HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Kissimmee

$40+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
HVN — MCO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

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 May or January, booked 59 days in advance, depart on a Tuesday or Wednesday and return on a Friday

Cheap 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 September 15, 2025.

Round-trip from

$78
(Cheapflightsfares)

One-way from

$40
(Booking.com)

Popular in

April

Cheapest in

May

Average price

$128
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. 1% potential increase in price ($2 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 September 2025
Search Deals

Find 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 September 15, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 12/128:50 amHVN - MCO
Nonstop2h 53mAvelo Airlines
Wed 12/1710:08 amMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 9/14$78
This CheapOair deal was found by Cheapflights users on 9/14. 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 11/187:00 amHVN - MCO
Nonstop2h 53mAvelo Airlines
Tue 11/2510:08 amMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 9/14$83
This Cheapflightsfares deal was found by Cheapflights users on 9/14. 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 12/173:55 pmHVN - MCO
Nonstop2h 53mAvelo Airlines
Wed 12/2410:08 amMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 9/14$93
This CheapOair deal was found by Cheapflights users on 9/12. 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 11/248:50 amHVN - MCO
Nonstop2h 53mAvelo Airlines
Mon 11/247:53 pmMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 9/12$103
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/232:42 pmHVN - MCO
Nonstop3h 04mBreeze Airways
Tue 9/3011:12 amMCO - HVN
Nonstop2h 45mBreeze Airways
Deal found 9/14$107
This Mytrip deal was found by Cheapflights users on 9/13. 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.
Wed 9/248:00 amHVN - MCO
Nonstop2h 45mAvelo Airlines
Thu 9/257:55 pmMCO - HVN
Nonstop2h 40mAvelo Airlines
Deal found 9/13$108
This Breeze Airways deal was found by Cheapflights users on 9/13. 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 9/257:48 pmHVN - MCO
Nonstop3h 04mBreeze Airways
Tue 9/3011:12 amMCO - HVN
Nonstop2h 45mBreeze Airways
Deal found 9/13$113
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/217:48 pmHVN - MCO
Nonstop3h 04mBreeze Airways
Tue 9/3011:12 amMCO - HVN
Nonstop2h 45mBreeze Airways
Deal found 9/14$114
This CheapOair deal was found by Cheapflights users on 9/13. 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 9/248:00 amHVN - MCO
Nonstop2h 45mAvelo Airlines
Sat 9/2710:40 amMCO - HVN
Nonstop2h 40mAvelo Airlines
Deal found 9/13$116
This Cheapflightsfares deal was found by Cheapflights users on 9/13. 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 12/137:30 amHVN - MCO
Nonstop2h 53mAvelo Airlines
Thu 12/188:23 pmMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 9/13$118
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 9/232:42 pmHVN - MCO
Nonstop3h 04mBreeze Airways
Thu 9/254:23 pmMCO - HVN
Nonstop2h 45mBreeze Airways
Deal found 9/14$119
This CheapOair deal was found by Cheapflights users on 9/14. 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 10/72:42 pmHVN - MCO
Nonstop3h 04mBreeze Airways
Thu 10/94:01 pmMCO - HVN
Nonstop2h 45mBreeze Airways
Deal found 9/14$120

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 September 15, 2025.
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

