$76+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
PIT — MCO
Aug 25 — Sep 11
Round-trip
1 adult, Economy
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Find cheap flights from Pittsburgh to Kissimmee with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from Pittsburgh to Kissimmee are usually found in February or August, booked 25 days in advance, depart on a Friday or Monday and return on a Friday
Cheap flight deals from Pittsburgh to Kissimmee
Cheapest
Best
Last-minute
One-way
Cheapest flights from Pittsburgh to KissimmeeExplore 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 July 26, 2026.
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 July 26, 2026.
This Frontier deal was found by Cheapflights users on 7/21. 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 8/137:13 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Mon 8/173:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/21![Frontier logo]()
$170
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Sun 9/63:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/23![Frontier logo]()
$171
This Frontier deal was found by Cheapflights users on 7/21. 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 8/137:13 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Fri 8/213:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/21![Frontier logo]()
$173
This Frontier deal was found by Cheapflights users on 7/22. 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 8/277:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Mon 8/313:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/22![Frontier logo]()
$174
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 8/137:13 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Thu 8/203:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/24![Frontier logo]()
$175
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:10 pm
PIT
- MCO
Nonstop2h 29m
Multiple Airlines
Tue 9/18:00 am
MCO
- PIT
1 stop4h 08m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$177
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Sun 8/303:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/23![Frontier logo]()
$178
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:13 pm
PIT
- MCO
Nonstop2h 29m
Multiple Airlines
Tue 8/187:10 am
MCO
- PIT
1 stop5h 45m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$179
This Super.com deal was found by Cheapflights users on 7/21. 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.
Thu 9/37:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Sun 9/63:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/21![Frontier logo]()
$180
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 8/207:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Sun 8/233:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/24![Frontier logo]()
$181
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.
Wed 9/92:42 pm
PIT
- MCO
Nonstop2h 30m
Frontier
Fri 9/1111:11 am
MCO
- PIT
Nonstop2h 36m
Frontier
Deal found 7/26![Frontier logo]()
$182
Best flights from Pittsburgh to KissimmeeDiscover carefully curated flight deals from Pittsburgh to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 26, 2026.
Discover carefully curated flight deals from Pittsburgh to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 26, 2026.
This JetBlue deal was found by Cheapflights users on 7/22. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:00 am
PIT
- MCO
1 stop4h 51m
JetBlue
Fri 9/186:00 pm
MCO
- PIT
1 stop5h 20m
JetBlue
Deal found 7/22![JetBlue logo]()
$271
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/234:05 pm
PIT
- MCO
Nonstop2h 25m
Southwest
Sat 9/266:40 am
MCO
- PIT
Nonstop2h 20m
Southwest
Deal found 7/23![Southwest logo]()
$285
This Delta deal was found by Cheapflights users on 7/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:57 pm
PIT
- MCO
1 stop10h 07m
Delta
Sat 8/225:30 am
MCO
- PIT
1 stop4h 31m
Delta
Deal found 7/21![Delta logo]()
$358
This JetBlue deal was found by Cheapflights users on 7/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:15 am
PIT
- MCO
1 stop4h 47m
JetBlue
Thu 8/205:45 am
MCO
- PIT
1 stop6h 18m
JetBlue
Deal found 7/21![JetBlue logo]()
$277
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/135:50 am
PIT
- MCO
Nonstop2h 20m
Southwest
Wed 9/169:00 am
MCO
- PIT
2 stops6h 10m
Southwest
Deal found 7/25![Southwest logo]()
$294
This JetBlue 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/177:00 am
PIT
- MCO
1 stop4h 51m
JetBlue
Wed 9/236:00 pm
MCO
- PIT
1 stop5h 20m
JetBlue
Deal found 7/24![JetBlue logo]()
$281
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/94:05 pm
PIT
- MCO
Nonstop2h 25m
Southwest
Tue 9/154:10 pm
MCO
- PIT
1 stop4h 40m
Southwest
Deal found 7/21![Southwest logo]()
$295
This Southwest deal was found by Cheapflights users on 7/22. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/266:10 am
PIT
- MCO
2 stops9h 50m
Southwest
Wed 9/309:00 am
MCO
- PIT
2 stops6h 10m
Southwest
Deal found 7/22![Southwest logo]()
$327
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:55 pm
PIT
- MCO
Nonstop2h 20m
Southwest
Sat 10/247:25 pm
MCO
- PIT
Nonstop2h 20m
Southwest
Deal found 7/21![Southwest logo]()
$338
This Southwest deal was found by Cheapflights users on 7/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:55 pm
PIT
- MCO
Nonstop2h 20m
Southwest
Sun 9/2710:20 am
MCO
- PIT
1 stop4h 15m
Southwest
Deal found 7/21![Southwest logo]()
$338
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/209:00 pm
PIT
- MCO
Nonstop2h 25m
Southwest
Wed 9/237:25 pm
MCO
- PIT
Nonstop2h 30m
Southwest
Deal found 7/23![Southwest logo]()
$343
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/206:10 am
PIT
- MCO
1 stop6h 00m
Southwest
Sun 8/238:50 am
MCO
- PIT
2 stops6h 30m
Southwest
Deal found 7/25![Southwest logo]()
$349
Last-minute flights from Pittsburgh to KissimmeeDiscover last-minute flight deals from Pittsburgh to Kissimmee. Data last updated July 26, 2026 and is based on user searches.
