Florida Keys

$70+ Cheap flights from Pensacola (PNS) to Florida Keys

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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — EYW
May 10 — May 171
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Cheap flight deals from Pensacola to Florida Keys

Cheapest flights from Pensacola to Florida Keys
Explore the most affordable flight options available from Pensacola to Florida Keys. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 10, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/5. 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 4/1910:12 am
PNS
-
EYW
1 stop25h 14m
Multiple Airlines
Thu 4/239:46 am
EYW
-
PNS
1 stop6h 50m
Multiple Airlines
Deal found 4/5$177
This Frontier deal was found by Cheapflights users on 4/8. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:24 pm
PNS
-
MIA
1 stop8h 41m
Frontier
Sun 4/267:00 am
MIA
-
PNS
1 stop12h 29m
Frontier
Deal found 4/8$180
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/171:42 pm
PNS
-
EYW
1 stop20h 45m
Multiple Airlines
Thu 5/2812:05 pm
EYW
-
PNS
1 stop4h 48m
Multiple Airlines
Deal found 4/9$182
This Frontier deal was found by Cheapflights users on 4/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/217:36 pm
PNS
-
MIA
1 stop8h 57m
Frontier
Tue 5/266:30 am
MIA
-
PNS
1 stop13h 11m
Frontier
Deal found 4/6$190
This Mytrip deal was found by Cheapflights users on 4/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:36 am
PNS
-
MIA
2 stops8h 28m
Spirit Airlines
Mon 4/279:34 am
MIA
-
PNS
2 stops13h 04m
Spirit Airlines
Deal found 4/9$194
This Frontier deal was found by Cheapflights users on 4/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:36 pm
PNS
-
MIA
1 stop9h 02m
Frontier
Sat 5/166:30 am
MIA
-
PNS
1 stop13h 11m
Frontier
Deal found 4/6$201
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/177:38 pm
PNS
-
EYW
1 stop14h 49m
Multiple Airlines
Fri 5/2212:07 pm
EYW
-
PNS
1 stop4h 46m
Multiple Airlines
Deal found 4/9$201
This Frontier deal was found by Cheapflights users on 4/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:24 pm
PNS
-
MIA
1 stop8h 41m
Frontier
Sun 5/37:00 am
MIA
-
PNS
1 stop12h 39m
Frontier
Deal found 4/7$202
This Kiwi.com deal was found by Cheapflights users on 4/5. 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 5/97:36 pm
PNS
-
MIA
1 stop9h 02m
Multiple Airlines
Fri 5/155:05 am
MIA
-
PNS
2 stops35h 48m
Multiple Airlines
Deal found 4/5$203
This Mytrip deal was found by Cheapflights users on 4/9. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/266:36 am
PNS
-
MIA
2 stops24h 53m
Spirit Airlines
Sat 5/28:00 am
MIA
-
PNS
2 stops14h 38m
Spirit Airlines
Deal found 4/9$210
This Kiwi.com deal was found by Cheapflights users on 4/9. 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 5/101:42 pm
PNS
-
EYW
1 stop20h 45m
Multiple Airlines
Fri 5/2212:07 pm
EYW
-
PNS
1 stop4h 46m
Multiple Airlines
Deal found 4/9$210
This Kiwi.com deal was found by Cheapflights users on 4/8. 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 5/177:38 pm
PNS
-
EYW
1 stop14h 49m
Multiple Airlines
Thu 5/2112:05 pm
EYW
-
PNS
1 stop4h 48m
Multiple Airlines
Deal found 4/8$214

Find flight deals from Pensacola to Florida Keys

Keep the following information in mind while searching for Pensacola to Florida Keys flight deals. Data was last updated April 10, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$180
(Frontier)

One-way from

$70
(Expedia)

Popular in

May

Cheapest in

August

Average price

$386
Provider with most accurate pricing for Pensacola-Miami flight deals.
Provider most trusted by Cheapflights users for Pensacola-Miami flights.
From Pensacola to Florida Keys
One-way flight from Pensacola to Florida Keys
Highest demand for flights based on searches. 13% potential increase in price ($54 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Average for round-trip flights in April 2026

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Florida Keys 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 10, 2026.
Use the filters below to find and compare flights from Pensacola to Florida Keys that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Sun 6/14