Thu 12/18

7:26 pm-10:30 pm

Nonstop3h 04m

Orlando

Tue 12/23

11:12 am-1:57 pm

Nonstop2h 45m

$108

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 12/11

7:26 pm-10:30 pm

Nonstop3h 04m

Orlando

Tue 12/16

11:12 am-1:57 pm

Nonstop2h 45m

$108

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 9/25

7:48 pm-10:52 pm

Nonstop3h 04m

Orlando

Tue 9/30

11:12 am-1:57 pm

Nonstop2h 45m

$113

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Mon 11/10

3:35 pm-6:28 pm

Nonstop2h 53m

Orlando

Thu 11/13

6:43 pm-9:19 pm

Nonstop2h 36m

$128

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 12/4

7:26 pm-10:30 pm

Nonstop3h 04m

Orlando

Thu 12/11

4:01 pm-6:46 pm

Nonstop2h 45m

$128

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Wed 12/17

3:55 pm-6:48 pm

Nonstop2h 53m

Orlando

Sun 12/21

8:23 pm-10:59 pm

Nonstop2h 36m

$133

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Tue 2/3

2:46 pm-5:57 pm

Nonstop3h 11m

Orlando

Sun 2/8

7:05 am-5:18 pm

1 stop10h 13m

$136

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Tue 10/21

2:42 pm-5:46 pm

Nonstop3h 04m

Orlando

Sun 10/26

4:01 pm-6:46 pm

Nonstop2h 45m

$148

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Mon 10/27

1:45 pm-4:30 pm

Nonstop2h 45m

$41

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sat 1/3

3:30 pm-6:23 pm

Nonstop2h 53m

$43

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/12

Showing 1-10 of 19 results
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

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 September 12, 2025.

The best time to book flights from New Haven to Kissimmee is 59 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, May is the cheapest month in which you can book a flight from New Haven to Kissimmee (average of $206). Flying from New Haven to Kissimmee in November is currently the most expensive (average of $289). 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 September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Haven to Kissimmee as you normally would.

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 September 14, 2025.

Travelers seeking maximum savings on their New Haven to Kissimmee flight should consider departing on Wednesday at noon when fares are most often at their lowest. Monday at noon 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 September 15, 2025.
Get a feel of what it's like to fly with Breeze Airways, Avelo Airlines, and Frontier 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
8.0
Very good
205 reviews

Entertainment

6.5

Boarding

8.2

Overall

8.0

Comfort

8.1

Food

6.7

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.0
Very good
205 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Boarding

8.2

Overall

8.0

Comfort

8.1

Food

6.7

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Avelo Airlines
7.5
Good
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Boarding

8.2

Overall

8.0

Comfort

8.1

Food

6.7

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Frontier
5.8
Fair
3,173 reviews
Breeze Airways
8.0
Very good
205 reviews

Entertainment

6.5

Boarding

8.2

Overall

8.0

Comfort

8.1

Food

6.7

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

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 3 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 04m. 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 $124, our data indicates the cheapest price to be $39. The most popular route (Tweed-New Haven - Orlando), is priced around $77.

  • 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, May is the cheapest month in which you can book a flight from New Haven to Kissimmee (average of $206). Flying from New Haven to Kissimmee in November is currently the most expensive (average of $289). 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

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.

Alternative routes for New Haven to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Miami flights
Newark to Fort Lauderdale flights
LaGuardia to Fort Lauderdale flights
Newark to Miami flights
LaGuardia to Miami flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Fort Lauderdale flights
Newark to Orlando flights
LaGuardia to Orlando flights
John F Kennedy Intl to West Palm Beach flights
LaGuardia to Tampa flights
Providence to Orlando flights
Newark to West Palm Beach flights
John F Kennedy Intl to Tampa flights
Newark to Tampa flights
LaGuardia to West Palm Beach flights
Hartford to Orlando flights
LaGuardia to Fort Myers flights
John F Kennedy Intl to Fort Myers flights
Newark to Fort Myers flights
John F Kennedy Intl to Sarasota flights
Providence to Tampa flights
Newark to Jacksonville flights
John F Kennedy Intl to Jacksonville flights
Newark to Key West flights
Hartford to Fort Lauderdale flights
Providence to Fort Myers flights
LaGuardia to Sarasota flights
LaGuardia to Jacksonville flights
Hartford to Tampa flights
Newark to Sarasota flights
Providence to Fort Lauderdale flights
John F Kennedy Intl to Key West flights
Hartford to West Palm Beach flights
Providence to West Palm Beach flights
LaGuardia to Pensacola flights
Hartford to Miami flights
Hartford to Fort Myers flights
New Haven to Orlando flights
New Haven to Fort Lauderdale flights
LaGuardia to Key West flights
New Haven to West Palm Beach flights
Newark to Pensacola flights
Newark to St Petersburg flights
John F Kennedy Intl to Valparaiso flights
John F Kennedy Intl to Pensacola flights
John F Kennedy Intl to Daytona Beach flights
Providence to Daytona Beach flights
LaGuardia to Valparaiso flights
Newark to Panama City flights

Top 3 airlines flying from New Haven to Kissimmee

Discover the top 3 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$129FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$60Average$150FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$63Average$151FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.