$100 Cheap Flights from Pittsburgh (PIT) to Key West (EYW)

View $100 flight on Fri, May 30, 2025Opens in a new window

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Find available prices by choosing your travel dates.

Cheap Flights from Pittsburgh to Key West (PIT-EYW)

Prices were available within the past 7 days and start at $100 for one-way flights and $199 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Sun, May 25 - Thu, May 29
PIT
Pittsburgh
EYW
Key West
$199 Roundtrip, found 13 hours ago
$199
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Sun, May 25 from Pittsburgh to Key West, returning Thu, May 29, priced at $199 found 13 hours ago
American Airlines
Thu, May 29 - Fri, May 30
PIT
Pittsburgh
EYW
Key West
$204 Roundtrip, found 2 days ago
$204
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, May 29 from Pittsburgh to Key West, returning Fri, May 30, priced at $204 found 2 days ago
Delta
Sun, May 25 - Fri, May 30
PIT
Pittsburgh
EYW
Key West
$211 Roundtrip, found 2 days ago
$211
Roundtrip
found 2 days ago
Select Delta flight, departing Sun, May 25 from Pittsburgh to Key West, returning Fri, May 30, priced at $211 found 2 days ago
American Airlines
Wed, Aug 27 - Sun, Aug 31
PIT
Pittsburgh
EYW
Key West
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 27 from Pittsburgh to Key West, returning Sun, Aug 31, priced at $216 found 3 days ago
Delta
Wed, May 28 - Thu, May 29
PIT
Pittsburgh
EYW
Key West
$217 Roundtrip, found 9 hours ago
$217
Roundtrip
found 9 hours ago
Select Delta flight, departing Wed, May 28 from Pittsburgh to Key West, returning Thu, May 29, priced at $217 found 9 hours ago
American Airlines
Wed, Aug 27 - Sun, Aug 31
PIT
Pittsburgh
EYW
Key West
$225 Roundtrip, found 3 days ago
$225
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Aug 27 from Pittsburgh to Key West, returning Sun, Aug 31, priced at $225 found 3 days ago
American Airlines
Sat, Aug 23 - Thu, Aug 28
PIT
Pittsburgh
EYW
Key West
$227 Roundtrip, found 1 day ago
$227
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 23 from Pittsburgh to Key West, returning Thu, Aug 28, priced at $227 found 1 day ago
Delta
Wed, May 21 - Wed, May 28
PIT
Pittsburgh
EYW
Key West
$228 Roundtrip, found 1 day ago
$228
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 21 from Pittsburgh to Key West, returning Wed, May 28, priced at $228 found 1 day ago
United
Sun, Oct 26 - Sat, Nov 1
PIT
Pittsburgh
EYW
Key West
$259 Roundtrip, found 7 hours ago
$259
Roundtrip
found 7 hours ago
Select United flight, departing Sun, Oct 26 from Pittsburgh to Key West, returning Sat, Nov 1, priced at $259 found 7 hours ago
JetBlue Airways
Tue, Oct 14 - Fri, Oct 17
PIT
Pittsburgh
EYW
Key West
$375 Roundtrip, found 17 hours ago
$375
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Tue, Oct 14 from Pittsburgh to Key West, returning Fri, Oct 17, priced at $375 found 17 hours ago

Frequently asked questions

How much does a flight from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW) cost?
Discover the latest flight deals from PIT to EYW by entering your preferred travel dates and searching on Expedia. Easily compare prices by departure date if you have flexibility with your schedule and use handy filters to explore prices for your preferred journey. As a member of One Key™, our free loyalty program, you can use Price Tracking to watch fares and receive notifications if prices go up or down.
What is the cheapest month to fly from PIT to EYW?
The cheapest flights from PIT to EYW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
What is the cheapest airline that flies from PIT to EYW?
Use the filter tool on Expedia to compare airlines and find the cheapest carrier that’ll take you from PIT to EYW. Sort your results by “Price (lowest to highest)” to snap up a great deal.
How many flights per day from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW)?
On average, you can take your pick of 2 direct flights departing from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW) every week. If you don’t see one that suits your schedule, consider catching a flight with a layover. Filter your search on Expedia to include one or two stops and select the best alternative.
What are the most popular departure times for flights from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW)?
Flights between PIT and EYW are their busiest at 1 PM. For a more relaxed trip and possibly cheaper tickets, choose a departure that’s outside typical rush times.
What day of the week has the most flights from PIT to EYW?
Friday offers the most flights from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW). Consider leaving on this day and you’ll have a greater chance of finding a departure that fits your itinerary.
What is the earliest flight from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW)?
The earliest flight taking off from Pittsburgh Intl. Airport (PIT) is at around 1:59PM UTC-5. Board this flight and you’ll reach Key West Intl. Airport (EYW) at approximately 5:05PM UTC-5. The total flight duration is 3h 6m.
How long does it take to fly from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW)?
Flights from PIT to EYW have an average travel time of 3 hours and 6 minutes. The total distance between the two airports is 1,100 mi.
What is the best time to fly from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW)?
Book a flight from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW) that takes off before 3 PM to reduce the likelihood of delays and cancellations. Departures after this hour are on average 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG’s global flight data platform.
What airports do you fly into for Key West from Pittsburgh Intl. Airport (PIT)?
Explore your flight options from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW). This is the only Key West airport you can jet into if you’re taking a direct flight.
Is it cheaper to buy a plane ticket from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW) last-minute?
Waiting until just before your departure to book your flight from PIT to EYW generally means paying more. While it’s possible to find some last-minute offers, they aren’t always guaranteed. Keep your travel schedule open to maximize your chances of scoring a bargain.
Is it cheaper to book a PIT to EYW flight and hotel package?
You can save money by booking a PIT to EYW flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it’s easy to manage it all in one convenient place. Once you’ve chosen your ideal accommodations and flights, consider adding extras like car rentals, activities and tours.
Can I cancel or change the date of my flight from Pittsburgh Intl. Airport (PIT) to Key West Intl. Airport (EYW)?
You can usually cancel or reschedule your PIT to EYW flight. However, if the booking was made more than 24 hours ago, additional charges may apply. Refer to your airline’s policies in your itinerary to see what changes are allowed and if any costs are involved. You’ll also find more details on our Customer Service portal.
*Available to One Key members.