$63+ Cheap flights to Kissimmee
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
Oct 7 — Oct 141
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights 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.Flights to Kissimmee in 2026
Cheapest
Best
Last-minute
One-way
Cheapest flights to KissimmeeExplore the most affordable flight options available to Kissimmee. Find the lowest fares based on data from user searches, with prices last updated on September 7, 2026.
Explore the most affordable flight options available to Kissimmee. Find the lowest fares based on data from user searches, with prices last updated on September 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Wed 9/3012:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 9/5![Breeze Airways logo]()
$142
This Super.com deal was found by Cheapflights users on 9/3. 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 9/2312:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 9/3![Breeze Airways logo]()
$145
This Booking.com deal was found by Cheapflights users on 9/6. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2312:39 pm -
1 stop11h 03m
Fri 9/256:00 am -
1 stop4h 08m
Deal found 9/6![Breeze Airways logo]()
$146
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Wed 9/2312:39 pm -
1 stop11h 03m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 9/3![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Wed 9/2312:39 pm -
1 stop11h 03m
Wed 9/307:05 am -
1 stop4h 34m
Deal found 9/2![Breeze Airways logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Wed 9/3012:39 pm -
1 stop11h 03m
Sat 10/107:05 am -
1 stop4h 34m
Deal found 9/5![Breeze Airways logo]()
$154
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/312:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 9/2![Breeze Airways logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/312:39 pm -
1 stop11h 03m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 9/2![Breeze Airways logo]()
$158
This CheapOair deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:15 am -
1 stop10h 54m
Sat 10/39:30 am -
1 stop6h 30m
Deal found 9/3![Frontier logo]()
$198
This Frontier deal was found by Cheapflights users on 9/2. 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.
Tue 11/246:00 am -
Nonstop3h 05m
Fri 11/278:25 pm -
Nonstop2h 41m
Deal found 9/2![Frontier logo]()
$200
This FlightHub deal was found by Cheapflights users on 9/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:00 am -
Nonstop3h 05m
Wed 12/168:25 pm -
Nonstop2h 41m
Deal found 9/2![Frontier logo]()
$202
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/510:29 pm -
1 stop9h 40m
Wed 10/2110:15 pm -
Nonstop2h 47m
Deal found 9/2![Frontier logo]()
$202
Best flights to KissimmeeDiscover carefully curated flight deals to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
Discover carefully curated flight deals to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 7, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/4. 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 1/1010:56 am -
Nonstop3h 19m
Wed 1/207:00 am -
1 stop4h 39m
Deal found 9/4![Breeze Airways logo]()
$166
This Southwest deal was found by Cheapflights users on 9/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/24:05 pm -
1 stop6h 15m
Wed 12/99:25 am -
1 stop6h 10m
Deal found 9/6![Southwest logo]()
$219
This Delta deal was found by Cheapflights users on 9/2. 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 10/13:10 pm -
Nonstop3h 10m
Mon 10/57:59 pm -
Nonstop2h 47m
Deal found 9/2![Delta logo]()
$269
This JetBlue deal was found by Cheapflights users on 9/2. 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.
Tue 9/297:29 am -
Nonstop2h 55m
Wed 9/305:19 pm -
Nonstop2h 40m
Deal found 9/2![JetBlue logo]()
$277
This United Airlines deal was found by Cheapflights users on 9/4. 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 10/79:00 am -
Nonstop2h 50m
Sat 10/107:21 pm -
1 stop4h 38m
Deal found 9/4![United Airlines logo]()
$305
This Breeze Airways deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:56 am -
Nonstop3h 19m
Thu 10/87:20 am -
Nonstop2h 56m
Deal found 9/2![Breeze Airways logo]()
$193
This Breeze Airways deal was found by Cheapflights users on 9/5. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1012:39 pm -
1 stop11h 03m
Sun 10/117:20 am -
Nonstop2h 56m
Deal found 9/5![Breeze Airways logo]()
$198
This Southwest deal was found by Cheapflights users on 9/3. 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 11/42:05 pm -
1 stop8h 30m
Sat 11/77:00 am -
1 stop8h 10m
Deal found 9/3![Southwest logo]()
$227
This CheapOair deal was found by Cheapflights users on 9/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2910:56 am -
Nonstop3h 19m
Sun 11/17:20 am -
Nonstop2h 56m
Deal found 9/6![Breeze Airways logo]()
$198
This Breeze Airways deal was found by Cheapflights users on 9/6. 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.
