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Kissimmee

$48+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — MCO
Jul 6 — Jul 131
Mon 7/6
Mon 7/13
1 adult, Economy
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Cheapflights Tip: The best prices from Tweed-New Haven to Kissimmee are usually found in September or January, booked 39 days in advance, depart on a Monday or Tuesday and return on a Tuesday

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 June 6, 2026.

This Kiwi.com deal was found by Cheapflights users on 6/1. 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.
Thu 8/278:36 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Sun 8/307:10 am
MCO
-
HVN
1 stop9h 37m
Breeze Airways
Deal found 6/1$124
This Kiwi.com deal was found by Cheapflights users on 6/2. 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 8/293:42 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Sun 9/65:06 pm
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 6/2$126
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Thu 8/278:36 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Sat 8/2912:07 pm
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 6/4$130
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Tue 8/252:47 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Sat 8/2912:07 pm
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 6/4$135
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Tue 8/252:47 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Thu 8/277:10 am
MCO
-
HVN
1 stop9h 37m
Breeze Airways
Deal found 6/4$136
This Kiwi.com deal was found by Cheapflights users on 6/4. 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 8/238:36 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Tue 9/111:12 am
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 6/4$140
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Thu 8/278:36 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Tue 9/17:10 am
MCO
-
HVN
1 stop5h 16m
Breeze Airways
Deal found 6/4$141
This Booking.com deal was found by Cheapflights users on 6/3. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/68:36 pm
HVN
-
MCO
Nonstop3h 00m
Multiple Airlines
Fri 9/1112:15 pm
MCO
-
HVN
Nonstop2h 44m
Multiple Airlines
Deal found 6/3$142
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Tue 7/142:47 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Wed 7/2912:07 pm
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 6/4$145
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
Tue 8/252:47 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Tue 9/17:10 am
MCO
-
HVN
1 stop5h 16m
Breeze Airways
Deal found 6/4$146

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 June 6, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$124
(Kiwi.com)

One-way from

$48
(Kiwi.com)

Popular in

April

Cheapest in

September

Average price

$152
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. 15% potential increase in price ($30 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 6, 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

Price

Cheapest round-trip
Quickest round-trip

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sat 8/29

3:42 pm-6:42 pm

Nonstop3h 00m

Orlando

Sun 9/6

5:06 pm-7:56 pm

Nonstop2h 50m

$131

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Wed 7/29

3:42 pm-6:42 pm

Nonstop3h 00m

Orlando

Mon 8/3

7:00 am-6:15 pm

1 stop11h 15m

$160

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Wed 7/29

3:42 pm-6:42 pm

Nonstop3h 00m

Orlando

Tue 8/4

7:10 am-12:26 pm

1 stop5h 16m

$165

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Tue 7/28

2:47 pm-5:47 pm

Nonstop3h 00m

Orlando

Mon 8/3

7:00 am-6:15 pm

1 stop11h 15m

$165

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 8/27

8:36 pm-11:36 pm

Nonstop3h 00m

Orlando

Sun 8/30

5:06 pm-7:56 pm

Nonstop2h 50m

$167

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Tue 7/7

2:47 pm-5:47 pm

Nonstop3h 00m

Orlando

Sun 7/12

5:06 pm-7:56 pm

Nonstop2h 50m

$189

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Tue 8/11

2:47 pm-5:47 pm

Nonstop3h 00m

Orlando

Tue 8/18

7:10 am-12:26 pm

1 stop5h 16m

$201
Cheapest one-way
Quickest one-way

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 8/27

8:36 pm-11:36 pm

Nonstop3h 00m

$48

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Fri 9/25

6:24 pm-10:58 pm

1 stop4h 34m

$81

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sun 7/19

8:36 pm-11:36 pm

Nonstop3h 00m

$81

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/5

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

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

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 June 6, 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.

How much does it cost to fly round-trip from New Haven to Kissimmee?

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 May 30, 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 June 6, 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.
Breeze Airways
8.2
Very good
288 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Food

6.7

Crew

8.7

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
288 reviews
Breeze Airways
8.2
Very good
288 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Food

6.7

Crew

8.7

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Avelo Airlines
7.6
Good
Breeze Airways
8.2
Very good
288 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Food

6.7

Crew

8.7

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
JetBlue
7.1
Good
2,982 reviews
Breeze Airways
8.2
Very good
288 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Food

6.7

Crew

8.7

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Frontier
5.6
Fair
2,911 reviews
Breeze Airways
8.2
Very good
288 reviews

Boarding

8.3

Comfort

8.2

Overall

8.2

Food

6.7

Crew

8.7

Entertainment

6.7

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 1 outbound flight 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. 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 airlines to fly from New Haven to Kissimmee one-way?

    One-way options have recently been found by users for as low as $39 on Avelo Airlines. Other airlines that offer cheap prices include Breeze Airways from $39 and JetBlue from $53 one-way.

  • 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 $160, our data indicates the cheapest price to be $59. The most popular route (Tweed-New Haven - Orlando), is priced around $112.

  • 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.

See more FAQs

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Alternative routes for New Haven to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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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 June 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$57Average$167FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$57Average$165FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$70Average$170FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$123Average$222FlexibilityNo cancel feeOn-time62%

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