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$56+ Cheap flights from Pittsburgh to Key West (PIT - EYW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — EYW
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
1 adult, Economy
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Cheapflights Tip: The best prices from Pittsburgh to Key West are usually found in August or June, booked 39 days in advance, depart on a Saturday or Monday and return on a Tuesday

Cheap flight deals from Pittsburgh to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Pittsburgh (PIT) to Key West (EYW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 17, 2025.

Round-trip from

$92
(Cheapflightsfares)

One-way from

$56
(Cheapflightsfares)

Popular in

April

Cheapest in

August

Average price

$317

Good round-trip deal

$133 or less

Good one-way deal

$64 or less
From Pittsburgh to Key West
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One-way flight from Pittsburgh to Key West
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Highest demand for flights based on searches. 15% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($10 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Pittsburgh to Key West.
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Price to beat on a one-way flight from Pittsburgh to Key West.
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Find flight deals from Pittsburgh to Key West

Cheapest flights from Pittsburgh to Key West
Explore the most affordable flight options available from Pittsburgh to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 17, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/203:06 pmPIT - EYW
Nonstop2h 40mAllegiant Air
Fri 10/248:45 pmEYW - PIT
Nonstop2h 43mAllegiant Air
Deal found 9/15$92
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:15 pmPIT - EYW
Nonstop2h 40mAllegiant Air
Fri 10/178:45 pmEYW - PIT
Nonstop2h 43mAllegiant Air
Deal found 9/16$133
This Booking.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/133:06 pmPIT - EYW
Nonstop2h 40mAllegiant Air
Fri 10/178:45 pmEYW - PIT
Nonstop2h 43mAllegiant Air
Deal found 9/17$135
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:30 amPIT - EYW
Nonstop2h 59mAllegiant Air
Fri 12/1211:19 amEYW - PIT
Nonstop2h 45mAllegiant Air
Deal found 9/16$151
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/197:51 pmPIT - EYW
1 stop13h 26mMultiple Airlines
Fri 10/248:45 pmEYW - PIT
Nonstop2h 43mMultiple Airlines
Deal found 9/15$168
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:30 amPIT - EYW
Nonstop2h 59mMultiple Airlines
Thu 12/1110:59 amEYW - PIT
1 stop8h 12mMultiple Airlines
Deal found 9/16$169
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:51 pmPIT - EYW
1 stop13h 26mMultiple Airlines
Fri 12/1211:19 amEYW - PIT
Nonstop2h 45mMultiple Airlines
Deal found 9/16$175
This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/203:06 pmPIT - EYW
Nonstop2h 40mMultiple Airlines
Thu 10/2310:59 amEYW - PIT
1 stop8h 12mMultiple Airlines
Deal found 9/15$179
This Kiwi.com deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/307:30 amPIT - EYW
Nonstop2h 49mAllegiant Air
Fri 12/511:19 amEYW - PIT
Nonstop2h 45mAllegiant Air
Deal found 9/16$182

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pittsburgh to Key West that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
Use the filters below to find and compare flights from Pittsburgh to Key West that are best for you.

