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Pensacola

$304+ Cheap flights from Key West to Pensacola (EYW - PNS)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PNS
Jun 19 — Jun 261
Fri 6/19
Fri 6/26
1 adult, Economy
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Cheap flight deals from Key West to Pensacola

Cheapest flights from Key West to Pensacola
Explore the most affordable flight options available from Key West to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 20, 2026.

This American Airlines deal was found by Cheapflights users on 5/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/191:59 pm
EYW
-
PNS
1 stop5h 22m
American Airlines
Wed 9/236:37 am
PNS
-
EYW
1 stop5h 20m
American Airlines
Deal found 5/18$304
This Kiwi.com deal was found by Cheapflights users on 5/16. 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.
Fri 7/3112:07 pm
EYW
-
PNS
1 stop4h 23m
Breeze Airways
Mon 8/31:17 pm
PNS
-
EYW
1 stop22h 17m
Breeze Airways
Deal found 5/16$352
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/214:02 pm
EYW
-
PNS
2 stops21h 35m
Multiple Airlines
Sun 6/287:38 pm
PNS
-
EYW
1 stop14h 49m
Multiple Airlines
Deal found 5/17$516
This American Airlines deal was found by Cheapflights users on 5/18. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/227:40 pm
EYW
-
PNS
1 stop5h 18m
American Airlines
Sun 5/2412:50 pm
PNS
-
EYW
1 stop4h 59m
American Airlines
Deal found 5/18$519
This American Airlines deal was found by Cheapflights users on 5/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/311:47 pm
EYW
-
PNS
2 stops10h 59m
American Airlines
Mon 8/37:10 am
PNS
-
EYW
2 stops10h 56m
American Airlines
Deal found 5/16$553
This Kiwi.com deal was found by Cheapflights users on 5/18. 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.
Fri 5/2212:07 pm
EYW
-
PNS
2 stops22h 39m
Multiple Airlines
Sun 5/247:38 pm
PNS
-
EYW
1 stop14h 49m
Multiple Airlines
Deal found 5/18$564
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 6/2111:04 am
EYW
-
PNS
1 stop21h 42m
Breeze Airways
Sun 6/287:38 pm
PNS
-
EYW
1 stop14h 49m
Breeze Airways
Deal found 5/19$567
This Delta deal was found by Cheapflights users on 5/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:00 pm
EYW
-
PNS
1 stop6h 27m
Delta
Fri 10/169:25 am
PNS
-
EYW
1 stop6h 46m
Delta
Deal found 5/19$615

Find flight deals from Key West to Pensacola

Discover tips and strategies to find the most affordable flight options for your journey from Key West (EYW) to Pensacola (PNS). 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 May 20, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$304
(American Airlines)
Provider with most accurate pricing for Key West-Pensacola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Key West-Pensacola flights.
Search Deals
From Key West to Pensacola
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Key West to Pensacola 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 May 20, 2026.
Use the filters below to find and compare flights from Key West to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Sat 9/19

1:59 pm-6:21 pm

1 stop5h 22m

Pensacola

Wed 9/23

6:37 am-12:57 pm

1 stop5h 20m

$304

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Fri 7/31

1:47 pm-11:46 pm

2 stops10h 59m

Pensacola

Mon 8/3

7:10 am-7:06 pm

2 stops10h 56m

$553

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Tue 10/13

6:00 pm-11:27 pm

1 stop6h 27m

Pensacola

Fri 10/16

9:25 am-5:11 pm

1 stop6h 46m

$615
Quickest round-trip

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Sun 6/21

7:50 am-10:52 am

1 stop4h 02m

Pensacola

Sun 6/28

6:00 am-12:23 pm

1 stop5h 23m

$643

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Tue 10/13

1:16 pm-8:18 am

1 stop20h 02m

Pensacola

Fri 10/16

7:21 pm-9:24 am

2 stops13h 03m

$719

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Mon 6/1

1:39 pm-10:42 pm

2 stops10h 03m

Pensacola

Wed 6/3

5:22 am-12:16 pm

1 stop5h 54m

$998

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Thu 8/27

2:20 pm-1:09 pm

2 stops23h 49m

Pensacola

Sun 8/30

7:00 am-1:29 pm

3 stops29h 29m

$1,253
Cheapest one-way

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Fri 6/26

6:24 pm-11:32 pm

1 stop6h 08m

$308
Quickest one-way

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Thu 6/25

7:50 am-10:52 am

1 stop4h 02m

$308

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/18

Sorted by cheapest first

Compare providers for flights from Key West to Pensacola

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 Key West to Pensacola in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 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 Key West-Pensacola flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Key West-Pensacola flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Key West-Pensacola flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Key West-Pensacola 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 Key West-Pensacola 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 Key West to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Key West 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.

Related info for your journey

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

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

    There are many flights that can get you from Key West to Pensacola in 5h 22m. Fly via American Airlines or Delta to get the fastest option. There are 526 mi between Key West and Pensacola. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

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

See more FAQs

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Foley
Navarre Beach
Navarre
Perdido Key
Warrington

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