$49+ Cheap flights from Gulfport (GPT) 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
GPT — MCO
Aug 9 — Aug 161
Round-trip
1 adult, Economy
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Find cheap flights from Gulfport 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
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Cheapest flights from Gulfport to KissimmeeExplore the most affordable flight options available from Gulfport to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 10, 2026.
Explore the most affordable flight options available from Gulfport to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/207:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Sun 8/235:53 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/207:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Thu 8/275:53 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 10/257:45 pm
GPT
- MCO
Nonstop1h 41m
Breeze Airways
Thu 10/296:13 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/67:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Sun 8/95:53 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 11/197:45 pm
GPT
- MCO
Nonstop1h 41m
Breeze Airways
Sun 11/226:13 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/5![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 7/237:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Sun 7/265:53 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/207:25 pm
GPT
- MCO
Nonstop1h 48m
Multiple Airlines
Sun 8/237:45 am
MCO
- GPT
2 stops24h 56m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/237:25 pm
GPT
- MCO
Nonstop1h 48m
Multiple Airlines
Thu 8/275:23 pm
MCO
- GPT
2 stops15h 18m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/245:31 pm
GPT
- MCO
2 stops36h 09m
Multiple Airlines
Thu 8/275:53 pm
MCO
- GPT
Nonstop1h 52m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$179
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/145:31 pm
GPT
- MCO
2 stops19h 52m
Multiple Airlines
Sun 8/165:53 pm
MCO
- GPT
Nonstop1h 52m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 10/257:45 pm
GPT
- MCO
Nonstop1h 41m
Multiple Airlines
Thu 10/297:10 am
MCO
- GPT
2 stops26h 41m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$195
Best flights from Gulfport to KissimmeeDiscover carefully curated flight deals from Gulfport to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 10, 2026.
Discover carefully curated flight deals from Gulfport to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 10, 2026.
This Delta deal was found by Cheapflights users on 7/9. 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.
Sat 10/34:00 pm
GPT
- MCO
1 stop5h 07m
Delta
Sun 10/45:30 am
MCO
- GPT
1 stop4h 49m
Delta
Deal found 7/9![Delta logo]()
$246
This United Airlines deal was found by Cheapflights users on 7/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:00 pm
GPT
- MCO
1 stop7h 10m
United Airlines
Fri 8/282:05 pm
MCO
- GPT
1 stop6h 33m
United Airlines
Deal found 7/7![United Airlines logo]()
$290
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 8/207:25 pm
GPT
- MCO
Nonstop1h 48m
Multiple Airlines
Thu 8/279:56 am
MCO
- GPT
3 stops22h 45m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$293
This American Airlines deal was found by Cheapflights users on 7/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:27 pm
GPT
- MCO
1 stop4h 47m
American Airlines
Sat 10/106:45 am
MCO
- GPT
1 stop6h 34m
American Airlines
Deal found 7/10![American Airlines logo]()
$369
This Delta deal was found by Cheapflights users on 7/8. 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.
Wed 9/24:00 pm
GPT
- MCO
1 stop4h 44m
Delta
Wed 9/96:15 am
MCO
- GPT
1 stop4h 06m
Delta
Deal found 7/8![Delta logo]()
$275
This Delta deal was found by Cheapflights users on 7/9. 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 7/165:57 pm
GPT
- MCO
1 stop6h 08m
Delta
Thu 7/236:15 am
MCO
- GPT
1 stop4h 04m
Delta
Deal found 7/9![Delta logo]()
$298
This Delta deal was found by Cheapflights users on 7/8. 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.
Wed 9/24:00 pm
GPT
- MCO
1 stop4h 44m
Delta
Mon 9/75:30 am
MCO
- GPT
1 stop4h 45m
Delta
Deal found 7/8![Delta logo]()
$298
This American Airlines deal was found by Cheapflights users on 7/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/31:50 pm
GPT
- MCO
1 stop5h 17m
American Airlines
Tue 9/86:00 am
MCO
- GPT
2 stops8h 17m
American Airlines
Deal found 7/6![American Airlines logo]()
$404
This Delta deal was found by Cheapflights users on 7/6. 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.
