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Kissimmee

$34+ 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 11/10. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MCO
Nov 1 — Nov 81
Sat 11/1
Sat 11/8
1 adult, Economy
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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 October 2, 2025.

Round-trip from

$83
(CheapOair)

One-way from

$34
(Flightnetwork)

Popular in

April

Cheapest in

March

Average price

$223
From Connecticut to Kissimmee
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One-way flight from Connecticut to Kissimmee
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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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 October 2, 2025.

This CheapOair deal was found by Cheapflights users on 9/30. 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.
Mon 11/248:50 amHVN - MCO
Nonstop2h 53mAvelo Airlines
Thu 11/2711:08 amMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 9/30$83
This Kiwi.com deal was found by Cheapflights users on 10/1. 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.
Sat 11/19:00 amLGA - MCO
Nonstop2h 53mMultiple Airlines
Wed 11/51:19 pmMCO - LGA
Nonstop2h 38mMultiple Airlines
Deal found 10/1$88
This Priceline deal was found by Cheapflights users on 9/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/125:30 pmLGA - MCO
Nonstop3h 04mMultiple Airlines
Sat 11/156:29 amMCO - LGA
Nonstop2h 31mMultiple Airlines
Deal found 9/30$89
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:56 pmLGA - MCO
Nonstop3h 13mFrontier
Mon 12/154:15 pmMCO - LGA
Nonstop2h 41mFrontier
Deal found 9/30$90
This Cheapflightsfares deal was found by Cheapflights users on 9/29. 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 10/165:55 amLGA - MCO
Nonstop2h 46mSpirit Airlines
Tue 10/216:26 amMCO - LGA
Nonstop2h 34mSpirit Airlines
Deal found 9/29$91
This Trip.com deal was found by Cheapflights users on 9/30. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/79:55 amLGA - MCO
Nonstop3h 03mMultiple Airlines
Fri 11/141:51 pmMCO - LGA
Nonstop2h 38mMultiple Airlines
Deal found 9/30$92
This Cheapflightsfares deal was found by Cheapflights users on 9/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/254:38 pmLGA - MCO
Nonstop2h 52mSpirit Airlines
Mon 10/276:26 amMCO - LGA
Nonstop2h 34mSpirit Airlines
Deal found 9/30$93
This Cheapflightsfares deal was found by Cheapflights users on 10/2. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/103:35 pmHVN - MCO
Nonstop2h 53mAvelo Airlines
Thu 11/136:43 pmMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 10/2$93
This CheapOair deal was found by Cheapflights users on 9/30. 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.
Mon 10/205:55 amLGA - MCO
Nonstop2h 46mSpirit Airlines
Fri 10/246:26 amMCO - LGA
Nonstop2h 34mSpirit Airlines
Deal found 9/30$94
This Cheapflightsfares deal was found by Cheapflights users on 10/1. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/176:59 amJFK - MCO
Nonstop2h 58mFrontier
Thu 11/207:16 amMCO - JFK
Nonstop2h 46mFrontier
Deal found 10/1$94
This Kiwi.com deal was found by Cheapflights users on 10/2. 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.
Fri 12/53:00 pmLGA - MCO
Nonstop3h 02mMultiple Airlines
Fri 1/2312:52 pmMCO - LGA
Nonstop2h 38mMultiple Airlines
Deal found 10/2$96
This Trip.com deal was found by Cheapflights users on 10/2. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:10 amLGA - MCO
Nonstop2h 59mMultiple Airlines
Wed 11/121:21 pmMCO - LGA
Nonstop2h 38mMultiple Airlines
Deal found 10/2$97

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 October 2, 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

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

$93

New YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Tue 11/11

6:30 am-9:29 am

Nonstop2h 59m

Orlando

Wed 11/12

6:29 am-9:00 am

Nonstop2h 31m

$100

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Mon 11/3

7:30 am-10:15 am

Nonstop2h 45m

Orlando

Wed 11/5

10:38 am-1:14 pm

Nonstop2h 36m

$113

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sun 11/2

7:26 pm-10:30 pm

Nonstop3h 04m

Orlando

Thu 11/6

4:01 pm-6:46 pm

Nonstop2h 45m

$115

New YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Mon 10/13

5:55 am-8:41 am

Nonstop2h 46m

Orlando

Sat 10/18

6:15 pm-8:50 pm

Nonstop2h 35m

$119

New YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Mon 11/10

9:30 pm-12:20 am

Nonstop2h 50m

Orlando

Thu 11/13

8:25 am-10:57 am

Nonstop2h 32m

$127

New YorkOrlando

JFK - MCO

JFKMCO

New York John F Kennedy Intl

Thu 10/30

7:30 am-10:24 am

Nonstop2h 54m

Orlando

Sun 11/2

5:00 am-7:40 am

Nonstop2h 40m

$127

New YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Sun 11/9

9:30 pm-12:20 am

Nonstop2h 50m

Orlando

Fri 11/14

6:52 pm-9:30 pm

Nonstop2h 38m

$127

New YorkOrlando

JFK - MCO

JFKMCO

New York John F Kennedy Intl

Thu 11/13

1:35 pm-4:32 pm

Nonstop2h 57m

Orlando

Mon 11/17

7:00 am-9:39 am

Nonstop2h 39m

$127

New YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Mon 10/27

9:30 pm-12:20 am

Nonstop2h 50m

Orlando

Tue 11/4

7:00 pm-9:38 pm

Nonstop2h 38m

$127

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/1

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 $206). Flying from Connecticut 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 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 October 2, 2025.

When flying from Connecticut to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 $93, Avelo Airlines can have you in Kissimmee from Connecticut in 2h 53m. Airlines will cover a distance of 1005 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 $34. Spirit Airlines flights start at $50 while deals on Breeze Airways start at $60 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 (80%), Azul (77%) or JetBlue (77%) 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 $62. While the most popular route (New York John F Kennedy Intl - Orlando) can be booked for $78 on average, our data indicates $195 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 $206). Flying from Connecticut 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

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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 October 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$153FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$53Average$159FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$59Average$154FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$66Average$199FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$104Average$254FlexibilityNo cancel feeOn-time62%
DeltaCheapest$113Average$335FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$158Average$321FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$168Average$311FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$203Average$354FlexibilityNo cancel feeOn-time69%

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