Sat 10/1712:39 pm -
1 stop11h 03m
Sat 10/247:05 am -
1 stop4h 34m
Deal found 9/6![Breeze Airways logo]()
$201
This Southwest deal was found by Cheapflights users on 9/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/234:20 pm -
1 stop8h 00m
Tue 10/277:15 am -
1 stop6h 20m
Deal found 9/5![Southwest logo]()
$247
This Breeze Airways deal was found by Cheapflights users on 9/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2110:56 am -
Nonstop3h 19m
Sun 1/247:20 am -
Nonstop2h 56m
Deal found 9/2![Breeze Airways logo]()
$203
This Southwest deal was found by Cheapflights users on 9/2. 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 11/122:30 pm -
1 stop9h 15m
Wed 11/181:45 pm -
2 stops8h 25m
Deal found 9/2![Southwest logo]()
$248
This Delta deal was found by Cheapflights users on 9/3. 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 10/223:10 pm -
Nonstop3h 04m
Tue 10/273:51 pm -
Nonstop2h 54m
Deal found 9/3![Delta logo]()
$302
This JetBlue deal was found by Cheapflights users on 9/2. 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.
Tue 9/222:44 pm -
Nonstop3h 02m
Fri 9/256:00 am -
Nonstop2h 37m
Deal found 9/2![JetBlue logo]()
$317
This United Airlines deal was found by Cheapflights users on 9/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/93:25 pm -
1 stop8h 20m
Tue 1/1212:27 pm -
1 stop8h 48m
Deal found 9/5![United Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 9/3. 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 9/207:10 am -
Nonstop3h 00m
Wed 9/233:41 pm -
Nonstop3h 04m
Deal found 9/3![Delta logo]()
$317
This Breeze Airways deal was found by Cheapflights users on 9/3. 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 9/2812:16 pm -
1 stop4h 39m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 9/3![Breeze Airways logo]()
$218
This JetBlue deal was found by Cheapflights users on 9/2. 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 11/262:55 pm -
1 stop7h 24m
Wed 12/26:50 pm -
1 stop5h 05m
Deal found 9/2![JetBlue logo]()
$320
This Southwest deal was found by Cheapflights users on 9/3. 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.
Mon 11/95:35 pm -
1 stop6h 30m
Sun 11/157:25 am -
1 stop8h 45m
Deal found 9/3![Southwest logo]()
$275
This Breeze Airways deal was found by Cheapflights users on 9/2. 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.
Sat 12/512:39 pm -
1 stop11h 03m
Sun 12/137:30 am -
Nonstop2h 56m
Deal found 9/2![Breeze Airways logo]()
$223
This Southwest deal was found by Cheapflights users on 9/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1312:30 pm -
1 stop8h 45m
Mon 11/165:15 pm -
1 stop5h 20m
Deal found 9/5![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 9/6. 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.
Thu 11/1211:30 am -
Nonstop2h 52m
Mon 11/163:30 pm -
Nonstop2h 44m
Deal found 9/6![Delta logo]()
$337
This United Airlines deal was found by Cheapflights users on 9/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/18:43 pm -
Nonstop3h 01m
Mon 10/57:21 pm -
1 stop4h 38m
Deal found 9/5![United Airlines logo]()
$380
This Breeze Airways deal was found by Cheapflights users on 9/2. 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 2/710:56 am -
Nonstop3h 19m
Sat 2/137:00 am -
1 stop4h 39m
Deal found 9/2![Breeze Airways logo]()
$224
This Southwest deal was found by Cheapflights users on 9/4. 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.
Mon 10/54:20 pm -
1 stop8h 00m
Wed 10/76:20 am -
2 stops9h 15m
Deal found 9/4![Southwest logo]()
$278
This JetBlue deal was found by Cheapflights users on 9/3. 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.
Sat 10/3112:30 pm -
Nonstop3h 01m
Mon 11/26:54 pm -
1 stop4h 58m
Deal found 9/3![JetBlue logo]()
$388
This Delta deal was found by Cheapflights users on 9/2. 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.
Fri 9/259:45 am -
Nonstop3h 00m
Fri 9/257:59 pm -
Nonstop2h 47m
Deal found 9/2![Delta logo]()
$357
This Breeze Airways deal was found by Cheapflights users on 9/6. 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.
Wed 11/412:39 pm -
1 stop11h 03m
Sat 11/77:05 am -
1 stop4h 34m
Deal found 9/6![Breeze Airways logo]()
$230
This United Airlines deal was found by Cheapflights users on 9/3. 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.
