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Kissimmee

$54+ Cheap flights from Springfield, MA, MA 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 1/1. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
Dec 24 — Dec 311
Wed 12/24
Wed 12/31
1 adult, Economy
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Cheapflights Tip: The best prices from Springfield to Kissimmee are usually found in May or January, booked 44 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

Find flight deals from Springfield to Kissimmee

Cheapest flights from Springfield to Kissimmee
Explore the most affordable flight options available from Springfield to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 24, 2025.

This Priceline deal was found by Cheapflights users on 11/23. 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.
Sun 12/72:03 pmBDL - MCO
Nonstop3h 15mMultiple Airlines
Sat 12/1312:01 pmMCO - BDL
Nonstop2h 48mMultiple Airlines
Deal found 11/23$96
This Priceline deal was found by Cheapflights users on 11/22. 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 12/126:36 pmBDL - MCO
1 stop4h 23mMultiple Airlines
Thu 12/184:27 pmMCO - BDL
Nonstop2h 50mMultiple Airlines
Deal found 11/22$98
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/82:07 pmBDL - MCO
Nonstop3h 15mMultiple Airlines
Wed 12/1012:01 pmMCO - BDL
Nonstop2h 48mMultiple Airlines
Deal found 11/24$100
This Priceline deal was found by Cheapflights users on 11/23. 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 12/151:30 pmBDL - MCO
1 stop4h 26mBreeze Airways
Thu 12/187:02 pmMCO - BDL
1 stop4h 00mBreeze Airways
Deal found 11/23$101
This Kiwi.com deal was found by Cheapflights users on 11/23. 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.
Fri 12/121:30 pmBDL - MCO
1 stop4h 26mBreeze Airways
Thu 12/187:02 pmMCO - BDL
1 stop4h 00mBreeze Airways
Deal found 11/23$102
This Breeze Airways deal was found by Cheapflights users on 11/22. 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 12/142:01 pmBDL - MCO
1 stop4h 21mBreeze Airways
Thu 12/187:02 pmMCO - BDL
1 stop4h 00mBreeze Airways
Deal found 11/22$103
This Kiwi.com deal was found by Cheapflights users on 11/24. 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 12/82:07 pmBDL - MCO
Nonstop3h 15mMultiple Airlines
Sat 12/1312:01 pmMCO - BDL
Nonstop2h 48mMultiple Airlines
Deal found 11/24$104
This Kiwi.com deal was found by Cheapflights users on 11/23. 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.
Sun 12/72:03 pmBDL - MCO
Nonstop3h 15mMultiple Airlines
Wed 12/1012:01 pmMCO - BDL
Nonstop2h 48mMultiple Airlines
Deal found 11/23$105
This Kiwi.com deal was found by Cheapflights users on 11/23. 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.
Fri 12/56:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Fri 12/126:36 pmMCO - BDL
1 stop4h 07mBreeze Airways
Deal found 11/23$106
This Breeze Airways deal was found by Cheapflights users on 11/23. 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 12/72:01 pmBDL - MCO
1 stop4h 21mBreeze Airways
Fri 12/126:36 pmMCO - BDL
1 stop4h 07mBreeze Airways
Deal found 11/23$107
This Kiwi.com deal was found by Cheapflights users on 11/22. 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.
Fri 12/56:36 pmBDL - MCO
1 stop4h 23mBreeze Airways
Sat 12/612:01 pmMCO - BDL
Nonstop2h 48mBreeze Airways
Deal found 11/22$108
This FlightHub deal was found by Cheapflights users on 11/24. 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 12/152:07 pmBDL - MCO
Nonstop3h 15mFrontier
Tue 12/235:15 amMCO - BDL
1 stop5h 55mFrontier
Deal found 11/24$110

Cheap flight deals from Springfield to Kissimmee

Keep the following information in mind while searching for Springfield to Kissimmee flight deals. Data was last updated November 24, 2025.

Round-trip from

$96
(Priceline)

One-way from

$54
(Frontier)

Popular in

April

Cheapest in

May

Average price

$229
From Springfield to Kissimmee
Search Deals
One-way flight from Springfield to Kissimmee
Search Deals
High demand for flights, 7% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Springfield 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 November 24, 2025.
Use the filters below to find and compare flights from Springfield to Kissimmee that are best for you.

