$138+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PNS
Nov 20 — Nov 271
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
Cheapest
Best
Last-minute
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 October 21, 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 October 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Sat 12/510:45 am -
1 stop21h 53m
Sat 12/121:25 pm -
1 stop24h 06m
Deal found 10/16![Multiple Airlines logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Thu 11/58:54 pm -
1 stop16h 51m
Sun 11/88:14 pm -
1 stop11h 16m
Deal found 10/20![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Wed 11/410:04 am -
1 stop22h 34m
Sun 11/88:18 am -
1 stop25h 01m
Deal found 10/20![Breeze Airways logo]()
$314
This Justfly.com deal was found by Cheapflights users on 10/18. 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 Justfly.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
Sun 12/278:18 am -
1 stop25h 01m
Deal found 10/18![Breeze Airways logo]()
$600
This American Airlines deal was found by Cheapflights users on 10/16. 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 12/55:01 pm -
2 stops7h 12m
Sat 12/128:20 am -
2 stops10h 07m
Deal found 10/16![American Airlines logo]()
$610
This FlightHub deal was found by Cheapflights users on 10/18. 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 FlightHub 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 12/288:58 am -
1 stop24h 21m
Deal found 10/18![Breeze Airways logo]()
$630
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 11/510:18 am -
2 stops10h 32m
Sun 11/85:20 am -
2 stops9h 54m
Deal found 10/20![American Airlines logo]()
$637
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Wed 11/411:14 am -
2 stops8h 53m
Sun 11/87:16 am -
2 stops7h 58m
Deal found 10/20![American Airlines logo]()
$696
This Delta deal was found by Cheapflights users on 10/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/237:15 am -
1 stop4h 47m
Sat 12/261:28 pm -
1 stop6h 30m
Deal found 10/19![Delta logo]()
$723
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 October 21, 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 October 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/16. 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.
Sat 12/510:45 am -
1 stop21h 53m
Sat 12/1210:30 am -
2 stops23h 50m
Deal found 10/16![Multiple Airlines logo]()
$256
This American Airlines deal was found by Cheapflights users on 10/16. 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 12/55:01 pm -
2 stops7h 12m
Sat 12/128:20 am -
2 stops10h 07m
Deal found 10/16![American Airlines logo]()
$610
This Delta deal was found by Cheapflights users on 10/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/237:15 am -
1 stop4h 47m
Sat 12/261:28 pm -
1 stop6h 30m
Deal found 10/19![Delta logo]()
$723
This FlightHub deal was found by Cheapflights users on 10/18. 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 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 12/288:58 am -
1 stop24h 21m
Deal found 10/18![Breeze Airways logo]()
$735
This KAYAK deal was found by Cheapflights users on 10/18. 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.
Thu 12/2412:01 pm -
2 stops32h 05m
Sun 12/278:18 am -
1 stop25h 01m
Deal found 10/18![Breeze Airways logo]()
$768
This FlightHub deal was found by Cheapflights users on 10/21. 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 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
Sat 12/266:07 pm -
1 stop16h 14m
Deal found 10/21![Breeze Airways logo]()
$905
Last-minute flights from Key West to PensacolaDiscover last-minute flight deals from Key West to Pensacola. Data last updated October 21, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Pensacola. Data last updated October 21, 2026 and is based on user searches.
This FlightHub deal was found by Cheapflights users on 10/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2110:04 am -
1 stop22h 34m
Thu 10/2212:45 pm -
1 stop22h 34m
Deal found 10/17![Breeze Airways logo]()
$930
This American Airlines deal was found by Cheapflights users on 10/17. 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.
Wed 10/214:45 pm -
1 stop8h 04m
Thu 10/225:20 am -
2 stops6h 43m
Deal found 10/17![American Airlines logo]()
$942
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Wed 11/410:04 am -
1 stop22h 34m
Sun 11/88:18 am -
1 stop25h 01m
Deal found 10/20![Breeze Airways logo]()
$314
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Wed 11/411:14 am -
2 stops8h 53m
Sun 11/87:16 am -
2 stops7h 58m
Deal found 10/20![American Airlines logo]()
$696
This United Airlines deal was found by Cheapflights users on 10/20. 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.
Wed 11/44:10 pm -
2 stops23h 04m
Sun 11/86:35 am -
2 stops31h 54m
Deal found 10/20![United Airlines logo]()
$1,055
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Thu 11/58:54 pm -
1 stop16h 51m
Sun 11/88:14 pm -
1 stop11h 16m
Deal found 10/20![Multiple Airlines logo]()
$305
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 11/510:18 am -
2 stops10h 32m
Sun 11/85:20 am -
2 stops9h 54m
Deal found 10/20![American Airlines logo]()
$637
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 October 21, 2026.
Search for one-way flight options from Key West to Pensacola. Find affordable one-way fares based on user searches. Data last updated October 21, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Mon 11/1612:59 pm -
1 stop20h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Breeze Airways logo]()
$138
This Kiwi.com deal was found by Cheapflights users on 10/20. 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.
Sun 12/276:20 pm -
1 stop19h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Multiple Airlines logo]()
$165
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Sun 11/158:54 pm -
1 stop23h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$221
This Kiwi.com deal was found by Cheapflights users on 10/17. 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.
Mon 11/1612:59 pm -
3 stops24h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/17![Multiple Airlines logo]()
$238
This KAYAK deal was found by Cheapflights users on 10/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1610:45 am -
1 stop5h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Breeze Airways logo]()
$264
This KAYAK deal was found by Cheapflights users on 10/20. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/1712:01 pm -
1 stop21h 17m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![Breeze Airways logo]()
$280
This American Airlines deal was found by Cheapflights users on 10/21. 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 2/68:06 pm -
1 stop4h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/21![American Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 10/20. 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.
Thu 12/1710:15 am -
2 stops9h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/20![American Airlines logo]()
$368
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 October 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $229 (Kiwi.com) |
One-way from | $138 (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 October 21, 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
Sun 12/27
6:20 pm-12:45 pm
1 stop19h 25m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$165
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Mon 11/16
12:59 pm-12:40 pm
3 stops24h 41m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$238
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sat 12/5
10:45 am-7:38 am
1 stop21h 53m
Pensacola
Sat 12/12
10:30 am-11:20 am
2 stops23h 50m
$256
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sat 2/6
8:06 pm-11:59 pm
1 stop4h 53m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$294
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sun 11/15
3:03 pm-7:06 pm
2 stops29h 03m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$314
Quickest round-trip
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Fri 12/18
7:25 am-11:12 am
1 stop4h 47m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$374
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
$384
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sat 12/5
5:01 pm-11:13 pm
2 stops7h 12m
Pensacola
Sat 12/12
8:20 am-7:27 pm
2 stops10h 07m
$610
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Wed 12/23
7:15 am-11:02 am
1 stop4h 47m
Pensacola
Sat 12/26
1:28 pm-8:58 pm
1 stop6h 30m
$723
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Wed 12/23
5:35 pm-9:00 am
2 stops16h 25m
Pensacola
Mon 12/28
8:58 am-10:19 am
1 stop24h 21m
$735
Showing 1-10 of 12 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 October.
| 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 locationsAtmore
Navarre
Gulf Breeze
Foley
Navarre Beach
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Other flights from Key West
Pensacola flight routes
Popular flights