Kissimmee

$52+ Cheap flights from Pensacola (PNS) to Kissimmee, FL

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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MCO
Dec 19 — Dec 261
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Cheapflights Tip: The best prices from Pensacola to Kissimmee are usually found in February or March, booked 73 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

Cheap flight deals from Pensacola to Kissimmee

Keep the following information in mind while searching for Pensacola to Kissimmee flight deals. Data was last updated November 19, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$133
(Priceline)

One-way from

$52
(Kiwi.com)

Popular in

October

Cheapest in

February

Average price

$179
Provider with most accurate pricing for Pensacola-Orlando (ORL) flight deals.
Provider most trusted by Cheapflights users for Pensacola-Orlando (ORL) flights.
From Pensacola to Kissimmee
One-way flight from Pensacola to Kissimmee
Highest demand for flights based on searches. 17% potential increase in price ($30 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in November 2025

Find flight deals from Pensacola to Kissimmee

Cheapest flights from Pensacola to Kissimmee
Explore the most affordable flight options available from Pensacola to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 19, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 11/17. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/271:44 pmPNS - MCO
Nonstop1h 33mSpirit Airlines
Mon 12/14:25 pmMCO - PNS
Nonstop1h 34mSpirit Airlines
Deal found 11/17$135
This Booking.com deal was found by Cheapflights users on 11/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/248:16 pmPNS - MCO
1 stop10h 35mSpirit Airlines
Fri 11/284:25 pmMCO - PNS
Nonstop1h 34mSpirit Airlines
Deal found 11/17$149
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/102:08 pmPNS - MCO
1 stop26h 21mSpirit Airlines
Mon 1/123:59 pmMCO - PNS
Nonstop1h 38mSpirit Airlines
Deal found 11/18$157
This Mytrip deal was found by Cheapflights users on 11/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/67:09 pmPNS - MCO
1 stop11h 36mSpirit Airlines
Tue 12/98:25 pmMCO - PNS
2 stops17h 48mSpirit Airlines
Deal found 11/18$168
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/311:58 pmPNS - MCO
1 stop22h 12mSpirit Airlines
Tue 1/133:59 pmMCO - PNS
Nonstop1h 38mSpirit Airlines
Deal found 11/18$169
This Mytrip deal was found by Cheapflights users on 11/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/102:08 pmPNS - MCO
2 stops21h 58mSpirit Airlines
Sun 1/113:59 pmMCO - PNS
Nonstop1h 38mSpirit Airlines
Deal found 11/18$170
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
Wed 12/311:58 pmPNS - MCO
1 stop22h 12mSpirit Airlines
Sat 1/173:59 pmMCO - PNS
Nonstop1h 38mSpirit Airlines
Deal found 11/16$172
This CheapOair deal was found by Cheapflights users on 11/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/245:54 pmPNS - MCO
Nonstop1h 36mSpirit Airlines
Mon 12/14:25 pmMCO - PNS
Nonstop1h 34mSpirit Airlines
Deal found 11/18$173
This Mytrip deal was found by Cheapflights users on 11/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/28:16 pmPNS - MCO
1 stop10h 35mSpirit Airlines
Tue 12/98:25 pmMCO - PNS
2 stops17h 48mSpirit Airlines
Deal found 11/17$175
This Mytrip deal was found by Cheapflights users on 11/18. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/35:54 pmPNS - MCO
Nonstop1h 36mSpirit Airlines
Sun 12/76:39 amMCO - PNS
1 stop12h 35mSpirit Airlines
Deal found 11/18$178

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pensacola to Kissimmee 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 November 19, 2025.
Use the filters below to find and compare flights from Pensacola to Kissimmee that are best for you.