Fly from

Pittsburgh

Fly to

Key West

Route

Depart

Return

Price

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Sun 10/19

7:51 pm-9:17 am

1 stop13h 26m

Key West

Fri 10/24

8:45 pm-11:28 pm

Nonstop2h 43m

$168

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Thu 12/4

7:51 pm-9:17 am

1 stop13h 26m

Key West

Mon 12/8

11:11 am-7:15 pm

1 stop8h 04m

$203

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Thu 12/4

7:51 pm-9:17 am

1 stop13h 26m

Key West

Fri 12/12

2:25 pm-10:37 pm

1 stop8h 12m

$240

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Sat 12/6

7:41 pm-3:44 pm

1 stop20h 03m

Key West

Fri 12/12

2:25 pm-10:37 pm

1 stop8h 12m

$253

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Sat 10/18

1:48 pm-8:06 pm

1 stop6h 18m

Key West

Wed 10/22

7:40 am-12:43 pm

1 stop5h 03m

$259

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Sat 1/17

6:35 am-11:26 am

1 stop4h 51m

Key West

Sat 1/31

3:55 pm-10:32 pm

1 stop6h 37m

$259

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Sun 12/7

7:51 pm-9:17 am

1 stop13h 26m

Key West

Tue 12/9

11:45 am-10:37 pm

2 stops10h 52m

$260

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Mon 9/29

6:00 am-10:55 am

1 stop4h 55m

Key West

Thu 10/9

6:00 pm-12:32 am

1 stop6h 32m

$274

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Tue 9/30

6:00 am-10:55 am

1 stop4h 55m

Key West

Wed 10/8

6:17 pm-12:32 am

1 stop6h 15m

$274

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Fri 12/5

5:44 pm-10:07 am

2 stops16h 23m

Key West

Mon 12/8

11:11 am-7:15 pm

1 stop8h 04m

$275

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 18 results
1
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Best time to book a flight from Pittsburgh to Key West

Have a flexible travel schedule? Discover the best time to fly to Key West from Pittsburgh with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Pittsburgh to Key West

How far ahead should I book a flight from Pittsburgh to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Pittsburgh to Key West. Price data was last updated on September 12, 2025.

To ensure you get the cheapest price possible for a flight from Pittsburgh to Key West, you should look to book at least 39 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Pittsburgh to Key West?

Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Key West (average of $328). Flying from Pittsburgh to Key West in March is currently the most expensive (average of $491). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PIT to EYW?

Find hourly flight availability from Pittsburgh to Key West. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 17, 2025.

It’s optimal to fly from Pittsburgh to Key West in the afternoon. By choosing this option you can save up to 50% on the cost of your flight, compared to a flight in the morning.

Reviews of airlines servicing Key West

Get insights into the airlines that provide service to Key West. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Key West. Reviews last updated September 17, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Pittsburgh to Key West by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Delta
8.0
Very good
7,961 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
United Airlines
7.4
Good
8,926 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.
Allegiant Air
7.2
Good
699 reviews
Delta
8.0
Very good
7,961 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Crew

8.5

Entertainment

7.9

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Pittsburgh to Key West. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How popular is this Pittsburgh to Key West flight route?

    Flights from Pittsburgh to Key West have been viewed 2 times in the past calendar month.

  • How long is the flight from Pittsburgh to Key West?

    There are many flights that can get you from Pittsburgh to Key West in 6h 18m. Fly via Breeze Airways or Delta to get the fastest option. The distance between Pittsburgh and Key West is about 1104 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Pittsburgh to Key West round-trip?

    Currently priced at $92, Allegiant Air will fly you from Pittsburgh to Key West and back. In addition to Allegiant Air, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and Delta - these airlines can fly you to your destination from $207 and $237, respectively. Allegiant Air is 69% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest flights from Pittsburgh to Key West?

    While on average a flight from Pittsburgh to Key West is generally $141, our data shows the cheapest flight currently is $55. When looking at the most popular route, (Pittsburgh - Key West), you can expect to pay $108 for that flight.

  • Can I find deals for flights from Pittsburgh to Key West that include hotel bookings?

    Yes. In addition to deals on Pittsburgh to Key West flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pittsburgh to Key West?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pittsburgh to Key West.

  • Can I find deals for business class flights from Pittsburgh to Key West?

    Yes. Cheapflights offers flight deals from Pittsburgh to Key West by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pittsburgh to Key West?

    Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Key West (average of $328). Flying from Pittsburgh to Key West in March is currently the most expensive (average of $491). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 4 airlines flying from Pittsburgh to Key West

Discover the top 4 airlines that operate flights from Pittsburgh to Key West. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$92Average$202FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$207Average$455FlexibilityNo cancel feeOn-time69%
DeltaCheapest$237Average$380FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$240Average$382FlexibilityNo cancel feeOn-time71%

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