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Kissimmee

$19+ Cheap flights from Connecticut 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MCO
Dec 18 — Dec 251
Thu 12/18
Thu 12/25
1 adult, Economy
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Find flight deals from Connecticut to Kissimmee

Cheapest flights from Connecticut to Kissimmee
Explore the most affordable flight options available from Connecticut to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 18, 2025.

This Trip.com deal was found by Cheapflights users on 11/18. 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.
Tue 12/26:30 amHVN - MCO
Nonstop2h 53mAvelo Airlines
Thu 12/412:08 pmMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 11/18$74
This Booking.com deal was found by Cheapflights users on 11/17. 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.
Fri 12/124:15 pmHVN - MCO
Nonstop2h 53mAvelo Airlines
Wed 12/1710:08 amMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 11/17$76
This Mytrip deal was found by Cheapflights users on 11/17. 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.
Mon 12/154:15 pmHVN - MCO
Nonstop2h 53mMultiple Airlines
Thu 12/186:10 amMCO - HVN
1 stop7h 00mMultiple Airlines
Deal found 11/17$85
This CheapOair deal was found by Cheapflights users on 11/18. 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 12/27:30 amLGA - MCO
1 stop13h 12mSpirit Airlines
Sat 12/65:27 pmMCO - LGA
Nonstop2h 33mSpirit Airlines
Deal found 11/18$89
This Expedia deal was found by Cheapflights users on 11/17. 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.
Tue 12/25:45 amLGA - MCO
1 stop5h 09mSpirit Airlines
Wed 12/105:27 pmMCO - LGA
Nonstop2h 33mSpirit Airlines
Deal found 11/17$90
This Super.com deal was found by Cheapflights users on 11/18. 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 12/36:05 amEWR - MCO
Nonstop2h 56mSpirit Airlines
Sat 12/1310:46 pmMCO - EWR
Nonstop2h 43mSpirit Airlines
Deal found 11/18$90
This Kiwi.com deal was found by Cheapflights users on 11/18. 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 12/26:00 amLGA - MCO
Nonstop2h 54mSpirit Airlines
Fri 12/56:34 pmMCO - LGA
1 stop5h 08mSpirit Airlines
Deal found 11/18$91
This Kiwi.com deal was found by Cheapflights users on 11/17. 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 12/21:00 pmJFK - MCO
1 stop21h 45mFrontier
Wed 12/107:15 amMCO - JFK
Nonstop2h 45mFrontier
Deal found 11/17$91
This Booking.com deal was found by Cheapflights users on 11/17. 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 12/148:30 amHVN - MCO
Nonstop2h 53mAvelo Airlines
Wed 12/1710:08 amMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 11/17$91
This Expedia deal was found by Cheapflights users on 11/17. 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.
Tue 12/26:05 amEWR - MCO
Nonstop2h 56mSpirit Airlines
Thu 12/410:46 pmMCO - EWR
Nonstop2h 43mSpirit Airlines
Deal found 11/17$91
This Cheapflightsfares deal was found by Cheapflights users on 11/18. 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 12/97:32 amLGA - MCO
1 stop5h 52mSpirit Airlines
Thu 12/116:34 pmMCO - LGA
1 stop5h 08mSpirit Airlines
Deal found 11/18$92
This Super.com deal was found by Cheapflights users on 11/17. 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 12/66:25 amJFK - MCO
1 stop6h 14mFrontier
Sat 1/107:15 amMCO - JFK
Nonstop2h 45mFrontier
Deal found 11/17$92

Cheap flight deals from Connecticut to Kissimmee

Keep the following information in mind while searching for Connecticut to Kissimmee flight deals. Data was last updated November 18, 2025.

Round-trip from

$74
(Trip.com)

One-way from

$19
(Cheapflightsfares)

Popular in

December

Cheapest in

March

Average price

$250
From Connecticut to Kissimmee
Search Deals
One-way flight from Connecticut to Kissimmee
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Connecticut 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 November 18, 2025.
Use the filters below to find and compare flights from Connecticut to Kissimmee that are best for you.