Discover last-minute flight deals from Pittsburgh to Kissimmee. Data last updated July 26, 2026 and is based on user searches.
This Frontier deal was found by Cheapflights users on 7/21. 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 8/137:13 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Mon 8/173:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/21![Frontier logo]()
$170
This Frontier deal was found by Cheapflights users on 7/21. 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 8/137:13 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Fri 8/213:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/21![Frontier logo]()
$173
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 8/137:13 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Thu 8/203:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/24![Frontier logo]()
$175
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:13 pm
PIT
- MCO
Nonstop2h 29m
Multiple Airlines
Tue 8/187:10 am
MCO
- PIT
1 stop5h 45m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$179
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 8/207:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Sun 8/233:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/24![Frontier logo]()
$181
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 8/207:10 pm
PIT
- MCO
Nonstop2h 29m
Multiple Airlines
Tue 8/255:23 pm
MCO
- PIT
2 stops49h 46m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$184
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Sun 9/63:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/23![Frontier logo]()
$171
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Sun 8/303:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/23![Frontier logo]()
$178
This Priceline 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:10 pm
PIT
- MCO
Nonstop2h 29m
Multiple Airlines
Tue 9/18:00 am
MCO
- PIT
1 stop4h 08m
Multiple Airlines
Deal found 7/25![Multiple Airlines logo]()
$177
This Frontier deal was found by Cheapflights users on 7/22. 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 8/277:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Mon 8/313:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/22![Frontier logo]()
$174
This Frontier deal was found by Cheapflights users on 7/22. 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 8/317:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Sun 9/63:38 pm
MCO
- PIT
Nonstop2h 37m
Frontier
Deal found 7/22![Frontier logo]()
$180
One-way flights from Pittsburgh to KissimmeeSearch for one-way flight options from Pittsburgh to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 26, 2026.
Search for one-way flight options from Pittsburgh to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 26, 2026.
This Super.com deal was found by Cheapflights users on 7/22. 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 8/277:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Deal found 7/22![Frontier logo]()
$76
This Frontier 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/122:32 pm
PIT
- MCO
Nonstop2h 30m
Frontier
Deal found 7/26![Frontier logo]()
$79
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.
Sun 8/237:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Deal found 7/25![Frontier logo]()
$82
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Mon 10/198:54 pm
PIT
- MCO
1 stop12h 06m
Breeze Airways
Deal found 7/22![Breeze Airways logo]()
$83
This Kiwi.com deal was found by Cheapflights users on 7/22. 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.
Mon 10/58:54 pm
PIT
- MCO
1 stop12h 06m
Breeze Airways
Deal found 7/22![Breeze Airways logo]()
$89
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.
Mon 9/286:39 pm
PIT
- MCO
Nonstop2h 30m
Frontier
Deal found 7/26![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/47:30 am
PIT
- MCO
2 stops33h 51m
Multiple Airlines
Deal found 7/22![Multiple Airlines logo]()
$94
This Breeze Airways 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/128:54 pm
PIT
- MCO
1 stop12h 06m
Breeze Airways
Deal found 7/25![Breeze Airways logo]()
$95
This Super.com deal was found by Cheapflights users on 7/21. 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 9/67:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Deal found 7/21![Frontier logo]()
$96
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.
