Kissimmee

$73+ Cheap flights from Pittsburgh (PIT) 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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — MCO
May 2 — May 91
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Cheapflights Tip: The best prices from Pittsburgh to Kissimmee are usually found in August or February, booked 23 days in advance, depart on a Friday or Monday and return on a Friday

Cheap flight deals from Pittsburgh to Kissimmee

Cheapest flights from Pittsburgh to Kissimmee
Explore the most affordable flight options available from Pittsburgh to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 2, 2026.

This Priceline deal was found by Cheapflights users on 4/1. 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 8/107:59 pm
PIT
-
MCO
Nonstop2h 34m
Frontier
Sat 8/154:27 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 4/1$132
This Kiwi.com deal was found by Cheapflights users on 3/28. 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.
Sat 4/2512:44 pm
PIT
-
MCO
Nonstop2h 34m
Frontier
Sat 5/29:20 am
MCO
-
PIT
Nonstop2h 29m
Frontier
Deal found 3/28$134
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 5/78:15 pm
PIT
-
MCO
Nonstop2h 40m
Frontier
Mon 5/114:46 pm
MCO
-
PIT
Nonstop2h 34m
Frontier
Deal found 3/31$135
This Kiwi.com deal was found by Cheapflights users on 3/29. 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 6/147:59 pm
PIT
-
MCO
Nonstop2h 34m
Frontier
Sat 6/204:27 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 3/29$136
This Cheapflightsfares deal was found by Cheapflights users on 3/31. 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.
Sat 4/186:00 am
PIT
-
MCO
Nonstop2h 13m
Spirit Airlines
Sat 4/257:38 pm
MCO
-
PIT
1 stop4h 21m
Spirit Airlines
Deal found 3/31$137
This Priceline deal was found by Cheapflights users on 3/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/1812:53 pm
PIT
-
MCO
Nonstop2h 34m
Multiple Airlines
Sat 4/187:38 pm
MCO
-
PIT
1 stop4h 21m
Multiple Airlines
Deal found 3/28$139
This CheapOair deal was found by Cheapflights users on 3/31. 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 4/273:00 pm
PIT
-
MCO
Nonstop2h 39m
Multiple Airlines
Thu 4/307:38 pm
MCO
-
PIT
1 stop4h 21m
Multiple Airlines
Deal found 3/31$140
This Priceline deal was found by Cheapflights users on 3/30. 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 4/2512:44 pm
PIT
-
MCO
Nonstop2h 34m
Multiple Airlines
Sat 5/27:38 pm
MCO
-
PIT
1 stop4h 21m
Multiple Airlines
Deal found 3/30$141
This Kiwi.com deal was found by Cheapflights users on 3/28. 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 5/148:15 pm
PIT
-
MCO
Nonstop2h 40m
Multiple Airlines
Sun 5/171:40 pm
MCO
-
PIT
Nonstop2h 23m
Multiple Airlines
Deal found 3/28$142
This Frontier deal was found by Cheapflights users on 3/30. 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 5/19:59 am
PIT
-
MCO
Nonstop2h 33m
Frontier
Sat 5/94:46 pm
MCO
-
PIT
Nonstop2h 34m
Frontier
Deal found 3/30$144
This Kiwi.com deal was found by Cheapflights users on 3/31. 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 5/89:14 pm
PIT
-
MCO
1 stop25h 36m
Multiple Airlines
Fri 5/154:46 pm
MCO
-
PIT
Nonstop2h 34m
Multiple Airlines
Deal found 3/31$145

Find flight deals from Pittsburgh to Kissimmee

Keep the following information in mind while searching for Pittsburgh to Kissimmee flight deals. Data was last updated April 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$132
(Priceline)

One-way from

$73
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$281
Provider with most accurate pricing for Pittsburgh-Orlando (ORL) flight deals.
Provider most trusted by Cheapflights users for Pittsburgh-Orlando (ORL) flights.
From Pittsburgh to Kissimmee
One-way flight from Pittsburgh to Kissimmee
Highest demand for flights based on searches. 3% potential increase in price ($8 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($7 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 Pittsburgh 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 April 2, 2026.
Use the filters below to find and compare flights from Pittsburgh to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Mon 5/11

