$127+ 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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PNS
Oct 20 — Oct 271
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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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 September 20, 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 September 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Sat 10/3110:04 am -
1 stop23h 34m
Sat 11/71:25 pm -
1 stop20h 56m
Deal found 9/20![Breeze Airways logo]()
$219
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Fri 10/212:59 pm -
1 stop20h 19m
Tue 10/61:20 pm -
1 stop19h 04m
Deal found 9/17![Breeze Airways logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Wed 12/235:35 pm -
1 stop15h 03m
Sat 12/264:13 pm -
1 stop17h 06m
Deal found 9/18![Multiple Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Wed 12/235:35 pm -
1 stop15h 03m
Mon 12/281:25 pm -
1 stop20h 56m
Deal found 9/18![Breeze Airways logo]()
$379
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 12/2412:01 pm -
1 stop21h 17m
Mon 12/281:25 pm -
1 stop20h 56m
Deal found 9/18![Breeze Airways logo]()
$391
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Tue 12/2212:01 pm -
2 stops32h 09m
Sat 12/264:13 pm -
1 stop17h 06m
Deal found 9/18![Multiple Airlines logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Sun 10/410:59 am -
1 stop27h 15m
Thu 10/88:15 pm -
1 stop13h 04m
Deal found 9/18![Multiple Airlines logo]()
$448
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/21:47 pm -
2 stops9h 23m
Tue 10/66:45 am -
2 stops9h 13m
Deal found 9/17![American Airlines logo]()
$595
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 September 20, 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 September 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Fri 10/212:59 pm -
1 stop20h 19m
Tue 10/61:20 pm -
1 stop19h 04m
Deal found 9/17![Breeze Airways logo]()
$226
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Wed 12/235:35 pm -
2 stops16h 25m
Sat 12/264:13 pm -
1 stop17h 06m
Deal found 9/18![Multiple Airlines logo]()
$390
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/21:47 pm -
2 stops9h 23m
Tue 10/66:45 am -
2 stops9h 13m
Deal found 9/17![American Airlines logo]()
$595
This United Airlines deal was found by Cheapflights users on 9/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/245:52 pm -
2 stops29h 01m
Mon 12/285:15 pm -
2 stops17h 52m
Deal found 9/19![United Airlines logo]()
$1,012
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 12/2412:10 pm -
2 stops24h 18m
Mon 12/281:25 pm -
1 stop20h 56m
Deal found 9/18![Multiple Airlines logo]()
$606
This FlightHub deal was found by Cheapflights users on 9/19. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:35 pm -
2 stops16h 25m
Mon 12/281:25 pm -
1 stop20h 56m
Deal found 9/19![Breeze Airways logo]()
$740
This American Airlines deal was found by Cheapflights users on 9/19. 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.
Sat 12/57:57 pm -
1 stop5h 00m
Mon 12/78:58 am -
1 stop6h 16m
Deal found 9/19![American Airlines logo]()
$766
This United Airlines deal was found by Cheapflights users on 9/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:15 pm -
2 stops32h 55m
Mon 10/54:18 pm -
2 stops20h 11m
Deal found 9/19![United Airlines logo]()
$1,133
This KAYAK deal was found by Cheapflights users on 9/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/235:35 pm -
3 stops44h 10m
Sat 12/2610:30 am -
2 stops22h 49m
Deal found 9/18![Breeze Airways logo]()
$1,153
Last-minute flights from Key West to PensacolaDiscover last-minute flight deals from Key West to Pensacola. Data last updated September 20, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Pensacola. Data last updated September 20, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 9/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/12:15 pm -
2 stops32h 55m
Mon 10/54:18 pm -
2 stops20h 11m
Deal found 9/19![United Airlines logo]()
$1,133
This Kiwi.com deal was found by Cheapflights users on 9/17. 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.
