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Pensacola

$49+ Cheap flights from Kissimmee, FL to Pensacola (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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — PNS
Aug 27 — Sep 31
Thu 8/27
Thu 9/3
1 adult, Economy
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Cheapflights Tip: The best prices from Kissimmee to Pensacola are usually found in February or May, booked 77 days in advance, depart on a Saturday or Tuesday and return on a Thursday

Cheap flight deals from Kissimmee to Pensacola

Cheapest flights from Kissimmee to Pensacola
Explore the most affordable flight options available from Kissimmee to Pensacola. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 28, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/25. 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.
Fri 8/283:00 pm
MCO
-
PNS
Nonstop1h 30m
Breeze Airways
Mon 8/314:10 pm
PNS
-
MCO
Nonstop1h 33m
Breeze Airways
Deal found 7/25$97
This Super.com deal was found by Cheapflights users on 7/26. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:41 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Fri 8/213:59 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Deal found 7/26$98
This Kiwi.com deal was found by Cheapflights users on 7/26. 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.
Thu 8/202:24 pm
MCO
-
PNS
Nonstop1h 30m
Breeze Airways
Mon 8/244:10 pm
PNS
-
MCO
Nonstop1h 33m
Breeze Airways
Deal found 7/26$99
This Priceline deal was found by Cheapflights users on 7/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1911:39 am
MCO
-
PNS
Nonstop1h 30m
Multiple Airlines
Fri 8/213:59 pm
PNS
-
MCO
Nonstop1h 39m
Multiple Airlines
Deal found 7/26$100
This Kiwi.com deal was found by Cheapflights users on 7/24. 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.
Thu 8/132:24 pm
MCO
-
PNS
Nonstop1h 30m
Breeze Airways
Tue 8/182:07 pm
PNS
-
MCO
Nonstop1h 33m
Breeze Airways
Deal found 7/24$102
This Kiwi.com deal was found by Cheapflights users on 7/25. 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.
Tue 8/118:05 am
MCO
-
PNS
Nonstop1h 30m
Breeze Airways
Tue 8/252:07 pm
PNS
-
MCO
Nonstop1h 33m
Breeze Airways
Deal found 7/25$103
This FlightHub deal was found by Cheapflights users on 7/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2211:39 am
MCO
-
PNS
Nonstop1h 30m
Breeze Airways
Sun 8/238:26 pm
PNS
-
MCO
Nonstop1h 33m
Breeze Airways
Deal found 7/28$104
This Kiwi.com deal was found by Cheapflights users on 7/25. 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.
Fri 8/213:00 pm
MCO
-
PNS
Nonstop1h 30m
Breeze Airways
Mon 8/244:10 pm
PNS
-
MCO
Nonstop1h 33m
Breeze Airways
Deal found 7/25$107
This Frontier deal was found by Cheapflights users on 7/27. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/113:13 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Sat 8/157:26 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Deal found 7/27$108
This Priceline deal was found by Cheapflights users on 7/24. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/213:00 pm
MCO
-
PNS
Nonstop1h 30m
Multiple Airlines
Sun 8/233:59 pm
PNS
-
MCO
Nonstop1h 39m
Multiple Airlines
Deal found 7/24$110
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 8/73:00 pm
MCO
-
PNS
Nonstop1h 30m
Breeze Airways
Sun 8/98:26 pm
PNS
-
MCO
Nonstop1h 33m
Breeze Airways
Deal found 7/23$112
This Frontier deal was found by Cheapflights users on 7/25. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/132:36 pm
MCO
-
PNS
Nonstop1h 33m
Frontier
Mon 8/174:11 pm
PNS
-
MCO
Nonstop1h 39m
Frontier
Deal found 7/25$113

Find flight deals from Kissimmee to Pensacola

Keep the following information in mind while searching for Kissimmee to Pensacola flight deals. Data was last updated July 28, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$97
(Kiwi.com)

One-way from

$49
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$168
Provider with most accurate pricing for Orlando (ORL)-Pensacola flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Pensacola flights.
Search Deals
From Kissimmee to Pensacola
Search Deals
One-way flight from Kissimmee to Pensacola
Search Deals
Highest demand for flights based on searches. 30% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 7% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee 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 July 28, 2026.
Use the filters below to find and compare flights from Kissimmee to Pensacola that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Sat 9/5