Sun 2/79:00 am -
Nonstop2h 48m
Sun 2/149:00 am -
Nonstop2h 44m
Deal found 9/3![United Airlines logo]()
$409
Last-minute flights to KissimmeeDiscover last-minute flight deals to Kissimmee. Data last updated September 7, 2026 and is based on user searches.
Discover last-minute flight deals to Kissimmee. Data last updated September 7, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 9/3. 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 9/2312:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 9/3![Breeze Airways logo]()
$145
This Kiwi.com deal was found by Cheapflights users on 9/3. 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.
Wed 9/2312:39 pm -
1 stop11h 03m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 9/3![Breeze Airways logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Wed 9/2312:39 pm -
1 stop11h 03m
Wed 9/307:05 am -
1 stop4h 34m
Deal found 9/2![Breeze Airways logo]()
$150
This Kiwi.com deal was found by Cheapflights users on 9/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2612:39 pm -
1 stop11h 03m
Thu 10/17:20 am -
Nonstop2h 56m
Deal found 9/1![Breeze Airways logo]()
$159
This Priceline deal was found by Cheapflights users on 9/2. 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.
Tue 9/295:55 am -
Nonstop2h 52m
Thu 10/87:05 am -
1 stop4h 32m
Deal found 9/2![Multiple Airlines logo]()
$203
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3012:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 9/6![Breeze Airways logo]()
$142
This Kiwi.com deal was found by Cheapflights users on 9/5. 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.
Wed 9/3012:39 pm -
1 stop11h 03m
Sat 10/107:05 am -
1 stop4h 34m
Deal found 9/5![Breeze Airways logo]()
$154
This CheapOair deal was found by Cheapflights users on 9/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:15 am -
1 stop10h 54m
Sat 10/39:30 am -
1 stop6h 30m
Deal found 9/3![Frontier logo]()
$198
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/312:39 pm -
1 stop11h 03m
Wed 10/77:05 am -
1 stop4h 34m
Deal found 9/2![Breeze Airways logo]()
$155
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/312:39 pm -
1 stop11h 03m
Mon 10/57:20 am -
1 stop4h 16m
Deal found 9/2![Breeze Airways logo]()
$158
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 10/510:29 pm -
1 stop9h 40m
Wed 10/2110:15 pm -
Nonstop2h 47m
Deal found 9/2![Frontier logo]()
$202
This Expedia deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/106:40 pm -
1 stop16h 55m
Wed 10/149:25 am -
1 stop11h 34m
Deal found 9/4![Frontier logo]()
$203
One-way flights to KissimmeeSearch for one-way flight options to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
Search for one-way flight options to Kissimmee. Find affordable one-way fares based on user searches. Data last updated September 7, 2026.
This CheapOair deal was found by Cheapflights users on 9/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1412:16 pm -
1 stop4h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Breeze Airways logo]()
$63
This Kiwi.com deal was found by Cheapflights users on 9/4. 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.
Wed 9/3012:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Breeze Airways logo]()
$69
This Kiwi.com deal was found by Cheapflights users on 9/2. 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.
Wed 9/2312:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Breeze Airways logo]()
$70
This Kiwi.com deal was found by Cheapflights users on 9/2. 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 9/2612:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Breeze Airways logo]()
$71
This CheapOair deal was found by Cheapflights users on 9/2. 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.
Sat 1/2312:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Breeze Airways logo]()
$76
This CheapOair deal was found by Cheapflights users on 9/4. 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.
Sat 10/1012:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Breeze Airways logo]()
$77
This Kiwi.com deal was found by Cheapflights users on 9/3. 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 10/312:39 pm -
1 stop11h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Breeze Airways logo]()
$78
This CheapOair deal was found by Cheapflights users on 9/3. 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.
Sun 1/3110:56 am -
Nonstop3h 19m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/3![Breeze Airways logo]()
$81
This Jetabroad deal was found by Cheapflights users on 9/2. 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 Jetabroad is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/234:00 pm -
1 stop5h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![JetBlue logo]()
$107
This Cheapflightsfares deal was found by Cheapflights users on 9/2. 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.
Wed 9/235:55 am -
Nonstop2h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/2![Frontier logo]()
$107
This Super.com deal was found by Cheapflights users on 9/4. 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.
Sat 10/36:00 am -
1 stop5h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![JetBlue logo]()
$108
This Super.com deal was found by Cheapflights users on 9/4. 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.
Sat 10/31:00 pm -
1 stop8h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Frontier logo]()
$108
Find flight deals to Kissimmee
Find the latest flights to Kissimmee in 2026, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on September 7, 2026.