Fri 10/212:59 pm -
1 stop20h 19m
Tue 10/61:20 pm -
1 stop19h 04m
Deal found 9/17![Breeze Airways logo]()
$226
This American Airlines deal was found by Cheapflights users on 9/17. 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.
Fri 10/21:47 pm -
2 stops9h 23m
Tue 10/66:45 am -
2 stops9h 13m
Deal found 9/17![American Airlines logo]()
$595
This Kiwi.com deal was found by Cheapflights users on 9/18. 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.
Sun 10/410:59 am -
1 stop27h 15m
Thu 10/88:15 pm -
1 stop13h 04m
Deal found 9/18![Multiple Airlines logo]()
$448
This Booking.com deal was found by Cheapflights users on 9/18. 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.
Sun 10/410:59 am -
1 stop26h 46m
Thu 10/88:18 am -
3 stops48h 06m
Deal found 9/18![Breeze Airways logo]()
$863
This Kiwi.com deal was found by Cheapflights users on 9/20. 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.
Sat 10/3110:04 am -
1 stop23h 34m
Sat 11/71:25 pm -
1 stop20h 56m
Deal found 9/20![Breeze Airways logo]()
$219
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 September 20, 2026.
Search for one-way flight options from Key West to Pensacola. Find affordable one-way fares based on user searches. Data last updated September 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 12/1112:59 pm -
1 stop20h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Breeze Airways logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 9/18. 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 12/1110:59 am -
2 stops23h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/18![Multiple Airlines logo]()
$154
This American Airlines deal was found by Cheapflights users on 9/16. 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.
Sat 2/67:33 pm -
1 stop5h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$284
This Delta deal was found by Cheapflights users on 9/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/62:35 pm -
1 stop6h 07m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Delta logo]()
$323
This KAYAK deal was found by Cheapflights users on 9/16. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/612:19 pm -
2 stops6h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Breeze Airways logo]()
$374
This Delta deal was found by Cheapflights users on 9/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/86:11 pm -
1 stop6h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Delta logo]()
$460
This Booking.com deal was found by Cheapflights users on 9/20. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/812:01 pm -
2 stops32h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![Breeze Airways logo]()
$510
This United Airlines deal was found by Cheapflights users on 9/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:50 pm -
3 stops31h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![United Airlines logo]()
$617
This United Airlines deal was found by Cheapflights users on 9/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/84:10 pm -
3 stops30h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/20![United Airlines logo]()
$1,235
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 September 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $219 (Kiwi.com) |
One-way from | $127 (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 September 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
Cheapest round-trip
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Fri 12/11
12:59 pm-8:18 am
1 stop20h 19m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$127
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Fri 10/2
12:59 pm-8:18 am
1 stop20h 19m
Pensacola
Tue 10/6
1:20 pm-9:24 am
1 stop19h 04m
$226
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Tue 11/10
6:05 pm-11:41 pm
1 stop6h 36m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$284
Quickest round-trip
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sat 2/6
7:33 pm-11:59 pm
1 stop5h 26m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$284
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sat 2/6
12:19 pm-6:01 pm
2 stops6h 42m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$374
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Wed 12/23
5:35 pm-9:00 am
2 stops16h 25m
Pensacola
Sat 12/26
4:13 pm-10:19 am
1 stop17h 06m
$390
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sun 11/8
6:11 pm-11:30 pm
1 stop6h 19m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$460
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sun 11/8
12:01 pm-7:06 pm
2 stops32h 05m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$510
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Fri 10/2
1:47 pm-10:10 pm
2 stops9h 23m
Pensacola
Tue 10/6
6:45 am-4:58 pm
2 stops9h 13m
$595
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Thu 12/24
12:10 pm-11:28 am
2 stops24h 18m
Pensacola
Mon 12/28
1:25 pm-11:21 am
1 stop20h 56m
$606
Showing 1-10 of 16 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 September.
| 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 locationsNavarre
Gulf Breeze
Foley
Atmore
Navarre Beach
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