Fly from

Pensacola

Fly to

Kissimmee

Route

Depart

Return

Price

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Thu 1/29

4:03 pm-11:54 pm

1 stop6h 51m

Orlando

Sun 2/1

3:59 pm-4:37 pm

Nonstop1h 38m

$144

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Mon 2/2

4:03 pm-11:54 pm

1 stop6h 51m

Orlando

Thu 2/5

3:59 pm-4:37 pm

Nonstop1h 38m

$159

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Wed 12/31

1:58 pm-1:10 pm

1 stop22h 12m

Orlando

Tue 1/13

3:59 pm-4:37 pm

Nonstop1h 38m

$169

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Wed 12/31

1:58 pm-12:25 am

2 stops9h 27m

Orlando

Tue 1/13

3:59 pm-4:37 pm

Nonstop1h 38m

$187

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Sat 1/10

5:33 pm-8:08 pm

Nonstop1h 35m

Orlando

Sun 1/11

9:31 pm-3:08 pm

2 stops18h 37m

$192

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Fri 1/9

5:54 pm-12:03 am

1 stop5h 09m

Orlando

Thu 1/15

9:00 am-1:53 pm

1 stop5h 53m

$201

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Mon 1/12

5:54 pm-12:03 am

1 stop5h 09m

Orlando

Tue 1/13

2:15 pm-7:58 pm

1 stop6h 43m

$201

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Sat 1/17

2:58 pm-9:34 pm

1 stop5h 36m

Orlando

Sun 1/18

5:30 am-9:11 am

1 stop4h 41m

$201

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Fri 1/9

2:58 pm-9:34 pm

1 stop5h 36m

Orlando

Sat 1/17

5:30 am-9:11 am

1 stop4h 41m

$201

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Thu 1/1

5:31 pm-12:26 am

1 stop5h 55m

Orlando

Thu 1/8

12:10 pm-4:49 pm

1 stop5h 39m

$201

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/17

Showing 1-10 of 21 results
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Best time to book a flight from Pensacola to Kissimmee

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

How far ahead should I book a flight from Pensacola to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Pensacola to Kissimmee. Price data was last updated on November 14, 2025.

To ensure you get the cheapest price possible for a flight from Pensacola to Kissimmee, you should look to book at least 73 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, December is the cheapest month in which you can book a flight from Pensacola to Kissimmee (average of $42). Flying from Pensacola to Kissimmee in October is currently the most expensive (average of $117). 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.

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

Find hourly flight availability from Pensacola to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 19, 2025.

When flying from Pensacola to Kissimmee, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 14% versus a flight in the morning.

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

Use this chart to determine the cheapest time to fly round-trip from Pensacola to Kissimmee. Price data was last updated on November 2, 2025.

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

Reviews of airlines servicing Kissimmee

Get insights into the airlines that provide service to Kissimmee. 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 Kissimmee. Reviews last updated November 19, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Pensacola to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Crew

8.5

Boarding

8.1

Comfort

7.9

Entertainment

7.9

Food

7.3

Overall

7.9

Reviews

1 / 20
6.0
Good

pilar,May 2025

RSW - ATL

The stewardess was not very nice because I requested two glasses of water. She didn’t even offer the snacks to me. She seemed angry and I felt very bad about her reaction. Also, the flight was full and you could not move. The airline should provide seats for obese people in consideration to the rest pf the passengers.

Related info for your journey

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

    Pensacola (PNS), located 4.0 mi from the city center, is the airport you fly out of when you book flights from Pensacola to Kissimmee. 7 airlines have flights from Pensacola to Kissimmee on a regular basis. Booking flights from Pensacola to Kissimmee should not be difficult; the airport handles an average of 0 outbound flights to Kissimmee per day.

  • How long is the flight from Pensacola to Kissimmee?

    For as low as $144, Spirit Airlines can have you in Kissimmee from Pensacola in 6h 51m. Pensacola and Kissimmee are separated by a distance of 380 mi.

  • What are the cheapest flights from Pensacola to Kissimmee?

    While on average a flight from Pensacola to Kissimmee is generally $147, our data shows the cheapest flight currently is $53. When looking at the most popular route, (Pensacola - Orlando), you can expect to pay $105 for that flight.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Pensacola to Kissimmee 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 Kissimmee?

    Currently, December is the cheapest month in which you can book a flight from Pensacola to Kissimmee (average of $42). Flying from Pensacola to Kissimmee in October is currently the most expensive (average of $117). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Pensacola to Kissimmee

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

Top 7 airlines flying from Pensacola to Kissimmee

Discover the top 7 airlines that operate flights from Pensacola to Kissimmee. 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 November 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$54Average$135FlexibilityNo cancel feeOn-time69%
Silver AirwaysCheapest$56Average$153FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$57Average$138FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$83Average$164FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$104Average$208FlexibilityNo cancel feeOn-time62%
DeltaCheapest$122Average$344FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$180Average$266FlexibilityNo cancel feeOn-time71%

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