Mon 8/36:00 pm
GPT
- MCO
1 stop4h 05m
Delta
Mon 8/106:15 am
MCO
- GPT
1 stop4h 00m
Delta
Deal found 7/6![Delta logo]()
$377
This Delta deal was found by Cheapflights users on 7/5. 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.
Sun 10/45:59 pm
GPT
- MCO
1 stop4h 07m
Delta
Thu 10/85:30 am
MCO
- GPT
1 stop4h 47m
Delta
Deal found 7/5![Delta logo]()
$396
Last-minute flights from Gulfport to KissimmeeDiscover last-minute flight deals from Gulfport to Kissimmee. Data last updated July 10, 2026 and is based on user searches.
Discover last-minute flight deals from Gulfport to Kissimmee. Data last updated July 10, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 7/167:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Thu 7/235:53 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$217
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 7/237:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Sun 7/265:53 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$163
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/67:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Sun 8/95:53 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$112
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/145:31 pm
GPT
- MCO
2 stops19h 52m
Multiple Airlines
Sun 8/165:53 pm
MCO
- GPT
Nonstop1h 52m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/207:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Sun 8/235:53 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/207:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Thu 8/275:53 pm
MCO
- GPT
Nonstop1h 52m
Breeze Airways
Deal found 7/9![Breeze Airways logo]()
$98
This Kiwi.com deal was found by Cheapflights users on 7/7. 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 8/207:25 pm
GPT
- MCO
Nonstop1h 48m
Multiple Airlines
Sun 8/237:45 am
MCO
- GPT
2 stops24h 56m
Multiple Airlines
Deal found 7/7![Multiple Airlines logo]()
$172
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/237:25 pm
GPT
- MCO
Nonstop1h 48m
Multiple Airlines
Thu 8/275:23 pm
MCO
- GPT
2 stops15h 18m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$173
This Kiwi.com deal was found by Cheapflights users on 7/9. 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 8/245:31 pm
GPT
- MCO
2 stops36h 09m
Multiple Airlines
Thu 8/275:53 pm
MCO
- GPT
Nonstop1h 52m
Multiple Airlines
Deal found 7/9![Multiple Airlines logo]()
$179
One-way flights from Gulfport to KissimmeeSearch for one-way flight options from Gulfport to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 10, 2026.
Search for one-way flight options from Gulfport to Kissimmee. Find affordable one-way fares based on user searches. Data last updated July 10, 2026.
This Super.com deal was found by Cheapflights users on 7/5. 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 8/237:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Deal found 7/5![Breeze Airways logo]()
$49
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 8/27:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$53
This Super.com deal was found by Cheapflights users on 7/8. 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 8/67:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Deal found 7/8![Breeze Airways logo]()
$54
This Kiwi.com deal was found by Cheapflights users on 7/10. 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 7/307:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Deal found 7/10![Breeze Airways logo]()
$58
This Breeze Airways deal was found by Cheapflights users on 7/6. 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.
Sun 7/197:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Deal found 7/6![Breeze Airways logo]()
$64
This Super.com deal was found by Cheapflights users on 7/5. 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 7/167:25 pm
GPT
- MCO
Nonstop1h 48m
Breeze Airways
Deal found 7/5![Breeze Airways logo]()
$84
This Delta deal was found by Cheapflights users on 7/8. 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 8/61:48 pm
GPT
- MCO
1 stop5h 00m
Delta
Deal found 7/8![Delta logo]()
$109
This Delta deal was found by Cheapflights users on 7/10. 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 7/301:51 pm
GPT
- MCO
1 stop7h 02m
Delta
Deal found 7/10![Delta logo]()
$110
This Kiwi.com deal was found by Cheapflights users on 7/8. 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 8/75:31 pm
GPT
- MCO
2 stops25h 26m
Multiple Airlines
Deal found 7/8![Multiple Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 7/5. 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 8/245:31 pm
GPT
- MCO
2 stops22h 10m
Breeze Airways
Deal found 7/5![Breeze Airways logo]()
$138
Find flight deals from Gulfport to Kissimmee
Keep the following information in mind while searching for Gulfport to Kissimmee flight deals. Data was last updated July 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $97 (Kiwi.com) |
One-way from | $49 (Super.com) |
Popular in | December |
Cheapest in | February |
Average price | $223 |
Cheapflights Fare Finder
Customize your flight search to find flights from Gulfport 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 10, 2026.
