Book some advanced sunshine for this winter. Flights from Pittsburgh to the Caribbean and Cancun have dropped to $273-$363 roundtrip, including taxes. These fares save travelers up to $100 compared with the usual roundtrip costs of these routes.

Fare Details

Flights are available for travel November-February. Dates over Thanksgiving, Christmas and New Year’s are blacked out.

These fares are not part of an airline sale and may disappear at any time, so book ASAP!

Click the links below to search for the best dates to travel using’s Fare Calendars:

Finding the fares on is easy, see screenshots below: Search Results: Pittsburgh to San Juan

American Airlines Results Page: Pittsburgh to San Juan Search Results: Pittsburgh to Cancun

United Results Page: Pittsburgh to Cancun Search Results: Pittsburgh to Nassau

US Airways Results Page: Pittsburgh to Nassau

Looking to travel elsewhere? Visit our cheap flights from Pittsburgh page for more options. Updates

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Featured Image: Port of Nassau (

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