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Kissimmee

$26+ 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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
PNS — MCO
Mar 29 — Apr 51
Sun 3/29
Sun 4/5
1 adult, Economy
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Cheapflights Tip: The best prices from Pensacola to Kissimmee are usually found in February or March, booked 34 days in advance, depart on a Tuesday or Monday and return on a Saturday

Cheap 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 February 27, 2026.

This Expedia deal was found by Cheapflights users on 2/23. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/192:53 pm
PNS
-
MCO
Nonstop1h 35m
Multiple Airlines
Sun 3/228:20 am
MCO
-
PNS
Nonstop1h 35m
Multiple Airlines
Deal found 2/23$75
This Super.com deal was found by Cheapflights users on 2/23. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/73:13 pm
PNS
-
MCO
Nonstop1h 35m
Frontier
Sun 5/101:38 pm
MCO
-
PNS
Nonstop1h 37m
Frontier
Deal found 2/23$77
This Priceline deal was found by Cheapflights users on 2/24. 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.
Sun 3/152:53 pm
PNS
-
MCO
Nonstop1h 35m
Multiple Airlines
Wed 3/188:40 pm
MCO
-
PNS
Nonstop1h 34m
Multiple Airlines
Deal found 2/24$78
This Breeze Airways deal was found by Cheapflights users on 2/24. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/129:40 am
PNS
-
MCO
Nonstop1h 30m
Breeze Airways
Sun 3/158:20 am
MCO
-
PNS
Nonstop1h 35m
Breeze Airways
Deal found 2/24$79
This Priceline deal was found by Cheapflights users on 2/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:12 am
PNS
-
MCO
Nonstop1h 35m
Multiple Airlines
Thu 4/238:20 am
MCO
-
PNS
Nonstop1h 35m
Multiple Airlines
Deal found 2/25$80
This Priceline deal was found by Cheapflights users on 2/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:00 am
PNS
-
MCO
Nonstop1h 31m
Multiple Airlines
Thu 5/211:29 pm
MCO
-
PNS
Nonstop1h 30m
Multiple Airlines
Deal found 2/25$81
This Frontier deal was found by Cheapflights users on 2/25. 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.
Sat 4/112:13 pm
PNS
-
MCO
Nonstop1h 35m
Frontier
Fri 4/171:58 pm
MCO
-
PNS
Nonstop1h 37m
Frontier
Deal found 2/25$82
This CheapOair deal was found by Cheapflights users on 2/24. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/257:00 am
PNS
-
MCO
Nonstop1h 30m
Multiple Airlines
Sun 3/291:20 pm
MCO
-
PNS
Nonstop1h 40m
Multiple Airlines
Deal found 2/24$83
This Priceline deal was found by Cheapflights users on 2/23. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/116:37 pm
PNS
-
MCO
Nonstop1h 27m
Multiple Airlines
Thu 3/121:18 pm
MCO
-
PNS
Nonstop1h 40m
Multiple Airlines
Deal found 2/23$84
This Priceline deal was found by Cheapflights users on 2/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/237:00 am
PNS
-
MCO
Nonstop1h 30m
Multiple Airlines
Thu 3/268:20 am
MCO
-
PNS
Nonstop1h 35m
Multiple Airlines
Deal found 2/25$87

Find flight deals from Pensacola to Kissimmee

Keep the following information in mind while searching for Pensacola to Kissimmee flight deals. Data was last updated February 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$75
(Expedia)

One-way from

$26
(Booking.com)

Popular in

December

Cheapest in

February

Average price

$105
Provider with most accurate pricing for Pensacola-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Pensacola-Orlando (ORL) flights.
Search Deals
From Pensacola to Kissimmee
Search Deals
One-way flight from Pensacola to Kissimmee
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($43 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 February 2026
Search Deals

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 February 27, 2026.
Use the filters below to find and compare flights from Pensacola to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Thu 7/2

