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Key West

$59+ 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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — EYW
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
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 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 December 12, 2025.

This Booking.com deal was found by Cheapflights users on 12/9. 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.
Fri 12/196:30 amPIT - EYW
Nonstop2h 59mAllegiant Air
Mon 12/2910:19 amEYW - PIT
Nonstop2h 45mAllegiant Air
Deal found 12/9$125
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/226:30 amPIT - EYW
Nonstop2h 59mAllegiant Air
Mon 12/2910:19 amEYW - PIT
Nonstop2h 45mAllegiant Air
Deal found 12/10$127
This Kiwi.com deal was found by Cheapflights users on 12/10. 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.
Thu 12/187:51 pmPIT - EYW
1 stop13h 26mMultiple Airlines
Mon 12/2910:19 amEYW - PIT
Nonstop2h 45mMultiple Airlines
Deal found 12/10$165
This Kiwi.com deal was found by Cheapflights users on 12/9. 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 12/226:30 amPIT - EYW
Nonstop2h 59mMultiple Airlines
Thu 12/2510:59 amEYW - PIT
1 stop8h 12mMultiple Airlines
Deal found 12/9$173
This Cheapflightsfares deal was found by Cheapflights users on 12/8. 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 12/196:30 amPIT - EYW
Nonstop2h 59mAllegiant Air
Mon 12/2210:19 amEYW - PIT
Nonstop2h 45mAllegiant Air
Deal found 12/8$178
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/226:30 amPIT - EYW
Nonstop2h 59mAllegiant Air
Fri 12/2610:19 amEYW - PIT
Nonstop2h 45mAllegiant Air
Deal found 12/10$179
This Booking.com deal was found by Cheapflights users on 12/9. 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 12/226:30 amPIT - EYW
Nonstop2h 59mMultiple Airlines
Wed 12/242:30 pmEYW - PIT
1 stop8h 12mMultiple Airlines
Deal found 12/9$180
This Kiwi.com deal was found by Cheapflights users on 12/10. 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 12/217:51 pmPIT - EYW
1 stop13h 26mMultiple Airlines
Mon 12/2910:19 amEYW - PIT
Nonstop2h 45mMultiple Airlines
Deal found 12/10$188
This Mytrip deal was found by Cheapflights users on 12/9. 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 12/157:30 amPIT - EYW
Nonstop2h 59mAllegiant Air
Fri 12/1910:19 amEYW - PIT
Nonstop2h 45mAllegiant Air
Deal found 12/9$196

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 December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$116
(Mytrip)

One-way from

$59
(Kiwi.com)

Popular in

April

Cheapest in

August

Average price

$347

Good round-trip deal

$144 or less

Good one-way deal

$89 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 ($61 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 December 12, 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

Fri 12/19

6:30 am-9:29 am

Nonstop2h 59m

Key West

Mon 12/29

10:19 am-1:04 pm

Nonstop2h 45m

$125

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Sun 1/18

8:07 pm-9:09 am

1 stop13h 02m

Key West

Fri 1/23

11:04 am-7:54 pm

1 stop8h 50m

$189

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Sun 2/22

8:07 pm-9:09 am

1 stop13h 02m

Key West

Thu 2/26

11:01 am-7:27 pm

1 stop8h 26m

$211

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Sat 12/20

6:00 pm-2:34 pm

1 stop20h 34m

Key West

Mon 12/29

10:19 am-1:04 pm

Nonstop2h 45m

$226

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Thu 1/8

8:07 pm-9:09 am

1 stop13h 02m

Key West

Thu 1/15

12:51 pm-11:44 pm

1 stop10h 53m

$234

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Tue 2/3

6:00 am-1:03 pm

1 stop7h 03m

Key West

Fri 2/13

2:15 pm-8:57 pm

1 stop6h 42m

$259

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Fri 2/6

3:17 pm-9:47 pm

1 stop6h 30m

Key West

Mon 2/9

6:06 am-11:10 am

1 stop5h 04m

$259

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Fri 2/6

11:55 am-7:40 pm

1 stop7h 45m

Key West

Mon 2/9

7:10 am-12:36 pm

1 stop5h 26m

$259

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Tue 1/6

10:35 am-4:22 pm

1 stop5h 47m

Key West

Tue 1/13

4:15 pm-11:44 pm

1 stop7h 29m

$259

PittsburghKey West

PIT - EYW

PITEYW

Pittsburgh

Sat 1/17

1:48 pm-9:47 pm

2 stops7h 59m

Key West

Sat 1/31

4:37 pm-11:59 pm

1 stop7h 22m

$264

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 21 results
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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 December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Pittsburgh-Key West flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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 December 5, 2025.

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 $85). Flying from Pittsburgh to Key West in September is currently the most expensive (average of $222). 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 December 12, 2025.

It’s optimal to fly from Pittsburgh to Key West in the afternoon. By choosing this option you can save up to 85% on the cost of your flight, compared to a flight in the evening.

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 December 12, 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
7.9
Good
8,007 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.1

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
8,007 reviews
Delta
7.9
Good
8,007 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.1

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
9,095 reviews
Delta
7.9
Good
8,007 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.1

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
11,050 reviews
Delta
7.9
Good
8,007 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.1

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
7.9
Good
8,007 reviews

Food

7.3

Comfort

7.9

Crew

8.5

Entertainment

7.9

Overall

7.9

Boarding

8.1

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 3 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 59m. Fly via Allegiant Air or Breeze Airways 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 $228, 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 airlines to fly from Pittsburgh to Key West one-way?

    One-way options have recently been found by users for as low as $52 on Allegiant Air. Other airlines that offer cheap prices include American Airlines from $99 and Delta from $125 one-way.

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

    While on average a flight from Pittsburgh to Key West is generally $274, our data shows the cheapest flight currently is $56. When looking at the most popular route, (Pittsburgh - Key West), you can expect to pay $116 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 $85). Flying from Pittsburgh to Key West in September is currently the most expensive (average of $222). 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$92Average$198FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$207Average$455FlexibilityNo cancel feeOn-time69%
DeltaCheapest$237Average$371FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$243Average$393FlexibilityNo cancel feeOn-time71%

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