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Pensacola

$121+ Cheap flights from Key West to Pensacola (EYW - PNS)

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 1/29. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PNS
Feb 17 — Feb 241
Tue 2/17
Tue 2/24
1 adult, Economy
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Cheap 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 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$223
(Kiwi.com)

One-way from

$121
(Kiwi.com)
Provider with most accurate pricing for Key West-Pensacola flight deals.
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Provider most trusted by Cheapflights users for Key West-Pensacola flights.
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From Key West to Pensacola
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One-way flight from Key West to Pensacola
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Find 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 18, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/17. 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.
Thu 2/199:46 am
EYW
-
PNS
1 stop8h 56m
Multiple Airlines
Wed 2/256:37 pm
PNS
-
EYW
1 stop13h 29m
Multiple Airlines
Deal found 1/17$223
This Kiwi.com deal was found by Cheapflights users on 1/16. 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.
Thu 2/129:46 am
EYW
-
PNS
1 stop8h 56m
Multiple Airlines
Thu 2/195:20 pm
PNS
-
EYW
1 stop19h 10m
Multiple Airlines
Deal found 1/16$265
This American Airlines deal was found by Cheapflights users on 1/17. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/197:45 pm
EYW
-
PNS
1 stop5h 14m
American Airlines
Wed 2/256:41 am
PNS
-
EYW
2 stops9h 08m
American Airlines
Deal found 1/17$266
This Kiwi.com deal was found by Cheapflights users on 1/18. 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.
Mon 2/21:06 pm
EYW
-
PNS
1 stop4h 31m
Multiple Airlines
Fri 2/67:31 pm
PNS
-
EYW
1 stop13h 38m
Multiple Airlines
Deal found 1/18$276
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 2/131:06 pm
EYW
-
PNS
1 stop5h 36m
Multiple Airlines
Mon 2/167:31 pm
PNS
-
EYW
1 stop15h 50m
Multiple Airlines
Deal found 1/16$287
This Kiwi.com deal was found by Cheapflights users on 1/18. 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.
Mon 2/21:06 pm
EYW
-
PNS
2 stops46h 32m
Breeze Airways
Fri 2/67:31 pm
PNS
-
EYW
1 stop13h 38m
Breeze Airways
Deal found 1/18$301
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 2/112:51 pm
EYW
-
PNS
1 stop27h 17m
Multiple Airlines
Thu 2/51:18 pm
PNS
-
EYW
1 stop18h 51m
Multiple Airlines
Deal found 1/16$358
This Mytrip deal was found by Cheapflights users on 1/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/192:25 pm
EYW
-
PNS
3 stops28h 17m
Spirit Airlines
Wed 2/256:37 pm
PNS
-
EYW
2 stops17h 53m
Spirit Airlines
Deal found 1/17$381
This Kiwi.com deal was found by Cheapflights users on 1/16. 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 2/112:51 pm
EYW
-
PNS
1 stop27h 17m
Spirit Airlines
Thu 2/55:33 pm
PNS
-
EYW
2 stops18h 57m
Spirit Airlines
Deal found 1/16$392

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 18, 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

Thu 2/19

7:45 pm-11:59 pm

1 stop5h 14m

Pensacola

Wed 2/25

6:41 am-4:49 pm

2 stops9h 08m

$266

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Mon 2/2

1:06 pm-4:37 pm

1 stop4h 31m

Pensacola

Fri 2/6

7:31 pm-10:09 am

1 stop13h 38m

$276

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Fri 2/13

1:06 pm-5:42 pm

1 stop5h 36m

Pensacola

Mon 2/16

7:31 pm-12:21 pm

1 stop15h 50m

$287

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Thu 2/12

9:46 am-5:42 pm

1 stop8h 56m

Pensacola

Thu 2/19

6:37 pm-1:30 pm

2 stops17h 53m

$298

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Sun 2/1

12:51 pm-3:08 pm

1 stop27h 17m

Pensacola

Thu 2/5

1:18 pm-9:09 am

1 stop18h 51m

$358

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Thu 2/19

2:25 pm-5:42 pm

3 stops28h 17m

Pensacola

Wed 2/25

6:37 pm-1:30 pm

2 stops17h 53m

$381

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Sun 2/1

12:51 pm-3:08 pm

1 stop27h 17m

Pensacola

Thu 2/5

5:33 pm-1:30 pm

2 stops18h 57m

$392

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Fri 2/13

1:06 pm-7:35 am

3 stops43h 29m

Pensacola

Mon 2/16

7:31 pm-12:21 pm

1 stop15h 50m

$665

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Thu 1/29

10:06 am-10:38 am

3 stops49h 32m

$121

Key WestPensacola

EYW - PNS

EYWPNS

Key West

Thu 1/29

3:46 pm-6:51 pm

2 stops28h 05m

$147

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/17

Showing 1-10 of 14 results
1
2

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 18, 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
11,155 reviews

Boarding

7.5

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

Entertainment

6.9

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
11,155 reviews
American Airlines
7.2
Good
11,155 reviews

Boarding

7.5

Crew

8.0

Comfort

7.2

Overall

7.2

Food

6.4

Entertainment

6.9

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 5h 14m. Fly via American Airlines to get the fastest option. There are 526 mi between Key West and Pensacola.

  • 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 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$198Average$353FlexibilityNo cancel feeOn-time71%

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