Kissimmee

$52+ 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 8/3. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — MCO
Jun 20 — Jun 271
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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 Sunday 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 May 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:59 pm
PIT
-
MCO
Nonstop2h 34m
Frontier
Thu 8/274:27 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 5/17$129
This Frontier deal was found by Cheapflights users on 5/21. 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.
Mon 7/207:10 pm
PIT
-
MCO
Nonstop2h 29m
Frontier
Thu 8/63:38 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 5/21$130
This Super.com deal was found by Cheapflights users on 5/21. 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.
Sun 7/267:13 pm
PIT
-
MCO
Nonstop2h 29m
Frontier
Thu 8/63:38 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 5/21$135
This Frontier deal was found by Cheapflights users on 5/21. 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 7/237:10 pm
PIT
-
MCO
Nonstop2h 29m
Frontier
Thu 8/63:38 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 5/21$142
This Orbitz deal was found by Cheapflights users on 5/17. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:59 pm
PIT
-
MCO
Nonstop2h 34m
Multiple Airlines
Thu 8/277:10 am
MCO
-
PIT
1 stop9h 57m
Multiple Airlines
Deal found 5/17$143
This Super.com deal was found by Cheapflights users on 5/20. 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 8/207:59 pm
PIT
-
MCO
Nonstop2h 34m
Frontier
Mon 8/244:27 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 5/20$148
This Frontier deal was found by Cheapflights users on 5/21. 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.
Sun 7/197:10 pm
PIT
-
MCO
Nonstop2h 29m
Frontier
Thu 8/63:38 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 5/21$149
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 7/197:10 pm
PIT
-
MCO
Nonstop2h 29m
Frontier
Fri 7/313:38 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 5/19$156
This Super.com deal was found by Cheapflights users on 5/18. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/137:10 pm
PIT
-
MCO
Nonstop2h 29m
Frontier
Thu 7/163:38 pm
MCO
-
PIT
Nonstop2h 37m
Frontier
Deal found 5/18$159
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 7/197:10 pm
PIT
-
MCO
Nonstop2h 29m
Multiple Airlines
Tue 8/47:10 am
MCO
-
PIT
1 stop5h 45m
Multiple Airlines
Deal found 5/19$162

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 May 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$130
(Frontier)

One-way from

$52
(Super.com)

Popular in

March

Cheapest in

August

Average price

$304
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. 9% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Average for round-trip flights in May 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 May 21, 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
Quickest round-trip

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Tue 8/18

4:05 pm-6:30 pm

Nonstop2h 25m

Orlando

Tue 8/25

12:20 pm-2:45 pm

Nonstop2h 25m

$323

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Thu 7/2

4:10 pm-9:55 pm

1 stop5h 45m

Orlando

Thu 7/9

9:40 am-3:23 pm

1 stop5h 43m

$327

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Sat 6/20

7:22 am-2:31 pm

1 stop7h 09m

Orlando

Tue 6/23

5:30 am-12:42 pm

1 stop7h 12m

$327

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Wed 7/15

6:00 am-11:50 am

1 stop5h 50m

Orlando

Mon 7/20

5:05 pm-11:30 pm

1 stop6h 25m

$327

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Wed 6/17

1:47 pm-8:35 pm

1 stop6h 48m

Orlando

Thu 9/17

6:00 am-11:32 am

1 stop5h 32m

$335

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Sat 6/27

7:59 pm-1:01 am

1 stop5h 02m

Orlando

Fri 7/3

9:40 am-3:23 pm

1 stop5h 43m

$352

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Wed 8/19

1:00 pm-6:52 pm

1 stop5h 52m

Orlando

Sun 8/23

5:30 am-10:52 am

1 stop5h 22m

$352

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Thu 8/13

10:00 am-3:38 pm

1 stop5h 38m

Orlando

Sun 8/23

5:30 am-10:52 am

1 stop5h 22m

$352

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Sun 8/2

7:00 am-2:15 pm

1 stop7h 15m

Orlando

Mon 8/10

7:50 am-12:10 pm

1 stop4h 20m

$359

PittsburghOrlando

PIT - MCO

PITMCO

Pittsburgh

Sat 6/20

2:45 pm-11:10 pm

1 stop8h 25m

Orlando

Thu 6/25

6:50 am-2:50 pm

2 stops8h 00m

$364

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/19

Showing 1-10 of 21 resultsSorted by cheapest first
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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

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 May 21, 2026.

Unlike in the morning, when flights are generally more expensive, you can save up to 30% on flights from Pittsburgh to Kissimmee by exploring options for tickets at noon.

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

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 May 16, 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.

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 May 21, 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

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

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.

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

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.

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

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.

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

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.
Spirit Airlines
6.2
Okay

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

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.

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

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 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 $323, 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 $40. 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 Frontier (94%), Volaris (87%) and Southwest (82%).

  • What are the cheapest flights from Pittsburgh to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $40. While the most popular route (Pittsburgh - Orlando) can be booked for $178 on average, our data indicates $308 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.

See more FAQs

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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 May 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$59Average$183FlexibilityNo cancel feeOn-time88%
FrontierCheapest$59Average$160FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$67Average$181FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$99Average$271FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$108Average$245FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$143Average$369FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$175Average$385FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$194Average$367FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$195Average$402FlexibilityNo cancel feeOn-time63%

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