Fri 9/118:39 am
PIT
- MCO
1 stop14h 48m
Multiple Airlines
Deal found 7/24![Multiple Airlines logo]()
$97
This Super.com deal was found by Cheapflights users on 7/21. 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.
Mon 8/317:10 pm
PIT
- MCO
Nonstop2h 29m
Frontier
Deal found 7/21![Frontier logo]()
$98
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 July 26, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $170 (Frontier) |
One-way from | $76 (Super.com) |
Popular in | March |
Cheapest in | February |
Average price | $331 |
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 July 26, 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
Cheapest round-trip
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Mon 9/14
7:00 am-11:51 am
1 stop4h 51m
Orlando
Fri 9/18
6:00 pm-11:20 pm
1 stop5h 20m
$271
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Sun 8/16
6:15 am-11:02 am
1 stop4h 47m
Orlando
Thu 8/20
5:45 am-12:03 pm
1 stop6h 18m
$277
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Thu 9/17
7:00 am-11:51 am
1 stop4h 51m
Orlando
Wed 9/23
6:00 pm-11:20 pm
1 stop5h 20m
$281
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Wed 9/23
4:05 pm-6:30 pm
Nonstop2h 25m
Orlando
Sat 9/26
6:40 am-9:00 am
Nonstop2h 20m
$285
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Sun 9/13
5:50 am-8:10 am
Nonstop2h 20m
Orlando
Wed 9/16
9:00 am-3:10 pm
2 stops6h 10m
$294
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Wed 9/9
4:05 pm-6:30 pm
Nonstop2h 25m
Orlando
Tue 9/15
4:10 pm-8:50 pm
1 stop4h 40m
$295
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Sat 9/26
6:10 am-4:00 pm
2 stops9h 50m
Orlando
Wed 9/30
9:00 am-3:10 pm
2 stops6h 10m
$327
Quickest round-trip
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Fri 10/16
6:55 pm-9:15 pm
Nonstop2h 20m
Orlando
Sat 10/24
7:25 pm-9:45 pm
Nonstop2h 20m
$338
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Thu 9/24
8:55 pm-11:15 pm
Nonstop2h 20m
Orlando
Sun 9/27
10:20 am-2:35 pm
1 stop4h 15m
$338
PittsburghOrlando
PIT - MCO
PITMCO
Pittsburgh
Sun 9/20
9:00 pm-11:25 pm
Nonstop2h 25m
Orlando
Wed 9/23
7:25 pm-9:55 pm
Nonstop2h 30m
$343
Showing 1-10 of 24 resultsSorted by cheapest first
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.
PIT-MCO
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
PIT-K1S
PIT-MCO
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 July 26, 2026.
Unlike in the morning, when flights are generally more expensive, you can save up to 21% on flights from Pittsburgh to Kissimmee by exploring options for tickets in the evening.
How much does it cost to fly round-trip from Pittsburgh to Kissimmee?
Airfare is below average for this route at the moment.
Pittsburgh to Kissimmee flights typically cost between $186 and $378 in August.The cheapest round-trip price found within the last 5 days was $170 on Frontier (Aug 13-Aug 17).
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 July 18, 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 July 26, 2026.
Read through reviews of airlines operating flights from Pittsburgh to Kissimmee, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Entertainment
7.5
Food
7.0
Crew
8.6
Boarding
8.1
Comfort
8.0
Overall
8.0
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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.
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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.
Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Pittsburgh to Kissimmee by cabin class
Find flights from Pittsburgh to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Pittsburgh and Kissimmee flights
Browse other Pittsburgh and Kissimmee flight options. Last updated on July 26, 2026.
Other flights from Pittsburgh
Browse through other flights departing from Pittsburgh. Flights are based on user searches made on Cheapflights and were last updated on July 26, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Pittsburgh to Kissimmee flights
Consider these flights traveling from Pittsburgh to Kissimmee.
Top 8 airlines flying from Pittsburgh to Kissimmee
Discover the top 8 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 July 26, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$59 | Average$188 | FlexibilityNo cancel fee | On-time88% | |
| Cheapest$77 | Average$210 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$94 | Average$254 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$115 | Average$289 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$143 | Average$374 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$175 | Average$387 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$195 | Average$388 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$218 | Average$412 | FlexibilityNo cancel fee | On-time63% |