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Kissimmee

$48+ 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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MCO
Jul 10 — Jul 171
Fr 7/10
Fr 7/17
1 adult, Economy
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Cheap 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 Juni 10, 2026.

This Super.com deal was found by Cheapflights users on 6/9. 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.
Sa 8/293:42 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
So 9/65:06 pm
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 6/9$126
This CheapOair deal was found by Cheapflights users on 6/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 9/23:42 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
So 9/65:06 pm
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 6/8$130
This CheapOair deal was found by Cheapflights users on 6/8. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 8/263:42 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Di 9/111:12 am
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 6/8$135
This CheapOair deal was found by Cheapflights users on 6/9. 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.
Di 8/252:47 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Di 9/17:10 am
MCO
-
HVN
1 stop5h 16m
Breeze Airways
Deal found 6/9$136
This Kiwi.com deal was found by Cheapflights users on 6/9. 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.
Di 9/82:47 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Fr 9/187:00 am
MCO
-
HVN
1 stop10h 44m
Breeze Airways
Deal found 6/9$137
This CheapOair deal was found by Cheapflights users on 6/9. 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.
Mi 7/293:42 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Di 8/411:12 am
MCO
-
HVN
Nonstop2h 50m
Breeze Airways
Deal found 6/9$145
This Cheapflightsfares deal was found by Cheapflights users on 6/7. 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.
Di 8/118:29 pm
LGA
-
MCO
Nonstop3h 03m
Frontier
Do 8/132:58 pm
MCO
-
LGA
Nonstop2h 47m
Frontier
Deal found 6/7$146
This Kiwi.com deal was found by Cheapflights users on 6/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 8/278:36 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Do 9/37:10 am
MCO
-
HVN
1 stop9h 37m
Breeze Airways
Deal found 6/7$146
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 8/278:36 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
So 8/307:10 am
MCO
-
HVN
1 stop9h 37m
Breeze Airways
Deal found 6/8$147
This Frontier deal was found by Cheapflights users on 6/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Di 7/148:29 pm
LGA
-
MCO
Nonstop3h 03m
Frontier
Mi 7/291:10 pm
MCO
-
LGA
Nonstop2h 50m
Frontier
Deal found 6/5$148
This Southwest deal was found by Cheapflights users on 6/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 8/57:15 am
LGA
-
MCO
2 stops7h 20m
Southwest
Mi 8/121:25 pm
MCO
-
LGA
2 stops9h 05m
Southwest
Deal found 6/8$149
This Kiwi.com deal was found by Cheapflights users on 6/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 8/278:36 pm
HVN
-
MCO
Nonstop3h 00m
Breeze Airways
Mo 8/317:00 am
MCO
-
HVN
1 stop11h 15m
Breeze Airways
Deal found 6/8$149

Find flight deals from Connecticut to Kissimmee

Keep the following information in mind while searching for Connecticut to Kissimmee flight deals. Data was last updated Juni 10, 2026.

Round-trip from

$126
(Super.com)

One-way from

$48
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$292
From Connecticut to Kissimmee
Search Deals
One-way flight from Connecticut to Kissimmee
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% 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 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 Juni 10, 2026.
Use the filters below to find and compare flights from Connecticut to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Sa 8/29

3:42 pm-6:42 pm

Nonstop3h 00m

Orlando

So 9/6

5:06 pm-7:56 pm

Nonstop2h 50m

$131

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Do 8/27

8:36 pm-11:36 pm

Nonstop3h 00m

Orlando

So 8/30

7:10 am-4:47 pm

1 stop9h 37m

$148

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Mi 7/29

3:42 pm-6:42 pm

Nonstop3h 00m

Orlando

Mo 8/3

7:00 am-6:15 pm

1 stop11h 15m

$160

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Fr 9/11

6:24 pm-10:58 pm

1 stop4h 34m

Orlando

So 9/13

4:26 pm-7:14 pm

Nonstop2h 48m

$186

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mo 9/28

3:13 pm-7:43 pm

1 stop4h 30m

Orlando

Do 10/1

7:26 pm-11:36 pm

1 stop4h 10m

$205

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Do 9/10

7:54 pm-11:03 pm

Nonstop3h 09m

Orlando

So 9/13

4:26 pm-7:14 pm

Nonstop2h 48m

$207

New YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Mi 7/29

5:59 pm-9:15 pm

Nonstop3h 16m

Orlando

Mo 8/3

1:56 pm-4:54 pm

Nonstop2h 58m

$208

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Do 9/10

7:54 pm-11:03 pm

Nonstop3h 09m

Orlando

Mo 9/14

7:00 am-5:44 pm

1 stop10h 44m

$210

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Mi 7/8

7:29 pm-1:01 am

1 stop5h 32m

Orlando

Mi 7/15

6:30 am-9:15 am

Nonstop2h 45m

$222

New YorkOrlando

JFK - MCO

JFKMCO

New York John F Kennedy Intl

Fr 9/18

3:06 pm-6:16 pm

Nonstop3h 10m

Orlando

Mi 9/23

7:50 am-10:19 am

Nonstop2h 29m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/8

Showing 1-10 of 60 resultsSorted by cheapest first
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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 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 Juni 10, 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 at noon could potentially save you up to 26% on airfare.

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

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 Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 $131, Breeze Airways can have you in Kissimmee from Connecticut in 3h. Airlines will cover a distance of 1005 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 $29. Avelo Airlines flights start at $39 while deals on Breeze Airways start at $39 one-way.

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

    The most popular flight routes from Connecticut to Kissimmee are Newark - Orlando, New York LaGuardia - Orlando and New York John F Kennedy Intl - 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 (90%), Volaris (80%) or JetBlue (78%) 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 $94. While the most popular route (Newark - Orlando) can be booked for $155 on average, our data indicates $269 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.

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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Newark to Orlando flights
LaGuardia to Miami flights
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Top 8 airlines flying from Connecticut to Kissimmee

Discover the top 8 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 Juni 10, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$55Average$196FlexibilityNo cancel feeOn-time62%
Breeze AirwaysCheapest$57Average$191FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$57Average$169FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$98Average$325FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$103Average$257FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$158Average$338FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$159Average$338FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$166Average$324FlexibilityNo cancel feeOn-time63%

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