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.

Mon, Oct 5 - Sat, Oct 10

CLE

Hopkins Intl.

RSW

Southwest Florida Intl.

$107 Roundtrip, found 3 days ago

$107

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Mon, Oct 5 from Hopkins Intl. to Southwest Florida Intl., returning Sat, Oct 10, priced at $107 found 3 days ago

Tue, Sep 15 - Tue, Sep 29

EWR

Newark Liberty Intl. Airport

RSW

Southwest Florida Intl.

$197 Roundtrip, found 4 days ago

$197

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Sep 15 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Tue, Sep 29, priced at $197 found 4 days ago

Tue, Sep 29 - Tue, Oct 6

MSP

Minneapolis - St. Paul Intl.

RSW

Southwest Florida Intl.

$207 Roundtrip, found 4 days ago

$207

Roundtrip

found 4 days ago

Select Sun Country Airlines flight, departing Tue, Sep 29 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Tue, Oct 6, priced at $207 found 4 days ago

Sat, Sep 26 - Sat, Oct 3

DTW

Detroit Metropolitan Wayne County

RSW

Southwest Florida Intl.

$219 Roundtrip, found 4 days ago

$219

Roundtrip

found 4 days ago

Select American Airlines flight, departing Sat, Sep 26 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Oct 3, priced at $219 found 4 days ago

Sat, Sep 26 - Sat, Oct 3

DTW

Detroit Metropolitan Wayne County

RSW

Southwest Florida Intl.

$219 Roundtrip, found 4 days ago

$219

Roundtrip

found 4 days ago

Select United flight, departing Sat, Sep 26 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sat, Oct 3, priced at $219 found 4 days ago