$39+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — MCO
May 6 — May 131
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 May 1, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $78 (CheapOair) |
One-way from | $40 (CheapOair) |
Find flight deals from Connecticut to Kissimmee
Cheapest flights from Connecticut to KissimmeeExplore 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 May 1, 2025.
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 May 1, 2025.
This Kiwi.com deal was found by Cheapflights users on 4/28. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/126:30 pmHVN - MCO
Nonstop3h 00mBreeze Airways
Sat 5/178:45 amMCO - HVN
Nonstop2h 45mBreeze Airways
Deal found 4/28![Breeze Airways logo]()
$75
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Wed 5/72:40 pmHVN - MCO
Nonstop2h 50mAvelo Airlines
Fri 5/97:20 pmMCO - HVN
Nonstop2h 44mAvelo Airlines
Deal found 4/30![Avelo Airlines logo]()
$80
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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 5/35:45 amBDL - MCO
Nonstop2h 50mSpirit Airlines
Sat 5/310:16 pmMCO - BDL
Nonstop2h 43mSpirit Airlines
Deal found 4/30![Spirit Airlines logo]()
$81
This Trip.com deal was found by Cheapflights users on 4/30. 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 5/308:33 pmBDL - MCO
Nonstop2h 58mFrontier
Fri 6/64:34 pmMCO - BDL
Nonstop3h 01mFrontier
Deal found 4/30![Frontier logo]()
$83
This CheapOair deal was found by Cheapflights users on 4/30. 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 6/21:52 pmBDL - MCO
1 stop4h 15mBreeze Airways
Tue 6/109:36 pmMCO - BDL
Nonstop2h 49mBreeze Airways
Deal found 4/30![Breeze Airways logo]()
$87
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Mon 5/55:45 amBDL - MCO
Nonstop2h 50mMultiple Airlines
Thu 5/84:15 pmMCO - BDL
Nonstop2h 59mMultiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$90
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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.
Sat 5/1710:00 pmLGA - MCO
Nonstop2h 52mMultiple Airlines
Sun 5/258:23 amMCO - LGA
Nonstop2h 37mMultiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$95
This Frontier deal was found by Cheapflights users on 4/28. 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.
Thu 5/296:59 amJFK - MCO
Nonstop3h 06mFrontier
Tue 6/37:34 amMCO - JFK
Nonstop2h 55mFrontier
Deal found 4/28![Frontier logo]()
$95
This FlightHub deal was found by Cheapflights users on 4/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1010:00 pmLGA - MCO
Nonstop2h 52mFrontier
Sat 5/176:11 pmMCO - LGA
Nonstop2h 48mFrontier
Deal found 4/29![Frontier logo]()
$96
This Cheapflightsfares deal was found by Cheapflights users on 4/30. 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.
Wed 5/1411:55 amLGA - MCO
Nonstop2h 45mSpirit Airlines
Thu 5/298:23 amMCO - LGA
Nonstop2h 37mSpirit Airlines
Deal found 4/30![Spirit Airlines logo]()
$97
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/286:45 amEWR - MCO
Nonstop2h 45mMultiple Airlines
Tue 6/107:00 amMCO - EWR
1 stop4h 24mMultiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$102
This Orbitz deal was found by Cheapflights users on 4/30. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2912:09 pmEWR - MCO
1 stop4h 29mBreeze Airways
Tue 6/37:00 amMCO - EWR
1 stop4h 24mBreeze Airways
Deal found 4/30![Breeze Airways logo]()
$104
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 May 1, 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 5/12
6:30 pm-9:30 pm
Nonstop3h 00m
Orlando
Sat 5/17
8:45 am-11:30 am
Nonstop2h 45m
$75
New HavenOrlando
HVN - MCO
HVNMCO
Tweed-New Haven
Wed 5/7
2:40 pm-5:30 pm
Nonstop2h 50m
Orlando
Fri 5/9
7:20 pm-10:04 pm
Nonstop2h 44m
$80
HartfordOrlando
BDL - MCO
BDLMCO
Hartford Bradley Intl
Mon 5/19
8:14 pm-11:12 pm
Nonstop2h 58m
Orlando
Thu 5/22
4:32 pm-7:31 pm
Nonstop2h 59m
$83
HartfordOrlando
BDL - MCO
BDLMCO
Hartford Bradley Intl
Fri 5/30
1:52 pm-6:07 pm
1 stop4h 15m
Orlando
Tue 6/3
9:36 pm-12:25 am
Nonstop2h 49m
$87
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Sat 5/17
10:00 pm-12:52 am
Nonstop2h 52m
Orlando
Sun 5/25
8:23 am-11:00 am
Nonstop2h 37m
$95
New YorkOrlando
JFK - MCO
JFKMCO
New York John F Kennedy Intl
Thu 5/29
6:59 am-10:05 am
Nonstop3h 06m
Orlando
Tue 6/3
7:34 am-10:29 am
Nonstop2h 55m
$95
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Sat 5/10
10:00 pm-12:52 am
Nonstop2h 52m
Orlando
Sat 5/17
6:11 pm-8:59 pm
Nonstop2h 48m
$96
New YorkOrlando
LGA - MCO
LGAMCO
New York LaGuardia
Wed 5/14
11:55 am-2:40 pm
Nonstop2h 45m
Orlando
Thu 5/29
8:23 am-11:00 am
Nonstop2h 37m
$97
HartfordOrlando
BDL - MCO
BDLMCO
Hartford Bradley Intl
Fri 5/30
1:52 pm-6:07 pm
1 stop4h 15m
Orlando
Mon 6/2
4:32 pm-7:33 pm
Nonstop3h 01m
$102
NewarkOrlando
EWR - MCO
EWRMCO
Newark
Wed 5/28
6:45 am-9:30 am
Nonstop2h 45m
Orlando
Tue 6/10
7:00 am-11:24 am
1 stop4h 24m
$102
Showing 1-10 of 60 results
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 May 1, 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 May 1, 2025.
The most flights from USCT to K1S are scheduled on a Thursday (8 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 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 May 1, 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.
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Overall
8.1
Crew
8.8
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Overall
8.1
Crew
8.8
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Overall
8.1
Crew
8.8
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Overall
8.1
Crew
8.8
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Overall
8.1
Crew
8.8
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
Avelo Airlines
Comfort
8.2
Boarding
8.3
Entertainment
6.6
Overall
8.1
Crew
8.8
Food
6.7
Reviews
1 / 11
10.0
ExcellentDena,Dec 2024
LAS - BDL
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.
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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.
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 May 1, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$39 | Average$178 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$48 | Average$159 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$55 | Average$159 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$59 | Average$172 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$105 | Average$278 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$117 | Average$304 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$168 | Average$321 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$181 | Average$315 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$216 | Average$404 | FlexibilityNo cancel fee | On-time69% |