$264+ 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 10/23. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PNS
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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Find cheap flights from Key West to Pensacola with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Key West to Pensacola
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One-way
Cheapest flights from Key West to PensacolaExplore 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 August 22, 2026.
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 August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. 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 10/238:29 am -
1 stop11h 42m
Sat 10/247:35 pm -
2 stops14h 46m
Deal found 8/18![Multiple Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/117:47 pm -
1 stop4h 57m
Sat 9/121:29 pm -
1 stop4h 48m
Deal found 8/18![American Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/1810:21 am -
1 stop4h 06m
Sat 9/191:29 pm -
1 stop4h 48m
Deal found 8/18![American Airlines logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/41:11 pm -
1 stop25h 55m
Tue 9/89:15 am -
2 stops23h 09m
Deal found 8/20![Breeze Airways logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 9/311:04 am -
2 stops9h 42m
Sat 9/58:18 pm -
1 stop13h 06m
Deal found 8/18![Breeze Airways logo]()
$313
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/31:35 pm -
1 stop6h 07m
Mon 9/76:05 am -
1 stop6h 00m
Deal found 8/19![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/48:09 pm -
1 stop4h 41m
Tue 9/86:10 am -
1 stop5h 55m
Deal found 8/20![American Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 8/18. 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 8/221:35 pm -
1 stop6h 07m
Mon 8/246:05 am -
1 stop3h 51m
Deal found 8/18![American Airlines logo]()
$398
This Trip.com deal was found by Cheapflights users on 8/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:01 pm -
1 stop21h 17m
Fri 10/21:25 pm -
1 stop18h 59m
Deal found 8/18![Breeze Airways logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Thu 9/311:04 am -
1 stop21h 42m
Mon 9/77:32 pm -
2 stops16h 02m
Deal found 8/19![Breeze Airways logo]()
$467
Best flights from Key West to PensacolaDiscover carefully curated flight deals from Key West to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
Discover carefully curated flight deals from Key West to Pensacola that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/117:47 pm -
1 stop4h 57m
Sat 9/121:29 pm -
1 stop4h 48m
Deal found 8/18![American Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 8/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:10 pm -
1 stop6h 20m
Sat 10/241:49 pm -
1 stop5h 12m
Deal found 8/18![Delta logo]()
$295
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 9/311:04 am -
2 stops9h 42m
Sat 9/58:18 pm -
1 stop13h 06m
Deal found 8/18![Breeze Airways logo]()
$313
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/31:35 pm -
1 stop6h 07m
Mon 9/76:05 am -
1 stop6h 00m
Deal found 8/19![American Airlines logo]()
$349
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/48:09 pm -
1 stop4h 41m
Tue 9/86:10 am -
1 stop5h 55m
Deal found 8/20![American Airlines logo]()
$384
This Booking.com deal was found by Cheapflights users on 8/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1012:01 pm -
1 stop21h 17m
Fri 9/117:25 pm -
2 stops12h 59m
Deal found 8/18![Breeze Airways logo]()
$609
This Booking.com deal was found by Cheapflights users on 8/18. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1710:59 am -
1 stop26h 46m
Fri 9/187:25 pm -
2 stops12h 59m
Deal found 8/18![Breeze Airways logo]()
$659
This American Airlines deal was found by Cheapflights users on 8/18. 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.
Thu 9/31:35 pm -
2 stops10h 03m
Sat 9/57:18 am -
2 stops10h 22m
Deal found 8/18![American Airlines logo]()
$614
Last-minute flights from Key West to PensacolaDiscover last-minute flight deals from Key West to Pensacola. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Pensacola. Data last updated August 22, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/18. 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 8/221:35 pm -
1 stop6h 07m
Mon 8/246:05 am -
1 stop3h 51m
Deal found 8/18![American Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 8/18. 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.
