$156+ Cheap flights from Key West to Pensacola (EYW - PNS)
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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
EYW — PNS
May 29 — Jun 51
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
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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 April 29, 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 April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/412:05 pm
EYW
- PNS
1 stop4h 53m
Multiple Airlines
Sun 6/77:38 pm
PNS
- EYW
1 stop14h 49m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$185
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Fri 5/2912:07 pm
EYW
- PNS
1 stop4h 46m
Multiple Airlines
Sat 5/304:48 pm
PNS
- EYW
1 stop19h 36m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 8/612:05 pm
EYW
- PNS
1 stop4h 46m
Multiple Airlines
Sun 8/97:38 pm
PNS
- EYW
1 stop17h 59m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$243
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 4/309:46 am
EYW
- PNS
1 stop12h 52m
Multiple Airlines
Sun 5/39:40 am
PNS
- EYW
1 stop25h 46m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 4/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:45 am
EYW
- PNS
1 stop3h 29m
American Airlines
Sat 5/162:55 pm
PNS
- EYW
1 stop6h 41m
American Airlines
Deal found 4/27![American Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 7/1712:07 pm
EYW
- PNS
1 stop4h 44m
Multiple Airlines
Mon 7/207:32 pm
PNS
- EYW
2 stops16h 02m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$348
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 April 29, 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 April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 6/412:05 pm
EYW
- PNS
1 stop4h 53m
Multiple Airlines
Sun 6/77:38 pm
PNS
- EYW
1 stop14h 49m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$185
This American Airlines deal was found by Cheapflights users on 4/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:45 am
EYW
- PNS
2 stops11h 28m
American Airlines
Sat 5/1611:05 am
PNS
- EYW
2 stops10h 53m
American Airlines
Deal found 4/27![American Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Fri 5/2912:07 pm
EYW
- PNS
1 stop4h 46m
Multiple Airlines
Sat 5/304:48 pm
PNS
- EYW
1 stop19h 36m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$242
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 8/611:04 am
EYW
- PNS
2 stops8h 54m
Multiple Airlines
Sun 8/97:38 pm
PNS
- EYW
1 stop17h 59m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$264
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:50 pm
EYW
- PNS
2 stops31h 11m
United Airlines
Sun 6/77:00 am
PNS
- EYW
3 stops31h 07m
United Airlines
Deal found 4/28![United Airlines logo]()
$878
This Kiwi.com deal was found by Cheapflights users on 4/24. 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 7/1712:07 pm
EYW
- PNS
1 stop4h 44m
Multiple Airlines
Mon 7/201:17 pm
PNS
- EYW
1 stop22h 17m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$376
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 6/411:28 am
EYW
- PNS
2 stops12h 14m
American Airlines
Sun 6/77:10 am
PNS
- EYW
2 stops11h 00m
American Airlines
Deal found 4/28![American Airlines logo]()
$470
This American Airlines deal was found by Cheapflights users on 4/28. 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.
Thu 8/61:41 pm
EYW
- PNS
2 stops10h 58m
American Airlines
Sun 8/97:14 am
PNS
- EYW
2 stops11h 25m
American Airlines
Deal found 4/28![American Airlines logo]()
$489
This American Airlines deal was found by Cheapflights users on 4/24. 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 7/171:38 pm
EYW
- PNS
2 stops10h 30m
American Airlines
Mon 7/207:10 am
PNS
- EYW
2 stops10h 56m
American Airlines
Deal found 4/24![American Airlines logo]()
$562
This United Airlines deal was found by Cheapflights users on 4/26. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/114:05 pm
EYW
- PNS
2 stops25h 11m
United Airlines
Fri 5/159:00 am
PNS
- EYW
1 stop6h 02m
United Airlines
Deal found 4/26![United Airlines logo]()
$940
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/62:26 pm
EYW
- PNS
2 stops23h 41m
United Airlines
Sun 8/97:00 am
PNS
- EYW
3 stops31h 07m
United Airlines
Deal found 4/28![United Airlines logo]()
$965
This United Airlines deal was found by Cheapflights users on 4/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/307:00 am
EYW
- PNS
1 stop7h 17m
United Airlines
Thu 9/34:48 pm
PNS
- EYW
2 stops45h 18m
United Airlines
Deal found 4/25![United Airlines logo]()
$1,081
Last-minute flights from Key West to PensacolaDiscover last-minute flight deals from Key West to Pensacola. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Key West to Pensacola. Data last updated April 29, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/25. 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 4/309:46 am
EYW
- PNS
1 stop12h 52m
Multiple Airlines
Sun 5/39:40 am
PNS
- EYW
1 stop25h 46m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$264
This American Airlines deal was found by Cheapflights users on 4/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:45 am
EYW
- PNS
2 stops9h 56m
American Airlines
Sun 5/35:07 am
PNS
- EYW
2 stops10h 23m
American Airlines
Deal found 4/25![American Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 4/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/126:45 am
EYW
- PNS
1 stop3h 29m
American Airlines
Sat 5/162:55 pm
PNS
- EYW
1 stop6h 41m
American Airlines
Deal found 4/27![American Airlines logo]()
$347
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Fri 5/2912:07 pm
EYW
- PNS
1 stop4h 46m
Multiple Airlines
Sat 5/304:48 pm
PNS
- EYW
1 stop19h 36m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$242
This American Airlines deal was found by Cheapflights users on 4/26. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/297:40 pm
EYW
- PNS
1 stop5h 18m
American Airlines
Sat 5/307:10 am
PNS
- EYW
2 stops11h 09m
American Airlines
Deal found 4/26![American Airlines logo]()
$379
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 April 29, 2026.
