Cheap flights from Pittsburgh to Key West from $55

In general, June is the cheapest month to fly from Pittsburgh to Key West. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $187. If you are unable to visit Key West during the month of June, then departing from Pittsburgh during the month July is also very affordable. Most momondo users find prices during this month for around $218.

On average, the least expensive day to fly to Key West from Pittsburgh is on a Monday. momondo users have found tickets for Monday departures for as low as $170. However, this price may fluctuate depending on the airline, the season, and holidays. When flying out on a Wednesday, the most expensive travel day of the week, you can expect to see flight prices from Pittsburgh to Key West for around $358.

According to our data, the cheapest time of day to fly to Key West is in the afternoon. momondo users have found flights departing from Pittsburgh to Key West in the afternoon for as low as $166. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. Flights to Key West are more costly in the morning, with an average ticket price of $240. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

Fly from Pittsburgh to Key West for the best Pittsburgh - Key West flight prices

You are more likely to see cheaper flights to Key West from Pittsburgh when booking weeks ahead of your departure date. In general, you can expect to find flights to Key West for around $294 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Key West from Pittsburgh for as low as $221 on momondo.

There is only 1 cabin class available to choose from on Pittsburgh to Key West flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

No. A direct flight is the cheapest option for a flight between Pittsburgh to Key West.

As of October 2026, prices for Pittsburgh to Key West flights are approximately 118% more expensive when compared to flights at the same time last year.

Allegiant Air and Breeze Airways are the most popular carriers operating from Pittsburgh to Key West

Allegiant Air, American Airlines and Delta are the top three most popular airlines that fly to Key West from Pittsburgh according to our data. Allegiant Air is the first choice among our users, with 65% of people opting to fly with this airline when traveling to Key West. Keep in mind that there are 4 different airlines that fly to Key West on a routine basis, so you have a few additional options to choose from.