Fly from

Connecticut

Fly to

Kissimmee

Route

Depart

Return

Price

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Tue 1/27

6:00 pm-9:10 pm

Nonstop3h 10m

Orlando

Fri 1/30

7:45 pm-10:28 pm

Nonstop2h 43m

$95

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Mon 12/29

11:59 am-3:02 pm

Nonstop3h 03m

Orlando

Thu 1/1

12:20 pm-3:04 pm

Nonstop2h 44m

$95

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Sun 1/11

8:45 pm-11:50 pm

Nonstop3h 05m

Orlando

Wed 1/14

2:05 pm-4:53 pm

Nonstop2h 48m

$95

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Sat 1/24

6:00 pm-9:10 pm

Nonstop3h 10m

Orlando

Mon 2/2

4:00 pm-6:44 pm

Nonstop2h 44m

$97

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Fri 1/30

6:00 pm-9:10 pm

Nonstop3h 10m

Orlando

Mon 2/2

8:15 am-11:00 am

Nonstop2h 45m

$97

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sun 1/18

7:45 pm-10:56 pm

Nonstop3h 11m

Orlando

Sun 1/25

7:05 am-5:18 pm

1 stop10h 13m

$106

New YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Mon 1/19

7:10 am-10:18 am

Nonstop3h 08m

Orlando

Thu 1/22

7:58 pm-10:38 pm

Nonstop2h 40m

$117

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Tue 1/6

5:41 pm-8:44 pm

Nonstop3h 03m

Orlando

Thu 1/8

1:53 pm-11:30 pm

1 stop9h 37m

$117

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

$117

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 1/5

6:36 pm-10:59 pm

1 stop4h 23m

Orlando

Thu 1/8

7:48 pm-11:56 pm

1 stop4h 08m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/16

Showing 1-10 of 60 results
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Best time to book a flight from Connecticut to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Connecticut 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 Connecticut to Kissimmee

What is the cheapest month to book a flight from Connecticut to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Connecticut to Kissimmee (average of $39). Flying from Connecticut to Kissimmee in October is currently the most expensive (average of $68). 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 CT to K1S?

Find hourly flight availability from Connecticut 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 November 18, 2025.

One of the essential ways to save on airfare from Connecticut to Kissimmee is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 10% on airfare.

What is the cheapest day to fly from Connecticut to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Connecticut to Kissimmee. Price data was last updated on November 2, 2025.

Travelers seeking maximum savings on their Connecticut to Kissimmee flight should consider departing on Saturday mornings when fares are most often at their lowest. Saturday afternoons 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 Connecticut to Kissimmee?

Related info for your journey

Find useful and relevant information for your journey from Connecticut to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Connecticut to Kissimmee?

    For as low as $117, JetBlue can have you in Kissimmee from Connecticut in 3h 08m. Airlines will cover a distance of 950 mi. Most flights are nonstop.

  • What are the cheapest airlines to fly from Connecticut to Kissimmee one-way?

    To fly one-way, consider booking your trip with Avelo Airlines, which is currently one of the cheapest options available, starting at $19. Breeze Airways flights start at $30 while deals on JetBlue start at $48 one-way.

  • What are the most popular routes from Connecticut to Kissimmee?

    The most popular flight routes from Connecticut to Kissimmee are New York John F Kennedy Intl - Orlando, Newark - Orlando and New York LaGuardia - Orlando.

  • What are the most reliable airlines from Connecticut to Kissimmee?

    No one likes to see their flight delayed. When booking a flight from Connecticut to Kissimmee consider choosing Breeze Airways (100%), Frontier (82%) or Southwest (76%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Connecticut to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $54. While the most popular route (New York John F Kennedy Intl - Orlando) can be booked for $67 on average, our data indicates $210 when flying from Connecticut to Kissimmee.

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

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

  • How can I find direct flights from Connecticut to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Connecticut 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 Connecticut to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Connecticut to Kissimmee (average of $39). Flying from Connecticut to Kissimmee in October is currently the most expensive (average of $68). 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.

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Alternative routes for Connecticut to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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Top 9 airlines flying from Connecticut to Kissimmee

Discover the top 9 airlines that operate flights from Connecticut 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 November 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$37Average$141FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$54Average$153FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$54Average$160FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$66Average$200FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$107Average$246FlexibilityNo cancel feeOn-time62%
DeltaCheapest$108Average$319FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$335FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$166Average$313FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$216Average$349FlexibilityNo cancel feeOn-time69%

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