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Kissimmee

$44+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MCO
Jul 5 — Jul 121
Sat 7/5
Sat 7/12
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 June 30, 2025.

Round-trip from

$78
(Expedia)

One-way from

$44
(CheapOair)
From Connecticut to Kissimmee
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One-way flight from Connecticut to Kissimmee
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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 June 30, 2025.

This Expedia deal was found by Cheapflights users on 6/28. 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.
Sat 8/238:30 amHVN - MCO
Nonstop2h 44mAvelo Airlines
Sat 8/304:34 pmMCO - HVN
Nonstop2h 45mAvelo Airlines
Deal found 6/28$78
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/288:43 pmBDL - MCO
Nonstop3h 06mFrontier
Fri 8/14:53 pmMCO - BDL
Nonstop2h 56mFrontier
Deal found 6/29$87
This Kiwi.com deal was found by Cheapflights users on 6/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/17:54 pmHVN - MCO
Nonstop3h 00mBreeze Airways
Thu 9/114:23 pmMCO - HVN
Nonstop2h 45mBreeze Airways
Deal found 6/29$103
This Priceline deal was found by Cheapflights users on 6/28. 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.
Thu 8/286:15 pmBDL - MCO
Nonstop2h 58mMultiple Airlines
Sun 8/317:15 amMCO - BDL
Nonstop2h 55mMultiple Airlines
Deal found 6/28$104
This Breeze Airways deal was found by Cheapflights users on 6/28. 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.
Mon 7/216:21 pmBDL - MCO
1 stop4h 23mBreeze Airways
Tue 7/299:36 pmMCO - BDL
Nonstop2h 49mBreeze Airways
Deal found 6/28$107
This FlightHub deal was found by Cheapflights users on 6/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/216:15 pmBDL - MCO
Nonstop2h 58mSpirit Airlines
Sun 8/248:39 amMCO - BDL
Nonstop2h 42mSpirit Airlines
Deal found 6/28$118
This Priceline deal was found by Cheapflights users on 6/28. 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.
Fri 9/196:02 amEWR - MCO
Nonstop2h 52mMultiple Airlines
Tue 9/236:06 pmMCO - EWR
1 stop6h 28mMultiple Airlines
Deal found 6/28$118
This CheapOair deal was found by Cheapflights users on 6/28. 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 8/135:38 pmLGA - MCO
1 stop28h 01mFrontier
Mon 8/1810:34 pmMCO - LGA
1 stop12h 01mFrontier
Deal found 6/28$120
This Frontier deal was found by Cheapflights users on 6/28. 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.
Fri 9/126:59 amJFK - MCO
Nonstop3h 02mFrontier
Tue 9/167:43 amMCO - JFK
Nonstop2h 41mFrontier
Deal found 6/28$120
This FlightHub deal was found by Cheapflights users on 6/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/145:57 amEWR - MCO
Nonstop2h 53mSpirit Airlines
Sat 7/197:00 amMCO - EWR
Nonstop2h 45mSpirit Airlines
Deal found 6/28$120
This Priceline deal was found by Cheapflights users on 6/28. 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.
Mon 8/115:38 pmLGA - MCO
1 stop6h 53mMultiple Airlines
Thu 8/146:28 amMCO - LGA
Nonstop2h 32mMultiple Airlines
Deal found 6/28$122
This FlightHub deal was found by Cheapflights users on 6/28. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:59 amLGA - MCO
Nonstop2h 51mSpirit Airlines
Fri 7/186:10 pmMCO - LGA
1 stop5h 16mSpirit Airlines
Deal found 6/28$123

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 June 30, 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

Sat 8/23

1:05 pm-3:49 pm

Nonstop2h 44m

Orlando

Sat 8/30

4:34 pm-7:19 pm

Nonstop2h 45m

$78

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 7/28

8:43 pm-11:49 pm

Nonstop3h 06m

Orlando

Fri 8/1

4:53 pm-7:49 pm

Nonstop2h 56m

$87

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Mon 9/1

7:54 pm-10:54 pm

Nonstop3h 00m

Orlando

Thu 9/11

4:23 pm-7:08 pm

Nonstop2h 45m

$103

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Thu 8/28

6:15 pm-9:13 pm

Nonstop2h 58m

Orlando

Sun 8/31

7:15 am-10:10 am

Nonstop2h 55m

$104

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 7/21

6:21 pm-10:44 pm

1 stop4h 23m

Orlando

Tue 7/29

9:36 pm-12:25 am

Nonstop2h 49m

$107

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Thu 8/21

6:15 pm-9:13 pm

Nonstop2h 58m

Orlando

Sun 8/24

8:39 am-11:21 am

Nonstop2h 42m

$118

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Fri 9/19

6:02 am-8:54 am

Nonstop2h 52m

Orlando

Tue 9/23

6:06 pm-12:34 am

1 stop6h 28m

$118

New YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Wed 8/13

5:38 pm-9:39 pm

1 stop28h 01m

Orlando

Mon 8/18

10:34 pm-10:35 am

1 stop12h 01m

$120

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Mon 7/14

5:57 am-8:50 am

Nonstop2h 53m

Orlando

Sat 7/19

7:00 am-9:45 am

Nonstop2h 45m

$120

New YorkOrlando

JFK - MCO

JFKMCO

New York John F Kennedy Intl

Fri 9/12

6:59 am-10:01 am

Nonstop3h 02m

Orlando

Tue 9/16

7:43 am-10:24 am

Nonstop2h 41m

$120

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/28

Showing 1-10 of 55 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 June 30, 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.

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 June 30, 2025.

The most flights from USCT to K1S are scheduled on a Saturday (11 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (4 on average).

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

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 June 30, 2025.
Read through reviews of airlines operating flights from Connecticut to Kissimmee, such as Breeze Airways, Southwest, and Delta. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
182 reviews

Food

6.8

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.4

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
182 reviews
Breeze Airways
8.1
Very good
182 reviews

Food

6.8

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.4

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,278 reviews
Breeze Airways
8.1
Very good
182 reviews

Food

6.8

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.4

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,973 reviews
Breeze Airways
8.1
Very good
182 reviews

Food

6.8

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.4

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Avelo Airlines
7.4
Good
Breeze Airways
8.1
Very good
182 reviews

Food

6.8

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.4

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,852 reviews
Breeze Airways
8.1
Very good
182 reviews

Food

6.8

Crew

8.8

Entertainment

6.6

Overall

8.1

Boarding

8.4

Comfort

8.2

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

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.

  • 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 $44. Frontier flights start at $49 while deals on Breeze Airways start at $51 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, New York LaGuardia - Orlando and Newark - 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 Spirit Airlines (100%), JetBlue (83%) or Southwest (82%) 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 $65. While the most popular route (New York John F Kennedy Intl - Orlando) can be booked for $83 on average our data indicates $199 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 June 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$142FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$53Average$174FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$54Average$152FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$59Average$164FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$108Average$273FlexibilityNo cancel feeOn-time62%
DeltaCheapest$113Average$330FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$161Average$314FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$179Average$312FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$216Average$369FlexibilityNo cancel feeOn-time69%

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