Thu 9/311:04 am -
2 stops9h 42m
Sat 9/58:18 pm -
1 stop13h 06m
Deal found 8/18![Breeze Airways logo]()
$313
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Thu 9/31:35 pm -
1 stop6h 07m
Mon 9/76:05 am -
1 stop6h 00m
Deal found 8/19![American Airlines logo]()
$349
This Kiwi.com deal was found by Cheapflights users on 8/19. 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.
Thu 9/311:04 am -
1 stop21h 42m
Mon 9/77:32 pm -
2 stops16h 02m
Deal found 8/19![Breeze Airways logo]()
$467
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/41:11 pm -
1 stop25h 55m
Tue 9/89:15 am -
2 stops23h 09m
Deal found 8/20![Breeze Airways logo]()
$302
This American Airlines deal was found by Cheapflights users on 8/20. 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 9/48:09 pm -
1 stop4h 41m
Tue 9/86:10 am -
1 stop5h 55m
Deal found 8/20![American Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/117:47 pm -
1 stop4h 57m
Sat 9/121:29 pm -
1 stop4h 48m
Deal found 8/18![American Airlines logo]()
$271
This American Airlines deal was found by Cheapflights users on 8/18. 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 9/1810:21 am -
1 stop4h 06m
Sat 9/191:29 pm -
1 stop4h 48m
Deal found 8/18![American Airlines logo]()
$295
This Trip.com deal was found by Cheapflights users on 8/18. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/2412:01 pm -
1 stop21h 17m
Fri 9/251:25 pm -
1 stop18h 59m
Deal found 8/18![Breeze Airways logo]()
$469
One-way flights from Key West to PensacolaSearch for one-way flight options from Key West to Pensacola. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
Search for one-way flight options from Key West to Pensacola. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This American Airlines deal was found by Cheapflights users on 8/18. 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 2/612:00 pm -
1 stop5h 12m
Deal found 8/18![American Airlines logo]()
$274
This KAYAK deal was found by Cheapflights users on 8/19. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/611:59 am -
3 stops44h 39m
Deal found 8/19![Breeze Airways logo]()
$510
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 August 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $264 (Kiwi.com) |
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 7,457,451 searches. Data last updated August 22, 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
Cheapest round-trip
Quickest round-trip
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Fri 9/11
7:47 pm-11:44 pm
1 stop4h 57m
Pensacola
Sat 9/12
1:29 pm-7:17 pm
1 stop4h 48m
$271
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Fri 10/23
6:10 pm-11:30 pm
1 stop6h 20m
Pensacola
Sat 10/24
1:49 pm-8:01 pm
1 stop5h 12m
$295
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Thu 9/3
11:04 am-7:46 pm
2 stops9h 42m
Pensacola
Sat 9/5
8:18 pm-10:24 am
1 stop13h 06m
$313
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Thu 9/3
1:35 pm-6:42 pm
1 stop6h 07m
Pensacola
Mon 9/7
6:05 am-1:05 pm
1 stop6h 00m
$349
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Fri 9/4
8:09 pm-11:50 pm
1 stop4h 41m
Pensacola
Tue 9/8
6:10 am-1:05 pm
1 stop5h 55m
$384
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Thu 9/10
12:01 pm-8:18 am
1 stop21h 17m
Pensacola
Fri 9/11
7:25 pm-9:24 am
2 stops12h 59m
$609
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Thu 9/3
1:35 pm-10:38 pm
2 stops10h 03m
Pensacola
Sat 9/5
7:18 am-6:40 pm
2 stops10h 22m
$614
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Thu 9/17
10:59 am-12:45 pm
1 stop26h 46m
Pensacola
Fri 9/18
7:25 pm-9:24 am
2 stops12h 59m
$659
Cheapest one-way
Quickest one-way
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sat 2/6
12:00 pm-4:12 pm
1 stop5h 12m
$274
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Fri 11/6
11:51 am-5:23 pm
1 stop6h 32m
$274
Showing 1-10 of 11 resultsSorted 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 August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- 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.
EYW-PNS
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.
Traveling to a place near Pensacola?
Book flights to Pensacola if you plan to visit one of these locationsGulf Breeze
Navarre
Foley
Navarre Beach
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