11:39 am-12:09 pm

Nonstop1h 30m

Pensacola

Sat 9/19

8:58 am-11:28 am

Nonstop1h 30m

$148

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Mon 9/28

12:08 pm-12:45 pm

Nonstop1h 37m

Pensacola

Wed 9/30

8:58 am-11:28 am

Nonstop1h 30m

$168

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Fri 11/6

12:08 pm-12:45 pm

Nonstop1h 37m

Pensacola

Sat 11/7

8:58 am-11:28 am

Nonstop1h 30m

$168

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Thu 12/24

11:28 am-12:05 pm

Nonstop1h 37m

Pensacola

Sun 12/27

8:18 am-10:48 am

Nonstop1h 30m

$208

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Fri 8/28

8:25 am-1:05 pm

1 stop5h 40m

Pensacola

Sun 8/30

6:15 pm-12:20 am

1 stop5h 05m

$217

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Mon 9/14

3:00 pm-6:50 pm

1 stop4h 50m

Pensacola

Thu 9/17

1:10 pm-10:15 pm

1 stop8h 05m

$217

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Mon 9/14

6:10 am-12:10 pm

1 stop7h 00m

Pensacola

Fri 9/18

4:20 pm-10:55 pm

1 stop5h 35m

$217

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Mon 9/28

8:20 am-1:05 pm

1 stop5h 45m

Pensacola

Wed 9/30

3:00 pm-10:45 pm

1 stop6h 45m

$217

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Wed 9/9

8:40 am-2:05 pm

1 stop6h 25m

Pensacola

Thu 9/10

7:45 am-2:50 pm

2 stops6h 05m

$222

OrlandoPensacola

MCO - PNS

MCOPNS

Orlando

Fri 8/28

1:15 pm-6:45 pm

1 stop6h 30m

Pensacola

Mon 8/31

1:45 pm-11:40 pm

2 stops8h 55m

$222

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/26

Showing 1-10 of 21 resultsSorted by cheapest first
1
2
3

Best time to book a flight from Kissimmee to Pensacola

Have a flexible travel schedule? Discover the best time to fly to Pensacola from Kissimmee 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 Kissimmee to Pensacola

What is the cheapest time of day to fly from K1S to PNS?

Find hourly flight availability from Kissimmee to Pensacola. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 28, 2026.

A simple way to save on the total cost of your ticket is to fly from Kissimmee to Pensacola in the morning. If you’re flexible enough to do this you can expect to save up to 25% on your trip compared to booking a flight in the evening.

How much does it cost to fly round-trip from Kissimmee to Pensacola?

Airfare is below average for this route at the moment.
Kissimmee to Pensacola flights typically cost between $113 and $216 in August.
The cheapest round-trip price found within the last 5 days was $97 on Breeze Airways (Aug 28-Aug 31).

What is the cheapest day to fly from Kissimmee to Pensacola?

Use this chart to determine the cheapest time to fly round-trip from Kissimmee to Pensacola. Price data was last updated on July 25, 2026.

Travelers seeking maximum savings on their Kissimmee to Pensacola flight should consider departing on Monday mornings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

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 July 28, 2026.
Read reviews from past customers who have flown Breeze Airways,Delta, andAmerican Airlines from Kissimmee 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.
Breeze Airways
8.2
Very good
302 reviews

Food

6.7

Boarding

8.3

Entertainment

6.7

Comfort

8.2

Overall

8.2

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
302 reviews
Breeze Airways
8.2
Very good
302 reviews

Food

6.7

Boarding

8.3

Entertainment

6.7

Comfort

8.2

Overall

8.2

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.8
Good
8,482 reviews
Breeze Airways
8.2
Very good
302 reviews

Food

6.7

Boarding

8.3

Entertainment

6.7

Comfort

8.2

Overall

8.2

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,839 reviews
Breeze Airways
8.2
Very good
302 reviews

Food

6.7

Boarding

8.3

Entertainment

6.7

Comfort

8.2

Overall

8.2

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Frontier
5.6
Fair
2,753 reviews
Breeze Airways
8.2
Very good
302 reviews

Food

6.7

Boarding

8.3

Entertainment

6.7

Comfort

8.2

Overall

8.2

Crew

8.8

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

Related info for your journey

Find useful and relevant information for your journey from Kissimmee to Pensacola. 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 into for flights to Pensacola from Kissimmee?

    Pensacola (PNS) is the airport you will fly into if you book a flight from Kissimmee to Pensacola. You should not have trouble finding flights to Pensacola from Kissimmee; the airport handles an average of 2 inbound flights from Kissimmee per day. You should also have plenty of airline options to choose from since 4 airlines have flights to the Pensacola airport from Kissimmee. It is only a 4.0 mi journey from Pensacola (PNS) to Pensacola’s city center.

  • How long is the flight from Kissimmee to Pensacola?

    Breeze Airways and Southwest can get you from Kissimmee to Pensacola in just under 1h 30m. Your travel time can differ by up to 4h 10m. The distance between Kissimmee and Pensacola is about 380 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 Kissimmee to Pensacola one-way?

    $27 is the cheapest one-way deal found within the past few days, from Breeze Airways. You may also be able to find cheap deals on Frontier and Delta, with prices starting from $29 and $99, respectively.

  • What are the most reliable airlines from Kissimmee to Pensacola?

    Before booking your flight to Pensacola from Kissimmee, check out the most reliable airlines to get you to your destination on time: Breeze Airways (77%), Frontier (58%), Volaris( 58%).

  • What are the cheapest flights from Kissimmee to Pensacola?

    Looking at all options, your cheapest flight can be booked for $50. While the most popular route (Orlando - Pensacola) can be booked for $96 on average, our data indicates $117 when flying from Kissimmee to Pensacola.

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

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

  • How can I find direct flights from Kissimmee to Pensacola?

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

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

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

See more FAQs

Traveling to a place near Pensacola?

Book flights to Pensacola if you plan to visit one of these locations
Gulf Breeze
Navarre
Foley
Navarre Beach

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Top 4 airlines flying from Kissimmee to Pensacola

Discover the top 4 airlines that operate flights from Kissimmee 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 July 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$54Average$184FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$58Average$143FlexibilityNo cancel feeOn-time62%
DeltaCheapest$118Average$345FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$214Average$355FlexibilityNo cancel feeOn-time71%

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