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Kissimmee

$31+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — MCO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheapflights Tip: The best prices from Tweed-New Haven to Kissimmee are usually found in May or September, booked 39 days in advance, depart on a Wednesday or Tuesday and return on a Saturday

Cheap flight deals from New Haven to Kissimmee

Cheapest flights from New Haven to Kissimmee
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 January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/228:44 pm
HVN
-
MCO
Nonstop3h 11m
Breeze Airways
Thu 2/265:16 pm
MCO
-
HVN
Nonstop2h 48m
Breeze Airways
Deal found 1/27$76
This Super.com deal was found by Cheapflights users on 1/29. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/106:30 am
HVN
-
MCO
Nonstop3h 02m
Avelo Airlines
Wed 2/1111:55 am
MCO
-
HVN
Nonstop2h 41m
Avelo Airlines
Deal found 1/29$77
This Kiwi.com deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/172:46 pm
HVN
-
MCO
Nonstop3h 11m
Breeze Airways
Tue 3/2411:13 am
MCO
-
HVN
Nonstop2h 48m
Breeze Airways
Deal found 1/26$78
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:44 pm
HVN
-
MCO
Nonstop3h 11m
Breeze Airways
Thu 3/55:16 pm
MCO
-
HVN
Nonstop2h 48m
Breeze Airways
Deal found 1/27$80
This CheapOair deal was found by Cheapflights users on 1/27. 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.
Tue 2/242:46 pm
HVN
-
MCO
Nonstop3h 11m
Breeze Airways
Tue 3/311:13 am
MCO
-
HVN
Nonstop2h 48m
Breeze Airways
Deal found 1/27$82
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/268:44 pm
HVN
-
MCO
Nonstop3h 11m
Breeze Airways
Tue 3/311:13 am
MCO
-
HVN
Nonstop2h 48m
Breeze Airways
Deal found 1/27$88
This Kiwi.com deal was found by Cheapflights users on 1/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/78:36 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Sat 6/1312:07 pm
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 1/27$89
This Mytrip deal was found by Cheapflights users on 1/27. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/88:44 pm
HVN
-
MCO
Nonstop3h 11m
Breeze Airways
Tue 3/107:10 am
MCO
-
HVN
1 stop5h 12m
Breeze Airways
Deal found 1/27$97
This Breeze Airways deal was found by Cheapflights users on 1/27. 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 9/108:36 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Sun 9/135:06 pm
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 1/27$98
This Super.com deal was found by Cheapflights users on 1/27. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/73:50 pm
HVN
-
MCO
Nonstop3h 02m
Avelo Airlines
Tue 2/1010:20 am
MCO
-
HVN
Nonstop2h 36m
Avelo Airlines
Deal found 1/27$99

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 January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$76
(Kiwi.com)

One-way from

$31
(Gotogate)

Popular in

November

Cheapest in

May

Average price

$119
Provider with most accurate pricing for New York (NYC)-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Orlando (ORL) flights.
Search Deals
From Tweed-New Haven to Kissimmee
Search Deals
One-way flight from Tweed-New Haven to Kissimmee
Search Deals
Highest demand for flights based on searches. 27% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 January 29, 2026.
Use the filters below to find and compare flights from New Haven to Kissimmee that are best for you.

