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Pensacola

$274+ 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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PNS
Feb 20 — Feb 271
Fri 2/20
Fri 2/27
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 January 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
Wed 2/410:49 am
EYW
-
PNS
1 stop21h 46m
Multiple Airlines
Sun 2/85:33 pm
PNS
-
EYW
1 stop17h 53m
Multiple Airlines
Deal found 1/19$274
This American Airlines deal was found by Cheapflights users on 1/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/412:00 pm
EYW
-
PNS
2 stops7h 39m
American Airlines
Sun 2/86:05 am
PNS
-
EYW
1 stop3h 52m
American Airlines
Deal found 1/19$284
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 1/261:06 pm
EYW
-
PNS
2 stops46h 32m
Multiple Airlines
Sat 1/315:33 pm
PNS
-
EYW
1 stop14h 53m
Multiple Airlines
Deal found 1/21$323
This American Airlines deal was found by Cheapflights users on 1/21. 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 1/247:15 am
EYW
-
PNS
1 stop5h 09m
American Airlines
Sun 2/14:46 pm
PNS
-
EYW
1 stop6h 10m
American Airlines
Deal found 1/21$354
This American Airlines deal was found by Cheapflights users on 1/21. 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.
Tue 1/276:06 am
EYW
-
PNS
2 stops10h 03m
American Airlines
Sat 1/313:37 pm
PNS
-
EYW
1 stop5h 10m
American Airlines
Deal found 1/21$359
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 1/261:06 pm
EYW
-
PNS
1 stop4h 31m
Multiple Airlines
Fri 1/307:31 pm
PNS
-
EYW
1 stop13h 38m
Multiple Airlines
Deal found 1/21$402
This Kiwi.com deal was found by Cheapflights users on 1/21. 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 1/2510:06 am
EYW
-
PNS
1 stop7h 31m
Multiple Airlines
Thu 1/295:33 pm
PNS
-
EYW
1 stop17h 53m
Multiple Airlines
Deal found 1/21$411
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Sat 1/2410:49 am
EYW
-
PNS
1 stop21h 46m
Multiple Airlines
Sun 2/18:15 am
PNS
-
EYW
2 stops28h 15m
Multiple Airlines
Deal found 1/21$448

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 January 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$274
(Kiwi.com)
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
Search Deals

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 January 21, 2026.
Use the filters below to find and compare flights from Key West to Pensacola that are best for you.

Fly from

Key West

Fly to

Pensacola

Route

Depart

Return

Price

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Wed 2/4

10:49 am-7:35 am

1 stop21h 46m

Pensacola

Sun 2/8

5:33 pm-12:26 pm

1 stop17h 53m

$274

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Wed 2/4

12:00 pm-6:39 pm

2 stops7h 39m

Pensacola

Sun 2/8

6:05 am-10:57 am

1 stop3h 52m

$284

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Wed 2/4

4:15 pm-7:58 pm

3 stops28h 43m

Pensacola

Sun 2/8

6:35 am-4:22 pm

3 stops32h 47m

$903

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Mon 2/2

6:05 pm-1:32 pm

2 stops20h 27m

Pensacola

Thu 2/5

4:55 pm-11:26 am

2 stops41h 31m

$1,184

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Mon 1/26

9:49 am-2:32 pm

1 stop5h 43m

$372

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Tue 2/10

4:15 pm-7:58 pm

2 stops28h 43m

$444

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Tue 1/27

6:06 pm-11:13 pm

1 stop6h 07m

$465

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Tue 1/27

1:33 pm-8:30 pm

2 stops7h 57m

$470

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Mon 2/9

6:05 pm-4:02 pm

2 stops22h 57m

$579

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Mon 1/26

4:15 pm-7:58 pm

3 stops28h 43m

$994

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

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 January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star

*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 Expedia the most. Expedia 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.

Reviews of airlines servicing Pensacola

Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated January 21, 2026.
Read reviews from past customers who have flown American Airlines from Key West to Pensacola. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,169 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Entertainment

6.9

Food

6.4

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,169 reviews
American Airlines
7.2
Good
11,169 reviews

Boarding

7.5

Crew

8.0

Overall

7.2

Entertainment

6.9

Food

6.4

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 7h 39m. Fly via American Airlines or United Airlines 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.

  • What is the cheapest airline to fly from Key West to Pensacola round-trip?

    Cheapflights users have booked flights from Key West to Pensacola round-trip from $198.

  • 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
Navarre
Foley
Perdido Key
Navarre Beach
Warrington

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Top airline flying from Key West to Pensacola

Discover the top airline that operate flights from Key West to Pensacola. 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 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$353FlexibilityNo cancel feeOn-time71%

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