$34+ Cheap flights from New Haven (HVN) 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — MCO
May 1 — May 81
Round-trip
1 adult, Economy
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Find cheap flights from New Haven 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 Tweed-New Haven to Kissimmee are usually found in September or May, booked 39 days in advance, depart on a Sunday or Tuesday and return on a Saturday
Cheap flight deals from New Haven to Kissimmee
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Best
Last-minute
One-way
Cheapest flights from New Haven to KissimmeeExplore the most affordable flight options available from New Haven to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
Explore the most affordable flight options available from New Haven to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 1, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:30 am
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Thu 6/412:15 pm
MCO
- HVN
Nonstop2h 42m
Avelo Airlines
Deal found 3/29![Avelo Airlines logo]()
$95
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:30 am
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Sat 5/911:15 am
MCO
- HVN
Nonstop2h 42m
Avelo Airlines
Deal found 3/31![Avelo Airlines logo]()
$105
This CheapOair deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:54 pm
HVN
- MCO
Nonstop3h 09m
Breeze Airways
Thu 9/174:26 pm
MCO
- HVN
Nonstop2h 48m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$107
This Booking.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/258:30 am
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Sat 5/3011:15 am
MCO
- HVN
Nonstop2h 42m
Avelo Airlines
Deal found 3/29![Avelo Airlines logo]()
$110
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/128:30 am
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Tue 6/1610:10 am
MCO
- HVN
Nonstop2h 42m
Avelo Airlines
Deal found 3/31![Avelo Airlines logo]()
$111
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/208:36 pm
HVN
- MCO
Nonstop3h 00m
Breeze Airways
Sat 8/2912:07 pm
MCO
- HVN
Nonstop2h 50m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$112
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:30 am
HVN
- MCO
Nonstop2h 50m
Multiple Airlines
Tue 4/286:22 am
MCO
- HVN
1 stop6h 24m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$114
This Booking.com deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/28:36 pm
HVN
- MCO
Nonstop3h 00m
Multiple Airlines
Thu 8/612:54 pm
MCO
- HVN
Nonstop2h 41m
Multiple Airlines
Deal found 3/30![Multiple Airlines logo]()
$116
This Expedia deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/92:50 pm
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Wed 5/1311:50 am
MCO
- HVN
Nonstop2h 42m
Avelo Airlines
Deal found 3/29![Avelo Airlines logo]()
$120
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/122:47 pm
HVN
- MCO
Nonstop3h 00m
Breeze Airways
Tue 5/197:10 am
MCO
- HVN
1 stop5h 16m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$123
This Booking.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:30 am
HVN
- MCO
Nonstop2h 50m
Multiple Airlines
Fri 6/57:00 am
MCO
- HVN
1 stop10h 51m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$125
Best flights from New Haven to KissimmeeDiscover carefully curated flight deals from New Haven to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
Discover carefully curated flight deals from New Haven to Kissimmee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 1, 2026.
This Breeze Airways deal was found by Cheapflights users on 3/27. 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 9/107:54 pm
HVN
- MCO
Nonstop3h 09m
Breeze Airways
Sun 9/134:26 pm
MCO
- HVN
Nonstop2h 48m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$126
This CheapOair deal was found by Cheapflights users on 3/27. 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 5/22:50 pm
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Tue 5/510:10 am
MCO
- HVN
Nonstop2h 42m
Avelo Airlines
Deal found 3/27![Avelo Airlines logo]()
$212
This Breeze Airways deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:36 pm
HVN
- MCO
Nonstop3h 00m
Breeze Airways
Thu 6/47:10 am
MCO
- HVN
1 stop9h 37m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$149
This Breeze Airways deal was found by Cheapflights users on 3/27. 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 8/208:36 pm
HVN
- MCO
Nonstop3h 00m
Breeze Airways
Sun 8/235:06 pm
MCO
- HVN
Nonstop2h 50m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$162
This Breeze Airways deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/211:59 am
HVN
- MCO
1 stop5h 03m
Breeze Airways
Fri 5/87:00 am
MCO
- HVN
1 stop10h 51m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$193
This Breeze Airways deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:24 pm
HVN
- MCO
1 stop4h 34m
Breeze Airways
Sun 9/134:26 pm
MCO
- HVN
Nonstop2h 48m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$195
This Breeze Airways deal was found by Cheapflights users on 3/27. 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 5/310:38 am
HVN
- MCO
Nonstop3h 11m
Breeze Airways
Fri 5/87:00 am
MCO
- HVN
1 stop10h 51m
Breeze Airways
Deal found 3/27![Breeze Airways logo]()
$198
This Breeze Airways deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/142:46 pm
HVN
- MCO
Nonstop3h 11m
Breeze Airways
Tue 4/217:10 am
MCO
- HVN
1 stop5h 12m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$282
Last-minute flights from New Haven to KissimmeeDiscover last-minute flight deals from New Haven to Kissimmee. Data last updated April 1, 2026 and is based on user searches.