Fly from

New Haven

Fly to

Kissimmee

Route

Depart

Return

Price

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sun 3/1

8:44 pm-11:55 pm

Nonstop3h 11m

Orlando

Thu 3/5

5:16 pm-8:04 pm

Nonstop2h 48m

$82

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 2/26

8:44 pm-11:55 pm

Nonstop3h 11m

Orlando

Thu 3/5

5:16 pm-8:04 pm

Nonstop2h 48m

$94

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Mon 3/23

12:07 pm-4:28 pm

1 stop4h 21m

Orlando

Tue 3/24

11:13 am-2:01 pm

Nonstop2h 48m

$103

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Tue 3/24

2:46 pm-5:57 pm

Nonstop3h 11m

Orlando

Fri 3/27

7:05 am-11:27 am

1 stop4h 22m

$108

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 3/12

8:44 pm-11:55 pm

Nonstop3h 11m

Orlando

Tue 3/17

11:13 am-2:01 pm

Nonstop2h 48m

$114

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Tue 3/17

2:46 pm-5:57 pm

Nonstop3h 11m

Orlando

Tue 3/24

7:10 am-12:22 pm

1 stop5h 12m

$117

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 4/23

8:44 pm-11:55 pm

Nonstop3h 11m

Orlando

Tue 4/28

7:10 am-12:22 pm

1 stop5h 12m

$120

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Mon 3/9

12:07 pm-4:28 pm

1 stop4h 21m

Orlando

Tue 3/17

7:10 am-12:22 pm

1 stop5h 12m

$124

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sun 2/22

8:44 pm-11:55 pm

Nonstop3h 11m

Orlando

Thu 2/26

7:10 am-5:18 pm

1 stop10h 08m

$125

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 3/12

8:44 pm-11:55 pm

Nonstop3h 11m

Orlando

Mon 3/16

7:05 am-11:27 am

1 stop4h 22m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/29

Showing 1-10 of 21 results
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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.
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

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 January 23, 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, March is the cheapest month in which you can book a flight from New Haven to Kissimmee (average of $38). 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 January 29, 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 in the evening, which can drop the price by up to 21% 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 January 24, 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.

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 January 29, 2026.
Get a feel of what it's like to fly with Breeze Airways, Avelo Airlines, and JetBlue 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.
Breeze Airways
8.2
Very good
263 reviews

Overall

8.2

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Breeze Airways
8.2
Very good
263 reviews
Breeze Airways
8.2
Very good
263 reviews

Overall

8.2

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
Avelo Airlines
7.6
Good
Breeze Airways
8.2
Very good
263 reviews

Overall

8.2

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.
JetBlue
7.2
Good
2,892 reviews
Breeze Airways
8.2
Very good
263 reviews

Overall

8.2

Crew

8.7

Comfort

8.2

Boarding

8.3

Entertainment

6.6

Food

6.7

Reviews

1 / 17
2.0
Mediocre

Justine,Jan 2026

RDU - MCO

1/10, I have never experienced the amount of delays, my flight was supposed to board at 8:34pm, we didn’t board until 3:35am from RDU. The staff got rude and very disrespectful when you asked what was going on it was like we didn’t board until something wrong or were pestering them for answers. I was 1 question 1 time, they were not communicating with us at all. So when our plane was now 6+ hrs delayed and nothing was being said to us .. yeah I think we have a right to ask a question. Everything took so long and was such a process; I have never experienced this before and I’m a frequent flyer, breeze makes spirit airlines look like a 100/10 airline.

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.

  • What airport do you fly from for flights from New Haven to Kissimmee?

    Tweed-New Haven (HVN) is the airport you will fly out of if you book a flight from New Haven to Kissimmee. You should not have trouble finding flights to Kissimmee from Tweed-New Haven; the airport handles an average of 0 outbound flights to Kissimmee per day. You should also have plenty of airline options to choose from since 4 airlines have flights from the New Haven airport to Kissimmee. It is only a 3.6 mi journey to Tweed-New Haven (HVN) from New Haven’s city center.

  • How long is the flight from New Haven to Kissimmee?

    Airlines like Breeze Airways fly from New Haven to Kissimmee in about 3h 11m. The time it takes to get you to your destination is usually consistent. There are 1005 mi between New Haven and Kissimmee. All flights are typically nonstop.

  • What are the cheapest flights from New Haven to Kissimmee?

    Looking for the cheapest flight from New Haven to Kissimmee? While on average our users pay $131, our data indicates the cheapest price to be $39. The most popular route (Tweed-New Haven - Orlando), is priced around $72.

  • Can I find deals for flights from New Haven to Kissimmee that include hotel bookings?

    Yes. In addition to deals on New Haven to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New Haven to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New Haven to Kissimmee.

  • Can I find deals for business class flights from New Haven to Kissimmee?

    Yes. Cheapflights offers flight deals from New Haven to Kissimmee by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New Haven to Kissimmee?

    Currently, March is the cheapest month in which you can book a flight from New Haven to Kissimmee (average of $38). 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.

See more FAQs

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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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$143FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$50Average$150FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$50Average$140FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$123Average$219FlexibilityNo cancel feeOn-time62%

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