ago

Sat, May 9 - Sat, May 16

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$197 Roundtrip, found 2 days ago

$197

Roundtrip

found 2 days ago

Select American Airlines flight, departing Sat, May 9 from O'Hare Intl. to Southwest Florida Intl., returning Sat, May 16, priced at $197 found 2 days ago

Sat, May 2 - Sat, May 9

EWR

Newark Liberty Intl. Airport

RSW

Southwest Florida Intl.

$197 Roundtrip, found 15 hours ago

$197

Roundtrip

found 15 hours ago

Select JetBlue Airways flight, departing Sat, May 2 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, May 9, priced at $197 found 15 hours ago

Tue, Apr 7 - Mon, Apr 20

EWR

Newark Liberty Intl. Airport

RSW

Southwest Florida Intl.

$207 Roundtrip, found 6 days ago

$207

Roundtrip

found 6 days ago

Select United flight, departing Tue, Apr 7 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Mon, Apr 20, priced at $207 found 6 days ago