Search for one-way flight options from Key West to Pensacola. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Wed 5/611:46 am
EYW
- PNS
2 stops32h 12m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$156
This Kiwi.com deal was found by Cheapflights users on 4/25. 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.
Wed 5/611:46 am
EYW
- PNS
1 stop21h 25m
Breeze Airways
Deal found 4/25![Breeze Airways logo]()
$201
This United Airlines deal was found by Cheapflights users on 4/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/194:47 pm
EYW
- PNS
1 stop6h 12m
United Airlines
Deal found 4/27![United Airlines logo]()
$338
This United Airlines deal was found by Cheapflights users on 4/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/184:47 pm
EYW
- PNS
1 stop6h 12m
United Airlines
Deal found 4/27![United Airlines logo]()
$520
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 April 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $185 (Kiwi.com) |
One-way from | $156 (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 2,558,603 searches. Data last updated April 29, 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 - PNS
EYWPNS
Key West
Thu 6/4
12:05 pm-3:58 pm
1 stop4h 53m
Pensacola
Sun 6/7
7:38 pm-11:27 am
1 stop14h 49m
$185
Key WestPensacola
EYW - PNS
EYWPNS
Key West
Fri 5/29
12:07 pm-3:53 pm
1 stop4h 46m
Pensacola
Sat 5/30
4:48 pm-1:24 pm
1 stop19h 36m
$242
Key WestPensacola
EYW - PNS
EYWPNS
Key West
Thu 8/6
11:04 am-6:58 pm
2 stops8h 54m
Pensacola
Sun 8/9
7:38 pm-2:37 pm
1 stop17h 59m
$264
Key WestPensacola
EYW - PNS
EYWPNS
Key West
Tue 5/12
6:45 am-5:13 pm
2 stops11h 28m
Pensacola
Sat 5/16
11:05 am-10:58 pm
2 stops10h 53m
$357
Key WestPensacola
EYW - PNS
EYWPNS
Key West
Fri 7/17
12:07 pm-3:51 pm
1 stop4h 44m
Pensacola
Mon 7/20
1:17 pm-12:34 pm
1 stop22h 17m
$376
Key WestPensacola
EYW - PNS
EYWPNS
Key West
Thu 6/4
11:28 am-10:42 pm
2 stops12h 14m
Pensacola
Sun 6/7
7:10 am-7:10 pm
2 stops11h 00m
$470
Key WestPensacola
EYW - PNS
EYWPNS
Key West
Thu 8/6
1:41 pm-11:39 pm
2 stops10h 58m
Pensacola
Sun 8/9
7:14 am-7:39 pm
2 stops11h 25m
$489
Key WestPensacola
EYW - PNS
EYWPNS
Key West
Fri 7/17
1:38 pm-11:08 pm
2 stops10h 30m
Pensacola
Mon 7/20
7:10 am-7:06 pm
2 stops10h 56m
$562
Key WestPensacola
EYW - PNS
EYWPNS
Key West
Thu 6/4
3:50 pm-10:01 pm
2 stops31h 11m
Pensacola
Sun 6/7
7:00 am-3:07 pm
3 stops31h 07m
$878
Key WestPensacola
EYW - PNS
EYWPNS
Key West
Mon 5/11
4:05 pm-4:16 pm
2 stops25h 11m
Pensacola
Fri 5/15
9:00 am-4:02 pm
1 stop6h 02m
$940
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 April.
| 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.
Reviews of airlines servicing Pensacola
Get insights into the airlines that provide service to Pensacola. 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 Pensacola. Reviews last updated April 29, 2026.
Read reviews from past customers who have flown American Airlines from Key West to Pensacola. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Comfort
7.2
Food
6.4
Crew
7.9
Boarding
7.5
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
Comfort
7.2
Food
6.4
Crew
7.9
Boarding
7.5
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
4.0
OkayElizabeth,Mar 2026
ORD - MIA
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
Perdido Key
Warrington
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Key West and Pensacola flights
Browse other Key West and Pensacola flight options. Last updated on April 29, 2026.
Other flights from Key West
Browse through other flights departing from Key West. Flights are based on user searches made on Cheapflights and were last updated on April 29, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Key West to Pensacola
Discover the top airline that operate flights from Key West to Pensacola. 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 April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$248 | Average$368 | FlexibilityNo cancel fee | On-time71% |