Fly from

Springfield

Fly to

Kissimmee

Route

Depart

Return

Price

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Tue 12/16

6:55 am-9:55 am

Nonstop3h 00m

Orlando

Tue 12/16

3:10 pm-10:05 pm

1 stop6h 55m

$153

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Thu 12/4

2:01 pm-6:22 pm

1 stop4h 21m

Orlando

Wed 12/10

12:01 pm-2:49 pm

Nonstop2h 48m

$155

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sun 2/1

2:04 pm-7:08 pm

1 stop5h 04m

Orlando

Sat 2/7

7:00 am-5:23 pm

1 stop10h 23m

$158

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sun 3/1

2:04 pm-7:08 pm

1 stop5h 04m

Orlando

Sat 3/7

8:08 pm-10:59 pm

Nonstop2h 51m

$161

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Thu 1/8

2:04 pm-7:08 pm

1 stop5h 04m

Orlando

Sun 1/11

7:00 am-4:03 pm

1 stop9h 03m

$162

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 1/5

5:32 pm-8:35 pm

Nonstop3h 03m

Orlando

Fri 1/30

6:44 am-9:30 am

Nonstop2h 46m

$164

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Tue 1/20

6:25 am-9:35 am

Nonstop3h 10m

Orlando

Wed 1/28

9:15 am-4:20 pm

2 stops7h 05m

$164

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 12/8

8:55 am-2:50 pm

1 stop5h 55m

Orlando

Fri 12/12

6:30 am-11:45 am

1 stop5h 15m

$169

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sun 1/11

12:05 pm-6:50 pm

2 stops6h 45m

Orlando

Thu 1/15

7:25 am-11:40 am

1 stop4h 15m

$174

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Wed 2/4

12:10 pm-6:35 pm

1 stop6h 25m

Orlando

Wed 2/4

7:40 pm-10:20 pm

Nonstop2h 40m

$183

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/23

Showing 1-10 of 22 results
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Best time to book a flight from Springfield to Kissimmee

Have a flexible travel schedule? Discover the best time to fly to Kissimmee from Springfield 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 Springfield to Kissimmee

How far ahead should I book a flight from Springfield to Kissimmee?

Use this chart to determine the optimal time to book a round-trip flight from Springfield to Kissimmee. Price data was last updated on November 21, 2025.

To ensure you get the cheapest price possible for a flight from Springfield to Kissimmee, you should look to book at least 44 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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 November 24, 2025.
Read reviews from past customers who have flown Breeze Airways, Southwest, and JetBlue from Springfield to Kissimmee. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.2
Very good
237 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Comfort

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
Breeze Airways
8.2
Very good
237 reviews
Breeze Airways
8.2
Very good
237 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Comfort

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
Southwest
8.0
Very good
4,252 reviews
Breeze Airways
8.2
Very good
237 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Comfort

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
JetBlue
7.2
Good
2,903 reviews
Breeze Airways
8.2
Very good
237 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Comfort

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
Spirit Airlines
6.3
Okay
8,158 reviews
Breeze Airways
8.2
Very good
237 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Comfort

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!
Frontier
5.8
Fair
3,096 reviews
Breeze Airways
8.2
Very good
237 reviews

Crew

8.8

Boarding

8.4

Overall

8.2

Comfort

8.2

Entertainment

6.6

Food

6.7

Reviews

1 / 14
10.0
Excellent

Kim,Nov 2025

PWM - RSW

You guys did a great job getting us here. Thank you!!

Related info for your journey

Find useful and relevant information for your journey from Springfield 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 Springfield to Kissimmee?

    There are many flights that can get you from Springfield to Kissimmee in 3h. Fly via Southwest or Breeze Airways to get the fastest option. The distance from Springfield to Kissimmee is about 1050 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Springfield to Kissimmee that include hotel bookings?

    Yes. In addition to deals on Springfield to Kissimmee flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Springfield to Kissimmee?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Springfield to Kissimmee.

  • Can I find deals for business class flights from Springfield to Kissimmee?

    Yes. Cheapflights offers flight deals from Springfield 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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