6:45 pm-9:10 pm

Nonstop2h 25m

Orlando

Tue 5/19

9:35 am-12:00 pm

Nonstop2h 25m

$315

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Sat 5/2

6:00 am-10:19 am

1 stop4h 19m

Orlando

Wed 5/6

7:00 am-10:59 pm

1 stop15h 59m

$320

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Sat 5/2

2:45 pm-6:40 pm

1 stop3h 55m

Orlando

Tue 5/5

8:55 am-3:10 pm

2 stops6h 15m

$326

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Mon 6/29

10:15 am-2:50 pm

1 stop4h 35m

Orlando

Tue 6/30

8:00 am-4:50 pm

2 stops8h 50m

$330

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Wed 6/24

12:45 pm-7:30 pm

2 stops6h 45m

Orlando

Tue 6/30

8:00 am-4:50 pm

2 stops8h 50m

$333

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Sun 5/17

6:00 am-12:30 pm

2 stops6h 30m

Orlando

Mon 5/18

5:10 pm-10:15 pm

1 stop5h 05m

$364

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Fri 6/26

6:20 pm-11:52 pm

1 stop5h 32m

Orlando

Sat 6/27

6:00 am-11:44 am

1 stop5h 44m

$377

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Thu 4/23

12:35 pm-7:00 pm

1 stop6h 25m

Orlando

Mon 4/27

2:20 pm-9:20 pm

2 stops7h 00m

$386

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Fri 6/5

1:45 pm-8:00 pm

1 stop6h 15m

Orlando

Sun 6/14

6:55 am-1:05 pm

1 stop6h 10m

$391
Quickest round-trip

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Fri 5/15

2:45 pm-5:05 pm

Nonstop2h 20m

Orlando

Sun 5/17

9:55 pm-12:20 am

Nonstop2h 25m

$391

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

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

Best time to book a flight from Pittsburgh to Kissimmee

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

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

Use this chart to determine the optimal time to book a round-trip flight from Pittsburgh to Kissimmee. Price data was last updated on March 13, 2026.

The best time to book flights from Pittsburgh to Kissimmee is 23 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Kissimmee (average of $54). Flying from Pittsburgh to Kissimmee in March is currently the most expensive (average of $99). 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 PIT to K1S?

Find hourly flight availability from Pittsburgh 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 April 2, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 26% on flights from Pittsburgh to Kissimmee by exploring options for tickets at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Pittsburgh to Kissimmee. Price data was last updated on March 28, 2026.

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

Weekly flight availability from Pittsburgh to Kissimmee

Explore weekly flight availability from Pittsburgh 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 April 2, 2026.

The most flights from PIT to K1S are scheduled on a Monday (7 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

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

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 April 2, 2026.
Read through reviews of airlines operating flights from Pittsburgh to Kissimmee, such as Southwest,Delta, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

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.

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

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.

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

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.

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

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.

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

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.

Crew

8.6

Boarding

8.1

Comfort

8.0

Overall

8.0

Entertainment

7.5

Food

7.0

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 Pittsburgh 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 Pittsburgh to Kissimmee?

    If you book a flight to Kissimmee from Pittsburgh, you will be flying from Pittsburgh, which is the city’s only airport. Pittsburgh (PIT) is located 13.5 mi from the center of Pittsburgh. There are 3 flights from Pittsburgh to Kissimmee per day from 9 different airlines.

  • How long is the flight from Pittsburgh to Kissimmee?

    For as low as $315, Southwest can have you in Kissimmee from Pittsburgh in 2h 25m. The distance between Pittsburgh and Kissimmee is about 835 mi. This flight may include one or multiple stops.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $44. However, be on the lookout for offers from Spirit Airlines and Allegiant Air, as they are both options that can get you from Pittsburgh to Kissimmee for a low price.

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

    The top 3 most reliable airlines when flying from Pittsburgh to Kissimmee are Volaris (100%), Delta (88%) and Republic Airways (88%).

  • What are the cheapest flights from Pittsburgh to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $96. While the most popular route (Pittsburgh - Orlando) can be booked for $89 on average, our data indicates $333 when flying from Pittsburgh to Kissimmee.

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

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

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

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

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

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

    Currently, August is the cheapest month in which you can book a flight from Pittsburgh to Kissimmee (average of $54). Flying from Pittsburgh to Kissimmee in March is currently the most expensive (average of $99). 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 Pittsburgh to Kissimmee

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

Top 9 airlines flying from Pittsburgh to Kissimmee

Discover the top 9 airlines that operate flights from Pittsburgh 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 April 2, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$58Average$152FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$68Average$179FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$76Average$179FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$99Average$269FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$104Average$237FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$143Average$362FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$175Average$379FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$194Average$354FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$195Average$391FlexibilityNo cancel feeOn-time63%

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