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Key West

$153+ Cheap flights from Pensacola to Key West (PNS - 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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — EYW
Dec 4 — Dec 111
Thu 12/4
Thu 12/11
1 adult, Economy
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Cheapflights Tip: The best prices from Pensacola to Key West are usually found in February or January, booked 58 days in advance, depart on a Tuesday or Wednesday and return on a Thursday

Cheap flight deals from Pensacola to Key West

Discover tips and strategies to find the most affordable flight options for your journey from Pensacola (PNS) 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 November 4, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$247
(Kiwi.com)

One-way from

$153
(Kiwi.com)

Popular in

October

Cheapest in

February

Average price

$378
Provider with most accurate pricing for Pensacola-Key West flight deals.
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Provider most trusted by Cheapflights users for Pensacola-Key West flights.
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From Pensacola to Key West
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One-way flight from Pensacola to Key West
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Highest demand for flights based on searches. 19% potential increase in price ($79 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Pensacola to Key West

Cheapest flights from Pensacola to Key West
Explore the most affordable flight options available from Pensacola to Key West. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/3. 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 11/271:44 pmPNS - EYW
1 stop17h 31mMultiple Airlines
Thu 12/412:20 pmEYW - PNS
1 stop6h 54mMultiple Airlines
Deal found 11/3$251
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 11/1611:17 amPNS - EYW
1 stop8h 29mMultiple Airlines
Thu 11/208:55 amEYW - PNS
1 stop4h 54mMultiple Airlines
Deal found 11/4$269
This Kiwi.com deal was found by Cheapflights users on 11/4. 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 11/198:16 pmPNS - EYW
1 stop10h 59mMultiple Airlines
Sun 11/238:55 amEYW - PNS
1 stop4h 54mMultiple Airlines
Deal found 11/4$279
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 12/267:09 pmPNS - EYW
1 stop17h 21mSpirit Airlines
Mon 12/292:30 pmEYW - PNS
1 stop4h 44mSpirit Airlines
Deal found 11/2$320
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/911:17 amPNS - EYW
1 stop19h 58mMultiple Airlines
Tue 11/1111:45 amEYW - PNS
2 stops29h 19mMultiple Airlines
Deal found 11/2$327
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 11/178:16 pmPNS - EYW
2 stops13h 49mMultiple Airlines
Fri 11/219:57 amEYW - PNS
1 stop5h 58mMultiple Airlines
Deal found 11/2$328

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola 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 November 4, 2025.
Use the filters below to find and compare flights from Pensacola to Key West that are best for you.

Fly from

Pensacola

Fly to

Key West

Route

Depart

Return

Price

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Thu 11/27

1:44 pm-8:15 am

1 stop17h 31m

Key West

Thu 12/4

4:34 pm-7:14 pm

2 stops27h 40m

$266

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Sun 11/16

11:17 am-8:46 pm

1 stop8h 29m

Key West

Thu 11/20

8:55 am-12:49 pm

1 stop4h 54m

$269

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Mon 11/17

7:54 pm-11:05 am

1 stop14h 11m

Key West

Fri 11/21

9:57 am-2:55 pm

1 stop5h 58m

$284

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Wed 1/21

3:41 pm-9:47 pm

1 stop5h 06m

Key West

Sun 1/25

6:06 am-3:09 pm

2 stops10h 03m

$299

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Fri 12/26

7:09 pm-1:30 pm

1 stop17h 21m

Key West

Mon 12/29

2:30 pm-6:14 pm

1 stop4h 44m

$320

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Wed 11/19

8:16 pm-8:15 am

1 stop10h 59m

Key West

Sun 11/23

12:15 pm-4:59 pm

2 stops29h 44m

$322

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Mon 11/17

8:16 pm-11:05 am

2 stops13h 49m

Key West

Fri 11/21

9:57 am-2:55 pm

1 stop5h 58m

$328

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Fri 4/3

11:22 am-6:30 pm

1 stop6h 08m

Key West

Tue 4/7

7:34 pm-11:24 pm

1 stop4h 50m

$344

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Fri 12/26

7:09 pm-1:30 pm

1 stop17h 21m

Key West

Mon 12/29

10:01 pm-1:03 pm

2 stops16h 02m

$351

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Tue 12/30

1:58 pm-1:30 pm

1 stop22h 32m

Key West

Sun 1/4

12:20 pm-6:14 pm

1 stop6h 54m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 13 results
1
2

Compare providers for flights from Pensacola 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 Pensacola to Key West in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star
CheapOairPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust 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 Pensacola-Key West flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Pensacola-Key West flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Pensacola-Key West flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Pensacola-Key West flights, Cheapflights users trust CheapOair the most. CheapOair 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 Pensacola-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 Pensacola to Key West

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

How far ahead should I book a flight from Pensacola to Key West?

Use this chart to determine the optimal time to book a round-trip flight from Pensacola to Key West. Price data was last updated on October 31, 2025.

The price you pay for your flight from Pensacola to Key West may vary depending on when you book. For the best chance of a lower fare, look to book 58 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Pensacola to Key West?

Currently, January is the cheapest month in which you can book a flight from Pensacola to Key West (average of $140). Flying from Pensacola to Key West in October is currently the most expensive (average of $247). 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 PNS to EYW?

Find hourly flight availability from Pensacola 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 November 4, 2025.

One of the essential ways to save on airfare from Pensacola to Key West is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the morning could potentially save you up to 15% on airfare.

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 November 4, 2025.
Read reviews from past customers who have flown Delta, American Airlines, and Silver Airways from Pensacola to Key West. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Delta
7.9
Good
8,003 reviews
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
American Airlines
7.2
Good
11,040 reviews
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.
Silver Airways
5.7
Fair
237 reviews
Delta
7.9
Good
8,003 reviews

Comfort

7.9

Boarding

8.2

Food

7.3

Entertainment

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

Find useful and relevant information for your journey from Pensacola 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 long is the flight from Pensacola to Key West?

    Airlines like Breeze Airways and American Airlines fly from Pensacola to Key West in about 5h 06m. The time it takes to get you to your destination can typically vary by up to 9h 05m. Airlines will cover a distance of 526 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest airlines flying from Pensacola to Key West round-trip?

    Silver Airways, at $159, was found to be the cheapest airline from Pensacola to Key West.Alternate airlines to your destination round-trip include Delta and American Airlines. These flights start at 50% lower than the current average price 3 months from now.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pensacola 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 Pensacola to Key West?

    Currently, January is the cheapest month in which you can book a flight from Pensacola to Key West (average of $140). Flying from Pensacola to Key West in October is currently the most expensive (average of $247). 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.

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Top 3 airlines flying from Pensacola to Key West

Discover the top 3 airlines that operate flights from Pensacola 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 November 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
Silver AirwaysCheapest$159Average$238FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$198Average$395FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$384FlexibilityNo cancel feeOn-time71%

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