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Key West

$50+ 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 2/23. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — EYW
Feb 27 — Mar 61
Fri 2/27
Fri 3/6
1 adult, Economy
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Find cheap flights from Pittsburgh to Key West with Cheapflights

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Cheapflights Tip: The best prices from Pittsburgh to Key West are usually found in August or June, booked 35 days in advance, depart on a Tuesday or Monday and return on a Tuesday

Cheap 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 January 28, 2026.

This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:05 pm
PIT
-
EYW
Nonstop2h 53m
Multiple Airlines
Fri 4/172:25 pm
EYW
-
PIT
1 stop9h 17m
Multiple Airlines
Deal found 1/27$162
This Booking.com deal was found by Cheapflights users on 1/26. 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 2/232:14 pm
PIT
-
EYW
Nonstop2h 53m
Multiple Airlines
Fri 2/272:25 pm
EYW
-
PIT
1 stop9h 34m
Multiple Airlines
Deal found 1/26$168
This Kiwi.com deal was found by Cheapflights users on 1/26. 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 2/98:00 am
PIT
-
EYW
Nonstop3h 15m
Multiple Airlines
Thu 2/129:46 am
EYW
-
PIT
1 stop24h 48m
Multiple Airlines
Deal found 1/26$169
This Booking.com deal was found by Cheapflights users on 1/26. 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 2/236:00 am
PIT
-
EYW
1 stop7h 30m
Spirit Airlines
Fri 2/272:25 pm
EYW
-
PIT
1 stop9h 34m
Spirit Airlines
Deal found 1/26$170
This Mytrip deal was found by Cheapflights users on 1/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/132:05 pm
PIT
-
EYW
Nonstop2h 53m
Allegiant Air
Mon 4/205:48 pm
EYW
-
PIT
Nonstop2h 52m
Allegiant Air
Deal found 1/26$175
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/162:14 pm
PIT
-
EYW
Nonstop2h 53m
Multiple Airlines
Fri 2/201:06 pm
EYW
-
PIT
1 stop10h 19m
Multiple Airlines
Deal found 1/27$180
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/42:05 pm
PIT
-
EYW
Nonstop2h 53m
Multiple Airlines
Mon 5/112:25 pm
EYW
-
PIT
1 stop9h 17m
Multiple Airlines
Deal found 1/27$181
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/232:09 pm
PIT
-
EYW
Nonstop2h 53m
Multiple Airlines
Tue 3/2412:25 pm
EYW
-
PIT
1 stop8h 47m
Multiple Airlines
Deal found 1/27$190
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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.
Sun 2/226:00 am
PIT
-
EYW
1 stop7h 30m
Spirit Airlines
Thu 2/262:25 pm
EYW
-
PIT
1 stop5h 49m
Spirit Airlines
Deal found 1/27$192
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/276:00 am
PIT
-
EYW
1 stop7h 30m
Multiple Airlines
Fri 5/15:48 pm
EYW
-
PIT
Nonstop2h 52m
Multiple Airlines
Deal found 1/27$193
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 2/162:14 pm
PIT
-
EYW
Nonstop2h 53m
Multiple Airlines
Wed 2/1812:38 pm
EYW
-
PIT
2 stops11h 21m
Multiple Airlines
Deal found 1/27$194

Find 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 January 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$162
(Mytrip)

One-way from

$50
(Kiwi.com)

Popular in

April

Cheapest in

August

Average price

$286

Good round-trip deal

$179 or less

Good one-way deal

$72 or less
Provider with most accurate pricing for Pittsburgh-Key West flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pittsburgh-Key West flights.
Search Deals
From Pittsburgh to Key West
Search Deals
One-way flight from Pittsburgh to Key West
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Pittsburgh to Key West.
Search Deals
Price to beat on a one-way flight from Pittsburgh to Key West.
Search Deals

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 January 28, 2026.
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

Mon 5/4

2:05 pm-4:58 pm

Nonstop2h 53m

Key West

Mon 5/11

2:25 pm-11:42 pm

1 stop9h 17m

$181

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Mon 5/4

2:05 pm-4:58 pm

Nonstop2h 53m

Key West

Mon 5/11

5:48 pm-8:40 pm

Nonstop2h 52m

$204

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Mon 3/16

6:00 am-1:37 pm

1 stop7h 37m

Key West

Fri 3/20

2:35 pm-11:14 pm

1 stop8h 39m

$222

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Mon 2/9

8:00 am-11:15 am

Nonstop3h 15m

Key West

Thu 2/12

2:25 pm-4:39 pm

3 stops26h 14m

$245

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Mon 4/13

6:00 am-1:37 pm

1 stop7h 37m

Key West

Sun 4/19

12:15 pm-11:42 pm

1 stop11h 27m

$247

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Wed 5/27

6:00 am-10:58 am

1 stop4h 58m

Key West

Wed 6/3

6:00 pm-12:24 am

1 stop6h 24m

$259

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Tue 2/24

6:00 am-12:45 pm

1 stop6h 45m

Key West

Wed 3/4

5:56 pm-11:11 pm

1 stop5h 15m

$269

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Wed 3/18

6:00 am-11:30 am

1 stop5h 30m

Key West

Mon 3/23

2:35 pm-9:38 am

1 stop19h 03m

$271

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Fri 4/10

6:00 am-1:37 pm

1 stop7h 37m

Key West

Mon 4/20

5:48 pm-8:40 pm

Nonstop2h 52m

$273

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Mon 4/27

2:05 pm-4:58 pm

Nonstop2h 53m

Key West

Fri 5/1

9:49 am-11:42 pm

2 stops13h 53m

$277

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/26

Showing 1-10 of 20 results
1
2

Compare providers for flights from Pittsburgh to Key West

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Pittsburgh to Key West in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Pittsburgh-Key West flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Pittsburgh-Key West flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Pittsburgh-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pittsburgh-Key West flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Pittsburgh-Key West flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 January 23, 2026.

To ensure you get the cheapest price possible for a flight from Pittsburgh to Key West, you should look to book at least 35 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 $86). Flying from Pittsburgh to Key West in September is currently the most expensive (average of $223). 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 January 28, 2026.

When flying from Pittsburgh to Key West, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 January 28, 2026.
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
7.9
Good
8,122 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
7.9
Good
8,122 reviews
Delta
7.9
Good
8,122 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
9,206 reviews
Delta
7.9
Good
8,122 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
11,200 reviews
Delta
7.9
Good
8,122 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

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
706 reviews
Delta
7.9
Good
8,122 reviews

Boarding

8.1

Food

7.2

Overall

7.9

Comfort

7.9

Crew

8.5

Entertainment

7.8

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 4 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 2h 53m. Fly via Allegiant Air or Spirit Airlines 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 $216, respectively. Allegiant Air is 68% 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 $164, our data shows the cheapest flight currently is $54. When looking at the most popular route, (Pittsburgh - Key West), you can expect to pay $143 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 $86). Flying from Pittsburgh to Key West in September is currently the most expensive (average of $223). 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

Browse thousands of different options on Cheapflights for your next trip

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See prices for flight routes from nearby airports that may be better suited for you.
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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 January 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$92Average$198FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$207Average$387FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$385FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$243Average$394FlexibilityNo cancel feeOn-time71%

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