$163+ 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 4/27. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PNS
Nov 29 — Dec 61
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 October 30, 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 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/101:16 pm -
1 stop20h 02m
Sat 11/1410:30 am -
2 stops22h 49m
Deal found 10/26![Breeze Airways logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/245:20 pm -
1 stop25h 15m
Wed 12/21:25 pm -
1 stop24h 06m
Deal found 10/28![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/1110:04 am -
1 stop22h 34m
Sun 11/1512:45 pm -
1 stop22h 34m
Deal found 10/27![Breeze Airways logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/210:59 am -
1 stop26h 41m
Fri 11/61:25 pm -
1 stop18h 59m
Deal found 10/27![Breeze Airways logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 10/2910:59 am -
1 stop26h 46m
Thu 11/58:14 pm -
1 stop13h 05m
Deal found 10/28![Multiple Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 10/27. 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 10/317:40 am -
1 stop5h 54m
Fri 11/611:58 am -
1 stop7h 03m
Deal found 10/27![Delta logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/31:16 pm -
1 stop20h 02m
Fri 11/61:25 pm -
1 stop18h 59m
Deal found 10/27![Breeze Airways logo]()
$424
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 30, 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 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/101:16 pm -
1 stop20h 02m
Sat 11/141:25 pm -
1 stop20h 56m
Deal found 10/26![Breeze Airways logo]()
$270
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/245:20 pm -
1 stop25h 15m
Wed 12/21:25 pm -
1 stop24h 06m
Deal found 10/28![Multiple Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 4/16:00 pm -
1 stop6h 27m
Thu 4/86:00 am -
1 stop6h 08m
Deal found 10/29![Delta logo]()
$359
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 4/16:00 pm -
1 stop6h 27m
Sat 4/101:59 pm -
1 stop4h 44m
Deal found 10/29![Delta logo]()
$374
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/1110:04 am -
2 stops10h 01m
Sun 11/1512:45 pm -
1 stop22h 34m
Deal found 10/27![Breeze Airways logo]()
$379
This Delta deal was found by Cheapflights users on 10/29. 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 4/26:00 pm -
1 stop6h 27m
Tue 4/131:59 pm -
1 stop4h 44m
Deal found 10/29![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 10/29. 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 4/26:00 pm -
1 stop6h 27m
Mon 4/126:00 am -
1 stop3h 58m
Deal found 10/29![Delta logo]()
$448
This FlightHub deal was found by Cheapflights users on 10/25. 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 10/25![Breeze Airways logo]()
$570
This Delta deal was found by Cheapflights users on 10/29. 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 4/32:35 pm -
1 stop8h 25m
Thu 4/81:59 pm -
1 stop4h 44m
Deal found 10/29![Delta logo]()
$558
This Delta deal was found by Cheapflights users on 10/29. 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 4/36:00 pm -
1 stop21h 24m
Sun 4/111:59 pm -
1 stop4h 44m
Deal found 10/29![Delta logo]()
$558
Last-minute flights from Key West to PensacolaDiscover last-minute flight deals from Key West to Pensacola. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Pensacola. Data last updated October 30, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 10/2910:59 am -
1 stop26h 46m
Thu 11/58:14 pm -
1 stop13h 05m
Deal found 10/28![Multiple Airlines logo]()
$405
This Delta deal was found by Cheapflights users on 10/27. 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 10/317:40 am -
1 stop5h 54m
Fri 11/611:58 am -
1 stop7h 03m
Deal found 10/27![Delta logo]()
$423
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/210:59 am -
1 stop26h 41m
Fri 11/61:25 pm -
1 stop18h 59m
Deal found 10/27![Breeze Airways logo]()
$402
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/31:16 pm -
1 stop20h 02m
Fri 11/61:25 pm -
1 stop18h 59m
Deal found 10/27![Breeze Airways logo]()
$424
This Kiwi.com deal was found by Cheapflights users on 10/26. 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 11/101:16 pm -
1 stop20h 02m
Sat 11/1410:30 am -
2 stops22h 49m
Deal found 10/26![Breeze Airways logo]()
$269
This Kiwi.com deal was found by Cheapflights users on 10/27. 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 11/1110:04 am -
1 stop22h 34m
Sun 11/1512:45 pm -
1 stop22h 34m
Deal found 10/27![Breeze Airways logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 11/245:20 pm -
1 stop25h 15m
Wed 12/21:25 pm -
1 stop24h 06m
Deal found 10/28![Multiple Airlines logo]()
$281
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 30, 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 30, 2026.
This Kiwi.com deal was found by Cheapflights users on 10/29. 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 4/271:16 pm -
1 stop22h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Breeze Airways logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 1/510:59 am -
3 stops32h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 10/28. 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 1/51:16 pm -
1 stop22h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Breeze Airways logo]()
$212
This American Airlines deal was found by Cheapflights users on 10/28. 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 2/68:01 pm -
1 stop4h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![American Airlines logo]()
$294
This Delta deal was found by Cheapflights users on 10/29. 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.
Thu 11/267:30 am -
1 stop6h 10m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Delta logo]()
$344
This KAYAK deal was found by Cheapflights users on 10/29. 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 stops20h 41m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/29![Breeze Airways logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 10/25. 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 11/265:30 pm -
1 stop26h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![Multiple Airlines logo]()
$405
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 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $269 (Kiwi.com) |
One-way from | $163 (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 30, 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
Tue 4/27
1:16 pm-11:02 am
1 stop22h 46m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$163
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Tue 1/5
10:59 am-6:01 pm
3 stops32h 02m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$174
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Tue 1/5
1:16 pm-11:03 am
1 stop22h 47m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$212
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Tue 11/10
1:16 pm-8:18 am
1 stop20h 02m
Pensacola
Sat 11/14
1:25 pm-11:21 am
1 stop20h 56m
$270
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Tue 11/24
5:20 pm-5:35 pm
1 stop25h 15m
Pensacola
Wed 12/2
1:25 pm-2:31 pm
1 stop24h 06m
$281
Quickest round-trip
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Sat 2/6
8:01 pm-11:59 pm
1 stop4h 58m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$294
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Thu 11/26
7:30 am-12:40 pm
1 stop6h 10m
Pensacola
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$294
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Thu 4/1
6:00 pm-11:27 pm
1 stop6h 27m
Pensacola
Thu 4/8
6:00 am-1:08 pm
1 stop6h 08m
$359
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Thu 4/1
6:00 pm-11:27 pm
1 stop6h 27m
Pensacola
Sat 4/10
1:59 pm-7:43 pm
1 stop4h 44m
$374
Key WestPensacola
EYW Key West - PNS Pensacola
EYWPNS
Key West
Wed 11/11
10:04 am-7:05 pm
2 stops10h 01m
Pensacola
Sun 11/15
12:45 pm-12:19 pm
1 stop22h 34m
$379
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 October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 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
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