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Kissimmee

$40+ 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 5/5. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MCO
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
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 April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$78
(Breeze Airways)

One-way from

$40
(Mytrip)
Provider with most accurate pricing for Springfield (SFY)-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Springfield (SFY)-Orlando (ORL) flights.
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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 April 4, 2025.

This Breeze Airways deal was found by Cheapflights users on 4/4. 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.
Sun 5/46:10 pmHVN - MCO
Nonstop3h 00mBreeze Airways
Wed 5/78:45 amMCO - HVN
Nonstop2h 45mBreeze Airways
Deal found 4/4$78
This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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 4/295:45 amBDL - MCO
Nonstop2h 50mSpirit Airlines
Fri 5/29:25 pmMCO - BDL
Nonstop2h 50mSpirit Airlines
Deal found 4/3$85
This Cheapflightsfares deal was found by Cheapflights users on 4/4. 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 4/2811:07 amJFK - MCO
Nonstop3h 01mFrontier
Thu 5/17:40 amMCO - JFK
Nonstop2h 45mFrontier
Deal found 4/4$85
This Cheapflightsfares deal was found by Cheapflights users on 4/2. 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.
Sat 5/35:45 amBDL - MCO
Nonstop2h 50mMultiple Airlines
Sun 5/47:40 amMCO - BDL
Nonstop2h 58mMultiple Airlines
Deal found 4/2$86
This CheapOair deal was found by Cheapflights users on 4/4. 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 5/53:20 pmHVN - MCO
Nonstop2h 50mAvelo Airlines
Fri 5/96:55 pmMCO - HVN
Nonstop2h 44mAvelo Airlines
Deal found 4/4$90
This JetBlue deal was found by Cheapflights users on 4/4. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/289:20 pmBDL - MCO
Nonstop2h 59mJetBlue
Thu 5/19:20 pmMCO - BDL
Nonstop2h 58mJetBlue
Deal found 4/4$93
This Cheapflightsfares deal was found by Cheapflights users on 4/4. 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 4/229:55 amLGA - MCO
Nonstop2h 59mSpirit Airlines
Tue 4/293:22 pmMCO - LGA
Nonstop2h 37mSpirit Airlines
Deal found 4/4$96
This Cheapflightsfares deal was found by Cheapflights users on 4/4. 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 5/28:14 pmBDL - MCO
Nonstop2h 58mFrontier
Mon 5/54:15 pmMCO - BDL
Nonstop2h 59mFrontier
Deal found 4/4$96
This Cheapflightsfares deal was found by Cheapflights users on 4/3. 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 4/2810:00 amEWR - MCO
Nonstop2h 57mSpirit Airlines
Thu 5/16:22 amMCO - EWR
Nonstop2h 43mSpirit Airlines
Deal found 4/3$96
This Priceline deal was found by Cheapflights users on 4/3. 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 4/3012:22 pmEWR - MCO
Nonstop2h 53mMultiple Airlines
Thu 5/87:00 amMCO - EWR
1 stop4h 24mMultiple Airlines
Deal found 4/3$97
This CheapOair deal was found by Cheapflights users on 4/4. 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 4/229:55 amLGA - MCO
Nonstop2h 59mMultiple Airlines
Thu 4/246:10 pmMCO - LGA
Nonstop2h 49mMultiple Airlines
Deal found 4/4$103
This Southwest deal was found by Cheapflights users on 4/3. 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.
Wed 4/305:00 pmBDL - MCO
Nonstop3h 00mSouthwest
Wed 5/76:25 amMCO - BDL
1 stop5h 00mSouthwest
Deal found 4/3$103

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 April 4, 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

Sun 5/4

6:10 pm-9:10 pm

Nonstop3h 00m

Orlando

Wed 5/7

8:45 am-11:30 am

Nonstop2h 45m

$78

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Tue 4/29

5:45 am-8:35 am

Nonstop2h 50m

Orlando

Fri 5/2

9:25 pm-12:15 am

Nonstop2h 50m

$85

New YorkOrlando

JFK - MCO

JFKMCO

New York John F Kennedy Intl

Mon 4/28

11:07 am-2:08 pm

Nonstop3h 01m

Orlando

Thu 5/1

7:40 am-10:25 am

Nonstop2h 45m

$85

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sat 5/3

5:45 am-8:35 am

Nonstop2h 50m

Orlando

Sun 5/4

7:40 am-10:38 am

Nonstop2h 58m

$86

New HavenOrlando

HVN - MCO

HVNMCO

Tweed-New Haven

Mon 5/5

3:20 pm-6:10 pm

Nonstop2h 50m

Orlando

Fri 5/9

6:55 pm-9:39 pm

Nonstop2h 44m

$90

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 4/28

9:20 pm-12:19 am

Nonstop2h 59m

Orlando

Thu 5/1

9:20 pm-12:18 am

Nonstop2h 58m

$93

New YorkOrlando

LGA - MCO

LGAMCO

New York LaGuardia

Tue 4/22

9:55 am-12:54 pm

Nonstop2h 59m

Orlando

Tue 4/29

3:22 pm-5:59 pm

Nonstop2h 37m

$96

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Fri 5/2

8:14 pm-11:12 pm

Nonstop2h 58m

Orlando

Sun 5/4

7:40 am-10:38 am

Nonstop2h 58m

$96

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Mon 4/28

10:00 am-12:57 pm

Nonstop2h 57m

Orlando

Thu 5/1

6:22 am-9:05 am

Nonstop2h 43m

$96

NewarkOrlando

EWR - MCO

EWRMCO

Newark

Wed 4/30

12:22 pm-3:15 pm

Nonstop2h 53m

Orlando

Thu 5/8

7:00 am-11:24 am

1 stop4h 24m

$97

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/4

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 April 4, 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 April 4, 2025.

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 (3 on average).

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 April 4, 2025.
Read reviews from past customers who have flown Breeze Airways, Alaska Airlines and Southwest from Connecticut to Kissimmee. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Crew

8.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

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
157 reviews
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Crew

8.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

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!
Alaska Airlines
8.0
Very good
9,839 reviews
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Crew

8.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

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
4,275 reviews
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Crew

8.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

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
7,900 reviews
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Crew

8.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

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
7.5
Good
Breeze Airways
8.1
Very good
157 reviews

Food

6.7

Crew

8.8

Entertainment

6.6

Comfort

8.2

Boarding

8.3

Overall

8.1

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 $40. Breeze Airways flights start at $41 while deals on JetBlue start at $47 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 Southwest (88%), Frontier (72%) or Azul (70%) 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 $45. While the most popular route (Newark - Orlando) can be booked for $84 on average our data indicates $182 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 April 4, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$38Average$134FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$39Average$189FlexibilityNo cancel feeOn-time65%
Breeze AirwaysCheapest$58Average$160FlexibilityNo cancel feeOn-timeN/A
Avelo AirlinesCheapest$59Average$173FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$98Average$257FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$175Average$322FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$188Average$318FlexibilityNo cancel feeOn-time63%
DeltaCheapest$188Average$353FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$216Average$402FlexibilityNo cancel feeOn-time69%

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