Discover last-minute flight deals from New Haven to Kissimmee. Data last updated April 1, 2026 and is based on user searches.
This WAYA deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/106:59 pm
HVN
- MCO
1 stop5h 34m
Multiple Airlines
Tue 4/215:55 am
MCO
- HVN
1 stop8h 05m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$185
This Mytrip deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/168:00 am
HVN
- MCO
1 stop7h 29m
Multiple Airlines
Tue 4/216:22 am
MCO
- HVN
1 stop7h 38m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$165
This WAYA deal was found by Cheapflights users on 3/27. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/207:00 am
HVN
- MCO
1 stop6h 58m
Multiple Airlines
Thu 4/232:46 pm
MCO
- HVN
1 stop7h 09m
Multiple Airlines
Deal found 3/27![Multiple Airlines logo]()
$183
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:46 pm
HVN
- MCO
Nonstop3h 11m
Breeze Airways
Sat 5/27:00 am
MCO
- HVN
1 stop4h 19m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$133
This Mytrip deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:30 am
HVN
- MCO
Nonstop2h 50m
Multiple Airlines
Mon 4/2710:49 pm
MCO
- HVN
2 stops13h 57m
Multiple Airlines
Deal found 3/28![Multiple Airlines logo]()
$180
This Mytrip deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:30 am
HVN
- MCO
Nonstop2h 50m
Multiple Airlines
Tue 4/286:22 am
MCO
- HVN
1 stop6h 24m
Multiple Airlines
Deal found 4/1![Multiple Airlines logo]()
$114
This Trip.com deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:30 am
HVN
- MCO
Nonstop2h 50m
Multiple Airlines
Fri 5/15:10 am
MCO
- HVN
1 stop8h 01m
Multiple Airlines
Deal found 3/29![Multiple Airlines logo]()
$166
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/252:50 pm
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Wed 4/2911:50 am
MCO
- HVN
Nonstop2h 42m
Avelo Airlines
Deal found 3/30![Avelo Airlines logo]()
$171
This CheapOair deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/252:50 pm
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Thu 4/3012:15 pm
MCO
- HVN
Nonstop2h 42m
Avelo Airlines
Deal found 3/28![Avelo Airlines logo]()
$179
This CheapOair deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:46 pm
HVN
- MCO
Nonstop3h 11m
Breeze Airways
Tue 5/58:05 am
MCO
- HVN
1 stop4h 17m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$151
This Mytrip deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/308:00 am
HVN
- MCO
1 stop8h 44m
Multiple Airlines
Thu 5/712:15 pm
MCO
- HVN
Nonstop2h 42m
Multiple Airlines
Deal found 3/31![Multiple Airlines logo]()
$157
One-way flights from New Haven to KissimmeeSearch for one-way flight options from New Haven to Kissimmee. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
Search for one-way flight options from New Haven to Kissimmee. Find affordable one-way fares based on user searches. Data last updated April 1, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/56:30 am
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Deal found 3/31![Avelo Airlines logo]()
$34
This Cheapflightsfares deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/252:50 pm
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Deal found 3/31![Avelo Airlines logo]()
$39
This Breeze Airways deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/33:42 pm
HVN
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$49
This CheapOair deal was found by Cheapflights users on 3/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/93:42 pm
HVN
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 3/28![Breeze Airways logo]()
$51
This Booking.com deal was found by Cheapflights users on 3/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/262:47 pm
HVN
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 3/31![Breeze Airways logo]()
$54
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/282:46 pm
HVN
- MCO
Nonstop3h 11m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$56
This CheapOair deal was found by Cheapflights users on 3/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/248:36 pm
HVN
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 3/30![Breeze Airways logo]()
$61
This CheapOair deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/48:30 am
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Deal found 4/1![Avelo Airlines logo]()
$63
This Booking.com deal was found by Cheapflights users on 4/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/212:46 pm
HVN
- MCO
Nonstop3h 11m
Breeze Airways
Deal found 4/1![Breeze Airways logo]()
$64
This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/233:42 pm
HVN
- MCO
Nonstop3h 00m
Breeze Airways
Deal found 3/29![Breeze Airways logo]()
$66
This CheapOair deal was found by Cheapflights users on 3/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:30 am
HVN
- MCO
Nonstop2h 50m
Avelo Airlines
Deal found 3/29![Avelo Airlines logo]()
$68
Find flight deals from New Haven to Kissimmee
Keep the following information in mind while searching for New Haven to Kissimmee flight deals. Data was last updated April 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $95 (Cheapflightsfares) |
One-way from | $34 (Cheapflightsfares) |
Popular in | November |
Cheapest in | September |
Average price | $202 |
Cheapflights Fare Finder
Customize your flight search to find flights from New Haven to Kissimmee that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
