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Kissimmee

$36+ 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 2/19. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MCO
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
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 January 8, 2026.

Round-trip from

$73
(Cheapflightsfares)

One-way from

$36
(Booking.com)

Popular in

December

Cheapest in

March

Average price

$216
From Connecticut to Kissimmee
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One-way flight from Connecticut to Kissimmee
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Highest demand for flights based on searches. 14% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This Cheapflightsfares deal was found by Cheapflights users on 1/8. 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 2/74:54 pmLGA - MCO
1 stop7h 05mSpirit Airlines
Tue 2/105:23 pmMCO - LGA
Nonstop2h 37mSpirit Airlines
Deal found 1/8$73
This Cheapflightsfares deal was found by Cheapflights users on 1/8. 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.
Sun 1/258:54 amLGA - MCO
1 stop11h 06mSpirit Airlines
Fri 1/308:08 pmMCO - LGA
Nonstop2h 37mSpirit Airlines
Deal found 1/8$74
This Expedia deal was found by Cheapflights users on 1/6. 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 1/136:30 amJFK - MCO
Nonstop3h 17mFrontier
Sat 1/177:15 amMCO - JFK
Nonstop2h 48mFrontier
Deal found 1/6$74
This CheapOair deal was found by Cheapflights users on 1/7. 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.
Thu 1/226:00 amLGA - MCO
1 stop8h 03mSpirit Airlines
Mon 1/268:08 pmMCO - LGA
Nonstop2h 37mSpirit Airlines
Deal found 1/7$75
This CheapOair deal was found by Cheapflights users on 1/5. 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 1/136:30 amJFK - MCO
Nonstop3h 17mFrontier
Tue 1/2012:35 pmMCO - JFK
Nonstop2h 52mFrontier
Deal found 1/5$75
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 2/312:30 pmLGA - MCO
Nonstop3h 03mMultiple Airlines
Mon 2/95:23 pmMCO - LGA
Nonstop2h 37mMultiple Airlines
Deal found 1/5$76
This Booking.com deal was found by Cheapflights users on 1/7. 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 2/88:44 pmHVN - MCO
Nonstop3h 11mBreeze Airways
Thu 2/125:16 pmMCO - HVN
Nonstop2h 48mBreeze Airways
Deal found 1/7$76
This Cheapflightsfares deal was found by Cheapflights users on 1/7. 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 3/134:59 pmLGA - MCO
Nonstop3h 05mFrontier
Tue 3/1712:44 pmMCO - LGA
Nonstop2h 46mFrontier
Deal found 1/7$77
This Kiwi.com deal was found by Cheapflights users on 1/6. 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.
Mon 3/24:29 pmJFK - MCO
Nonstop3h 13mFrontier
Mon 3/99:30 amMCO - JFK
Nonstop2h 46mFrontier
Deal found 1/6$77
This Cheapflightsfares deal was found by Cheapflights users on 1/7. 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 1/288:00 amHVN - MCO
Nonstop3h 02mAvelo Airlines
Fri 1/308:03 pmMCO - HVN
Nonstop2h 36mAvelo Airlines
Deal found 1/7$77
This Frontier deal was found by Cheapflights users on 1/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2112:30 pmLGA - MCO
Nonstop3h 03mFrontier
Tue 2/248:46 amMCO - LGA
Nonstop2h 43mFrontier
Deal found 1/7$78
This Frontier deal was found by Cheapflights users on 1/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/141:11 pmJFK - MCO
Nonstop3h 11mFrontier
Mon 3/239:30 amMCO - JFK
Nonstop2h 46mFrontier
Deal found 1/7$78

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 January 8, 2026.
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 YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Tue 2/3

4:54 pm-11:59 pm

1 stop7h 05m

Orlando

Fri 2/6

5:23 pm-8:00 pm

Nonstop2h 37m

$74

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sun 2/8

8:44 pm-11:55 pm

Nonstop3h 11m

Orlando

Thu 2/12

5:16 pm-8:04 pm

Nonstop2h 48m

$76

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sat 5/16

3:42 pm-6:42 pm

Nonstop3h 00m

Orlando

Tue 5/19

11:12 am-2:02 pm

Nonstop2h 50m

$78

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Thu 2/26

8:44 pm-11:55 pm

Nonstop3h 11m

Orlando

Tue 3/3

11:13 am-2:01 pm

Nonstop2h 48m

$82

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Wed 2/4

5:45 am-2:12 pm

1 stop8h 27m

Orlando

Fri 2/6

3:07 pm-11:58 pm

1 stop8h 51m

$92

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Sun 2/8

8:34 pm-11:40 pm

Nonstop3h 06m

Orlando

Fri 2/13

5:41 pm-8:30 pm

Nonstop2h 49m

$96

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sat 5/16

3:42 pm-6:42 pm

Nonstop3h 00m

Orlando

Tue 5/26

11:12 am-2:02 pm

Nonstop2h 50m

$104

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sun 1/18

7:44 pm-10:54 pm

Nonstop3h 10m

Orlando

Fri 1/23

10:20 am-12:56 pm

Nonstop2h 36m

$107

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Thu 2/5

12:17 pm-7:50 pm

1 stop7h 33m

Orlando

Sun 2/8

7:18 am-10:00 am

Nonstop2h 42m

$107

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Fri 2/27

12:07 pm-10:37 pm

1 stop10h 30m

Orlando

Tue 3/3

11:13 am-2:01 pm

Nonstop2h 48m

$107

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/6

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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, January is the cheapest month in which you can book a flight from Connecticut to Kissimmee (average of $38). 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 January 8, 2026.

One of the essential ways to save on airfare from Connecticut to Kissimmee is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 39% 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 December 6, 2025.

Travelers seeking maximum savings on their Connecticut to Kissimmee flight should consider departing on Tuesday evenings when fares are most often at their lowest. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Connecticut to Kissimmee

Explore weekly flight availability from Connecticut to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 8, 2026.

The most flights from USCT to K1S are scheduled on a Thursday (9 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

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 $96, Spirit Airlines can have you in Kissimmee from Connecticut in 3h 06m. Airlines will cover a distance of 938 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $33. Spirit Airlines flights start at $37 while deals on Avelo Airlines start at $38 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 (85%), Frontier (74%) or Southwest (73%) 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 $57. While the most popular route (New York John F Kennedy Intl - Orlando) can be booked for $58 on average, our data indicates $223 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, January is the cheapest month in which you can book a flight from Connecticut to Kissimmee (average of $38). 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

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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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$35Average$160FlexibilityNo cancel feeOn-time62%
Avelo AirlinesCheapest$55Average$144FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$60Average$166FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$66Average$190FlexibilityNo cancel feeOn-time65%
DeltaCheapest$108Average$312FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$118Average$250FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$158Average$331FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$166Average$311FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$216Average$346FlexibilityNo cancel feeOn-time69%

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