7:38 pm-10:11 pm

Nonstop1h 33m

Orlando

Thu 7/9

1:29 pm-1:59 pm

Nonstop1h 30m

$103

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Thu 5/7

1:15 pm-11:10 pm

2 stops8h 55m

Orlando

Mon 5/11

7:15 am-2:25 pm

1 stop8h 10m

$285

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Thu 5/7

1:15 pm-11:10 pm

2 stops8h 55m

Orlando

Sun 5/10

8:15 am-12:55 pm

1 stop5h 40m

$305

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Fri 5/8

1:15 pm-11:10 pm

2 stops8h 55m

Orlando

Fri 5/15

6:15 am-1:25 pm

1 stop8h 10m

$323

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Mon 4/20

5:35 am-3:45 pm

2 stops9h 10m

Orlando

Tue 4/21

7:15 am-2:05 pm

2 stops7h 50m

$326

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Sat 4/11

6:15 am-1:42 pm

1 stop6h 27m

Orlando

Sat 4/18

3:06 pm-9:57 pm

1 stop7h 51m

$331

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Mon 4/20

5:35 am-11:20 am

1 stop4h 45m

Orlando

Sat 4/25

9:45 am-5:55 pm

2 stops9h 10m

$335

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Fri 5/15

2:05 pm-8:55 pm

1 stop5h 50m

Orlando

Sun 5/17

6:25 am-2:35 pm

2 stops9h 10m

$336

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Tue 6/16

2:00 pm-11:40 pm

2 stops8h 40m

Orlando

Fri 6/19

9:40 am-1:30 pm

1 stop4h 50m

$342

PensacolaOrlando

PNS - MCO

PNSMCO

Pensacola

Thu 3/26

12:00 pm-9:10 pm

1 stop8h 10m

Orlando

Thu 4/2

2:15 pm-9:55 pm

2 stops8h 40m

$352

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

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

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 February 20, 2026.

To ensure you get the cheapest price possible for a flight from Pensacola to Kissimmee, you should look to book at least 34 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, February is the cheapest month in which you can book a flight from Pensacola to Kissimmee (average of $54). Flying from Pensacola to Kissimmee in December is currently the most expensive (average of $132). 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 February 27, 2026.

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 in the afternoon, which can drop the price by up to 15% 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 February 21, 2026.

Travelers seeking maximum savings on their Pensacola to Kissimmee flight should consider departing on Tuesday 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.

Weekly flight availability from Pensacola to Kissimmee

Explore weekly flight availability from Pensacola to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated February 27, 2026.

The most flights from PNS to K1S are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 February 27, 2026.
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.
Delta
7.9
Good
8,243 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

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.
Delta
7.9
Good
8,243 reviews
Delta
7.9
Good
8,243 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

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.
United Airlines
7.4
Good
9,350 reviews
Delta
7.9
Good
8,243 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

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.
American Airlines
7.2
Good
11,355 reviews
Delta
7.9
Good
8,243 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

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.
Spirit Airlines
6.3
Okay
8,493 reviews
Delta
7.9
Good
8,243 reviews

Boarding

8.1

Food

7.2

Entertainment

7.8

Overall

7.9

Crew

8.5

Comfort

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. 6 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 1 outbound flight to Kissimmee per day.

  • How long is the flight from Pensacola to Kissimmee?

    For as low as $103, Breeze Airways can have you in Kissimmee from Pensacola in 1h 33m. Pensacola and Kissimmee are separated by a distance of 380 mi. This flight may include one or multiple stops.

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

    One-way options have recently been found by users for as low as $29 on Frontier. Other airlines that offer cheap prices include Spirit Airlines from $36 and Silver Airways from $53 one-way.

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

    Consider Frontier (100%), Volaris (100%) or Spirit Airlines (81%) when booking your flight. These represent the most reliable airlines when flying from Pensacola to Kissimmee.

  • What are the cheapest flights from Pensacola to Kissimmee?

    While on average a flight from Pensacola to Kissimmee is generally $137, our data shows the cheapest flight currently is $29. When looking at the most popular route, (Pensacola - Orlando), you can expect to pay $48 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, February is the cheapest month in which you can book a flight from Pensacola to Kissimmee (average of $54). Flying from Pensacola to Kissimmee in December is currently the most expensive (average of $132). 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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Top 6 airlines flying from Pensacola to Kissimmee

Discover the top 6 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 February 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$54Average$135FlexibilityNo cancel feeOn-time69%
Spirit AirlinesCheapest$76Average$173FlexibilityNo cancel feeOn-time65%
Silver AirwaysCheapest$88Average$149FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$95Average$185FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$109Average$344FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$180Average$281FlexibilityNo cancel feeOn-time71%

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