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Kissimmee

$57+ 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 1/19. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Find cheap flights from Springfield to Kissimmee with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Springfield to Kissimmee are usually found in May or March, booked 26 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

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 January 8, 2026.

Round-trip from

$79
(Kiwi.com)

One-way from

$57
(Super.com)

Popular in

December

Cheapest in

May

Average price

$207
From Springfield to Kissimmee
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One-way flight from Springfield to Kissimmee
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Highest demand for flights based on searches. 5% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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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 January 8, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/6. 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 2/97:13 pmBDL - MCO
1 stop4h 34mMultiple Airlines
Wed 2/186:30 amMCO - BDL
Nonstop2h 53mMultiple Airlines
Deal found 1/6$79
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/21:56 pmBDL - MCO
1 stop4h 27mMultiple Airlines
Thu 2/122:05 pmMCO - BDL
Nonstop2h 50mMultiple Airlines
Deal found 1/5$80
This Frontier deal was found by Cheapflights users on 1/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/58:31 pmBDL - MCO
Nonstop3h 13mFrontier
Tue 2/108:30 amMCO - BDL
Nonstop2h 54mFrontier
Deal found 1/7$81
This Priceline deal was found by Cheapflights users on 1/7. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/410:19 amBDL - MCO
Nonstop3h 11mMultiple Airlines
Mon 3/97:03 pmMCO - BDL
1 stop4h 13mMultiple Airlines
Deal found 1/7$82
This Priceline deal was found by Cheapflights users on 1/6. 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.
Sat 2/289:05 pmBDL - MCO
Nonstop3h 02mMultiple Airlines
Thu 3/57:48 pmMCO - BDL
1 stop4h 08mMultiple Airlines
Deal found 1/6$83
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/21:56 pmBDL - MCO
1 stop4h 27mBreeze Airways
Thu 2/127:48 pmMCO - BDL
1 stop4h 08mBreeze Airways
Deal found 1/5$84
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/318:01 pmBDL - MCO
Nonstop3h 14mMultiple Airlines
Thu 2/127:48 pmMCO - BDL
1 stop4h 08mMultiple Airlines
Deal found 1/5$85
This Super.com deal was found by Cheapflights users on 1/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/2211:12 amBDL - MCO
Nonstop3h 14mFrontier
Fri 2/276:55 amMCO - BDL
Nonstop2h 53mFrontier
Deal found 1/7$87
This Priceline deal was found by Cheapflights users on 1/6. 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 2/18:31 pmBDL - MCO
Nonstop3h 13mMultiple Airlines
Thu 2/57:48 pmMCO - BDL
1 stop4h 08mMultiple Airlines
Deal found 1/6$88
This Kiwi.com deal was found by Cheapflights users on 1/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/229:10 pmBDL - MCO
Nonstop3h 02mMultiple Airlines
Thu 3/57:48 pmMCO - BDL
1 stop4h 08mMultiple Airlines
Deal found 1/5$89
This Priceline deal was found by Cheapflights users on 1/6. 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.
Sat 1/248:01 pmBDL - MCO
Nonstop3h 14mMultiple Airlines
Wed 1/2812:14 pmMCO - BDL
Nonstop2h 51mMultiple Airlines
Deal found 1/6$90

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 January 8, 2026.
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

Mon 1/26

6:25 am-9:35 am

Nonstop3h 10m

Orlando

Sat 1/31

6:30 am-9:10 am

Nonstop2h 40m

$111

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Thu 1/22

2:04 pm-7:08 pm

1 stop5h 04m

Orlando

Thu 1/29

7:48 pm-11:56 pm

1 stop4h 08m

$127

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sun 1/25

2:04 pm-7:08 pm

1 stop5h 04m

Orlando

Sat 1/31

12:14 pm-3:05 pm

Nonstop2h 51m

$128

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 2/23

4:50 pm-7:55 pm

Nonstop3h 05m

Orlando

Wed 2/25

9:15 am-4:20 pm

2 stops7h 05m

$146

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Wed 3/4

12:10 pm-5:40 pm

1 stop5h 30m

Orlando

Wed 3/18

10:10 am-9:10 pm

1 stop11h 00m

$152

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Tue 1/20

8:05 am-6:02 pm

1 stop9h 57m

Orlando

Fri 1/23

2:02 pm-6:33 pm

1 stop4h 31m

$157

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 2/9

7:13 pm-11:47 pm

1 stop4h 34m

Orlando

Tue 2/17

7:00 am-6:11 pm

1 stop11h 11m

$158

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sat 2/7

3:20 pm-9:40 pm

1 stop6h 20m

Orlando

Sat 2/14

2:45 pm-7:00 pm

1 stop4h 15m

$160

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Tue 1/20

9:25 am-3:05 pm

1 stop5h 40m

Orlando

Tue 1/27

7:00 am-11:35 am

1 stop4h 35m

$164

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Tue 1/20

3:20 pm-6:25 pm

Nonstop3h 05m

Orlando

Thu 1/22

6:44 am-9:30 am

Nonstop2h 46m

$170

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 20 results
1
2

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 January 2, 2026.

To ensure you get the cheapest price possible for a flight from Springfield to Kissimmee, you should look to book at least 26 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 January 8, 2026.
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
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
256 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Southwest
8.0
Very good
4,250 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
JetBlue
7.2
Good
2,892 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Spirit Airlines
6.3
Okay
8,289 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Frontier
5.7
Fair
3,060 reviews
Breeze Airways
8.2
Very good
256 reviews

Entertainment

6.7

Food

6.7

Comfort

8.2

Crew

8.8

Overall

8.2

Boarding

8.4

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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 10m. 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.

  • What are the cheapest airlines to fly from Springfield to Kissimmee one-way?

    The cheapest airlines for a one-way flight from Springfield to Kissimmee are Frontier ($33), Spirit Airlines ($37), and Avelo Airlines ($40).

  • 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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