Popular in | August |
|---|---|
Cheapest in | January |
Average price | $209 |
Round-trip from | $142 |
One-way from | $63 |
Cheapflights Fare Finder
Locate flights to Kissimmee that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 7,457,451 searches and data was last updated on September 7, 2026.
Use the filters below to find and compare flights to Kissimmee that are best for you.
Fly from
Route
Depart
Return
Cheapest round-trip
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Wed 9/23
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$82
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Thu 11/19
10:56 am-2:15 pm
Nonstop3h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$109
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Thu 11/5
10:56 am-2:15 pm
Nonstop3h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$112
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Thu 11/12
10:56 am-2:15 pm
Nonstop3h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$112
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Sat 2/20
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$120
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Wed 10/14
12:39 pm-11:42 pm
1 stop11h 03m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$121
New YorkOrlando
LGA New York LaGuardia - MCO Orlando
LGAMCO
New York LaGuardia
Fri 10/23
4:20 pm-12:20 am
1 stop8h 00m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$124
New YorkOrlando
LGA New York LaGuardia - MCO Orlando
LGAMCO
New York LaGuardia
Sat 10/31
7:40 am-3:10 pm
2 stops7h 30m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$127
New YorkOrlando
LGA New York LaGuardia - MCO Orlando
LGAMCO
New York LaGuardia
Mon 11/9
7:00 am-2:35 pm
2 stops7h 35m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
New WindsorOrlando
SWF New Windsor Stewart - MCO Orlando
SWFMCO
New Windsor Stewart
Sun 10/4
10:56 am-2:15 pm
Nonstop3h 19m
Orlando
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$129
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee with our price prediction graph.
SWF-MCO
LGA-MCO
EWR-MCO
JFK-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 to Kissimmee
NYC-K1S
SWF-MCO
LGA-MCO
EWR-MCO
JFK-MCO
How long is the flight to Kissimmee?
On average, a flight from New York to Kissimmee takes 2 hours 53 minutes. Flights to Kissimmee from other popular cities in USA will vary in length. Below are a few examples of popular routes and their flight times.
Weekly flight availability to Kissimmee
The most flights from New York to Kissimmee are scheduled on a Saturday (140 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (14 on average).
What are the most popular airlines that fly to Kissimmee?
The most popular airlines flying from New York to Kissimmee are United Airlines, JetBlue and Delta.
What are the cheapest airlines that fly to Kissimmee?
The cheapest airlines flying from New York to Kissimmee are Frontier, Breeze Airways and JetBlue.
Rainfall in Kissimmee by month
Plan your trip to Kissimmee by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.
Temperature in Kissimmee by month
Plan your trip to Kissimmee by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).
When is the cheapest time to fly to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from New York to Kissimmee. Price data was last updated on September 5, 2026.
Users looking for the lowest fares to Kissimmee should consider flying on Wednesday afternoons, when prices are typically cheapest. Budget-minded travelers will want to avoid Thursday at noon, when prices are usually at their highest.
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 September 7, 2026.
Read through reviews of airlines servicing the United States, such as Delta,United Airlines, andAmerican Airlines. 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.
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
Entertainment
7.8
Crew
8.5
Food
7.2
Comfort
7.8
Boarding
8.1
Overall
7.8
Reviews
1 / 20
2.0
MediocreBarney,May 2026
JFK - ATL
FAQs about flying to Kissimmee
Best Time to Fly to Kissimmee, FL
Florida’s subtropical climate can cause temperatures to be extremely humid in summer, with average temperatures ranging between 68 and 86 degrees Fahrenheit. The high temperatures are typically followed by outbreaks of thunderstorms, which are most prominent between June and September. If you want to avoid the rainy season it is worth visiting between May and October when the weather is generally dry.
For the best prices on flights, accommodations and theme park tickets, you should avoid the busiest periods, which are typically the school vacations, summer and Christmas period. The first few weeks in December are the lowest point of the tourist season, but you may find that some parks are closed.
Getting around Kissimmee, FL
The easiest way to get around the central Florida area is to rent a car, as motorways are easily navigable. If you prefer to be driven, there are many different taxi companies that run throughout the local area. There is also a network of Lynx bus routes that run from Downtown Kissimmee along various routes.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Airports nearby
Flights by cabin class
Flights from Kissimmee
Flights to Florida
Complete your trip
Domestic flights
Popular routes
Popular destinations
Popular flights
Popular United States flight routes
Airlines