Use the filters below to find and compare flights from Gulfport to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Sat 10/3
4:00 pm-10:07 pm
1 stop5h 07m
Orlando
Sun 10/4
5:30 am-9:19 am
1 stop4h 49m
$246
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Wed 9/2
4:00 pm-9:44 pm
1 stop4h 44m
Orlando
Wed 9/9
6:15 am-9:21 am
1 stop4h 06m
$275
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Wed 8/12
2:00 pm-10:10 pm
1 stop7h 10m
Orlando
Fri 8/28
2:05 pm-7:38 pm
1 stop6h 33m
$290
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Thu 8/20
7:25 pm-10:13 pm
Nonstop1h 48m
Orlando
Thu 8/27
9:56 am-7:41 am
3 stops22h 45m
$293
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Thu 7/16
5:57 pm-1:05 am
1 stop6h 08m
Orlando
Thu 7/23
6:15 am-9:19 am
1 stop4h 04m
$298
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Wed 9/2
4:00 pm-9:44 pm
1 stop4h 44m
Orlando
Mon 9/7
5:30 am-9:15 am
1 stop4h 45m
$298
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Sun 10/4
6:27 pm-12:14 am
1 stop4h 47m
Orlando
Sat 10/10
6:45 am-12:19 pm
1 stop6h 34m
$369
Quickest round-trip
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Mon 8/3
6:00 pm-11:05 pm
1 stop4h 05m
Orlando
Mon 8/10
6:15 am-9:15 am
1 stop4h 00m
$377
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Sun 10/4
5:59 pm-11:06 pm
1 stop4h 07m
Orlando
Thu 10/8
5:30 am-9:17 am
1 stop4h 47m
$396
GulfportOrlando
GPT - MCO
GPTMCO
Gulfport Biloxi Regional
Thu 9/3
1:50 pm-8:07 pm
1 stop5h 17m
Orlando
Tue 9/8
6:00 am-1:17 pm
2 stops8h 17m
$404
Showing 1-10 of 19 resultsSorted by cheapest first
Best time to book a flight from Gulfport to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Gulfport with our price prediction graph.
GPT-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 Gulfport to Kissimmee
GPT-K1S
GPT-MCO
What is the cheapest time of day to fly from GPT to K1S?
Find hourly flight availability from Gulfport 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 10, 2026.
One of the essential ways to save on airfare from Gulfport to Kissimmee is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 56% on airfare.
How much does it cost to fly round-trip from Gulfport 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 July 10, 2026.
Read reviews from past customers who have flown Breeze Airways,Delta, andAmerican Airlines from Gulfport to Kissimmee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
8.3
Food
6.7
Overall
8.2
Crew
8.8
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Food
6.7
Overall
8.2
Crew
8.8
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Food
6.7
Overall
8.2
Crew
8.8
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Boarding
8.3
Food
6.7
Overall
8.2
Crew
8.8
Entertainment
6.7
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Related info for your journey
Find useful and relevant information for your journey from Gulfport 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 Gulfport to Kissimmee
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Gulfport and Kissimmee flights
Browse other Gulfport and Kissimmee flight options. Last updated on July 10, 2026.
Other flights from Gulfport
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Gulfport to Kissimmee flights
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Top 3 airlines flying from Gulfport to Kissimmee
Discover the top 3 airlines that operate flights from Gulfport 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 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$98 | Average$151 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$193 | Average$402 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$228 | Average$371 | FlexibilityNo cancel fee | On-time71% |