7:38 pm-11:27 am

1 stop14h 49m

Key West

Thu 6/18

12:05 pm-3:51 pm

1 stop4h 46m

$218

PensacolaMiami

PNS - MIA

PNSMIA

Pensacola

Fri 5/1

4:31 pm-4:22 pm

3 stops22h 51m

Miami

Sun 5/3

3:54 pm-5:03 pm

2 stops26h 09m

$250

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Tue 5/5

1:00 pm-7:40 pm

1 stop5h 40m

Key West

Tue 5/12

6:19 pm-11:16 pm

1 stop5h 57m

$296

PensacolaMiami

PNS - MIA

PNSMIA

Pensacola

Wed 5/13

10:10 am-9:55 pm

2 stops10h 45m

Miami

Mon 5/18

6:20 am-3:40 pm

2 stops10h 20m

$320

PensacolaMiami

PNS - MIA

PNSMIA

Pensacola

Sat 5/9

6:05 pm-12:43 am

1 stop5h 38m

Miami

Tue 5/12

4:05 pm-8:59 pm

1 stop5h 54m

$351

PensacolaMiami

PNS - MIA

PNSMIA

Pensacola

Mon 5/4

9:55 am-9:25 pm

2 stops10h 30m

Miami

Thu 5/7

6:20 am-3:40 pm

2 stops10h 20m

$355

PensacolaMiami

PNS - MIA

PNSMIA

Pensacola

Wed 6/3

10:10 am-9:55 pm

2 stops10h 45m

Miami

Sun 6/7

5:00 am-4:00 pm

1 stop12h 00m

$389

PensacolaMiami

PNS - MIA

PNSMIA

Pensacola

Sun 5/10

10:45 am-10:45 pm

2 stops11h 00m

Miami

Fri 5/15

6:20 am-3:40 pm

2 stops10h 20m

$392

PensacolaKey West

PNS - EYW

PNSEYW

Pensacola

Mon 5/11

6:00 am-12:27 pm

1 stop5h 27m

Key West

Mon 5/18

7:30 am-10:39 am

1 stop4h 09m

$394

PensacolaMiami

PNS - MIA

PNSMIA

Pensacola

Thu 5/14

5:35 am-3:20 pm

2 stops8h 45m

Miami

Sun 5/17

9:40 am-2:30 pm

1 stop5h 50m

$403

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 36 resultsSorted by cheapest first
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Best time to book a flight from Pensacola to Florida Keys

Have a flexible travel schedule? Discover the best time to fly to Florida Keys from Pensacola with our price prediction graph.
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.

Cheapflights Insights

Everything you need to know about your flight from Pensacola to Florida Keys

What is the cheapest month to book a flight from Pensacola to Florida Keys?

Currently, September is the cheapest month in which you can book a flight from Pensacola to Florida Keys (average of $161). Flying from Pensacola to Florida Keys in February is currently the most expensive (average of $363). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Florida Keys

Get insights into the airlines that provide service to Florida Keys. 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 Florida Keys. Reviews last updated April 10, 2026.
See what other customers who have flown with Southwest,Delta, andAmerican Airlines from Pensacola to Florida Keys have to say. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Silver Airways
5.7
Fair

Boarding

8.1

Entertainment

7.5

Crew

8.6

Food

7.0

Comfort

8.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

Find useful and relevant information for your journey from Pensacola to Florida Keys. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly from for flights from Pensacola to Florida Keys?

    Located just 4.0 mi from the city center, Pensacola (PNS) is the airport most travelers will use when flying to Florida Keys from Pensacola.

  • How long is the flight from Pensacola to Florida Keys?

    Departing from Pensacola to Florida Keys will take you 5h 40m. The distance between Pensacola and Florida Keys is about 526 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Pensacola to Florida Keys one-way?

    One-way options have recently been found by users for as low as $59 on Spirit Airlines. Other airlines that offer cheap prices include Frontier from $60 and Southwest from $118 one-way.

  • Can I find deals for flights from Pensacola to Florida Keys that include hotel bookings?

    Yes. In addition to deals on Pensacola to Florida Keys flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pensacola to Florida Keys?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pensacola to Florida Keys.

  • Can I find deals for business class flights from Pensacola to Florida Keys?

    Yes. Cheapflights offers flight deals from Pensacola to Florida Keys by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Pensacola to Florida Keys?

    Currently, September is the cheapest month in which you can book a flight from Pensacola to Florida Keys (average of $161). Flying from Pensacola to Florida Keys in February is currently the most expensive (average of $363). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Pensacola to Florida Keys

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Pensacola to Florida Keys

Discover the top 3 airlines that operate flights from Pensacola to Florida Keys. 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 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
Silver AirwaysCheapest$165Average$246FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$198Average$398FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$430FlexibilityNo cancel feeOn-time71%

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