Use the filters below to find and compare flights from New Haven to Kissimmee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Thu 9/10
7:54 pm-11:03 pm
Nonstop3h 09m
Orlando
Sun 9/13
4:26 pm-7:14 pm
Nonstop2h 48m
$126
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Thu 5/28
8:36 pm-11:36 pm
Nonstop3h 00m
Orlando
Thu 6/4
7:10 am-4:47 pm
1 stop9h 37m
$149
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Thu 8/20
8:36 pm-11:36 pm
Nonstop3h 00m
Orlando
Sun 8/23
5:06 pm-7:56 pm
Nonstop2h 50m
$162
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Sat 5/2
11:59 am-5:02 pm
1 stop5h 03m
Orlando
Fri 5/8
7:00 am-5:51 pm
1 stop10h 51m
$193
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Fri 9/11
6:24 pm-10:58 pm
1 stop4h 34m
Orlando
Sun 9/13
4:26 pm-7:14 pm
Nonstop2h 48m
$195
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Sun 5/3
10:38 am-1:49 pm
Nonstop3h 11m
Orlando
Fri 5/8
7:00 am-5:51 pm
1 stop10h 51m
$198
Quickest round-trip
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Sat 5/2
2:50 pm-5:40 pm
Nonstop2h 50m
Orlando
Tue 5/5
10:10 am-12:52 pm
Nonstop2h 42m
$212
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Tue 4/14
2:46 pm-5:57 pm
Nonstop3h 11m
Orlando
Tue 4/21
7:10 am-12:22 pm
1 stop5h 12m
$282
Cheapest one-way
Quickest one-way
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Tue 5/5
6:30 am-9:20 am
Nonstop2h 50m
$34
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Sat 4/25
2:50 pm-5:40 pm
Nonstop2h 50m
$39
Showing 1-10 of 16 resultsSorted by cheapest first
Best time to book a flight from New Haven to Kissimmee
Have a flexible travel schedule? Discover the best time to fly to Kissimmee from New Haven with our price prediction graph.
HVN-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 New Haven to Kissimmee
HVN-K1S
HVN-MCO
How far ahead should I book a flight from New Haven to Kissimmee?
Use this chart to determine the optimal time to book a round-trip flight from New Haven to Kissimmee. Price data was last updated on March 13, 2026.
The best time to book flights from New Haven to Kissimmee is 39 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from New Haven to Kissimmee?
Currently, February is the cheapest month in which you can book a flight from New Haven to Kissimmee (average of $36). Flying from New Haven to Kissimmee in October is currently the most expensive (average of $58). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from HVN to K1S?
Find hourly flight availability from New Haven to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 1, 2026.
When flying from New Haven to Kissimmee, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 25% versus a flight in the morning.
What is the cheapest day to fly from New Haven to Kissimmee?
Use this chart to determine the cheapest time to fly round-trip from New Haven to Kissimmee. Price data was last updated on March 28, 2026.
Travelers seeking maximum savings on their New Haven to Kissimmee flight should consider departing on Saturday mornings when fares are most often at their lowest. Tuesday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
How much does it cost to fly round-trip from New Haven to Kissimmee?
Reviews of airlines servicing Kissimmee
Get insights into the airlines that provide service to Kissimmee. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Kissimmee. Reviews last updated April 1, 2026.
Get a feel of what it's like to fly with Breeze Airways,Avelo Airlines, andJetBlue from New Haven to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.6
Entertainment
6.6
Crew
8.7
Overall
8.1
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.6
Entertainment
6.6
Crew
8.7
Overall
8.1
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Avelo Airlines
Food
6.6
Entertainment
6.6
Crew
8.7
Overall
8.1
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.6
Entertainment
6.6
Crew
8.7
Overall
8.1
Boarding
8.3
Comfort
8.2
Reviews
1 / 18
4.0
OkayLisa,Mar 2026
ORF - JAX
Food
6.6
Entertainment
6.6
Crew
8.7
Overall
8.1
Boarding
8.3
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 New Haven 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 New Haven to Kissimmee
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Complete your trip
Complete your trip to Kissimmee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from New Haven to Kissimmee by cabin class
Find flights from New Haven to Kissimmee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
New Haven and Kissimmee flights
Browse other New Haven and Kissimmee flight options. Last updated on April 1, 2026.
Other flights from New Haven
Browse through other flights departing from New Haven. Flights are based on user searches made on Cheapflights and were last updated on April 1, 2026.
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New Haven to Kissimmee flights
Consider these flights traveling from New Haven to Kissimmee.
Top 4 airlines flying from New Haven to Kissimmee
Discover the top 4 airlines that operate flights from New Haven to Kissimmee. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$170 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$52 | Average$148 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$56 | Average$158 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$123 | Average$219 | FlexibilityNo cancel fee | On-time62% |