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Kissimmee

$58+ 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 9/21. Fares are subject to change and may not be available on all flights or dates of travel.
— MCO
Aug 18 — Aug 251
Mon 8/18
Mon 8/25
1 adult, Economy
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Cheapflights Tip: The best prices from Springfield to Kissimmee are usually found in May or September, booked 86 days in advance, depart on a Tuesday or Saturday 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 August 13, 2025.

Round-trip from

$86
(Kiwi.com)

One-way from

$58
(Breeze Airways)

Popular in

April

Cheapest in

May

Average price

$215
From Springfield to Kissimmee
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One-way flight from Springfield to Kissimmee
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High demand for flights, 1% potential price rise
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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 August 2025
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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 August 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/302:45 pmBDL - MCO
Nonstop3h 00mMultiple Airlines
Thu 9/47:04 pmMCO - BDL
1 stop4h 00mMultiple Airlines
Deal found 8/11$86
This Kiwi.com deal was found by Cheapflights users on 8/11. 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 8/316:15 pmBDL - MCO
Nonstop2h 58mMultiple Airlines
Thu 9/47:04 pmMCO - BDL
1 stop4h 00mMultiple Airlines
Deal found 8/11$87
This FlightHub deal was found by Cheapflights users on 8/12. 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 8/232:45 pmBDL - MCO
Nonstop3h 00mSpirit Airlines
Thu 8/288:39 amMCO - BDL
Nonstop2h 42mSpirit Airlines
Deal found 8/12$88
This FlightHub deal was found by Cheapflights users on 8/12. 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 8/2311:44 amBDL - MCO
Nonstop3h 01mFrontier
Thu 8/287:25 amMCO - BDL
Nonstop2h 55mFrontier
Deal found 8/12$89
This Expedia deal was found by Cheapflights users on 8/12. 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.
Sun 8/246:15 pmBDL - MCO
Nonstop2h 58mSpirit Airlines
Thu 8/288:39 amMCO - BDL
Nonstop2h 42mSpirit Airlines
Deal found 8/12$90
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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.
Thu 8/2111:05 amBDL - MCO
Nonstop3h 01mFrontier
Thu 8/287:25 amMCO - BDL
Nonstop2h 55mFrontier
Deal found 8/12$91
This Frontier deal was found by Cheapflights users on 8/10. 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.
Sun 8/2411:05 amBDL - MCO
Nonstop3h 01mFrontier
Thu 8/287:25 amMCO - BDL
Nonstop2h 55mFrontier
Deal found 8/10$93
This Breeze Airways deal was found by Cheapflights users on 8/11. 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.
Thu 8/281:10 pmBDL - MCO
1 stop4h 22mBreeze Airways
Thu 9/47:04 pmMCO - BDL
1 stop4h 00mBreeze Airways
Deal found 8/11$94
This Cheapflightsfares deal was found by Cheapflights users on 8/10. 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.
Thu 8/286:45 amBDL - MCO
1 stop8h 56mSpirit Airlines
Sat 8/306:40 pmMCO - BDL
Nonstop2h 46mSpirit Airlines
Deal found 8/10$95
This Breeze Airways deal was found by Cheapflights users on 8/12. 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.
Thu 9/42:04 pmBDL - MCO
1 stop4h 20mBreeze Airways
Mon 9/85:41 pmMCO - BDL
1 stop4h 07mBreeze Airways
Deal found 8/12$96
This FlightHub deal was found by Cheapflights users on 8/11. 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 8/2311:44 amBDL - MCO
Nonstop3h 01mMultiple Airlines
Sun 8/318:39 amMCO - BDL
Nonstop2h 42mMultiple Airlines
Deal found 8/11$97
This Frontier deal was found by Cheapflights users on 8/11. 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 10/38:52 pmBDL - MCO
Nonstop3h 05mFrontier
Fri 10/107:40 amMCO - BDL
Nonstop2h 49mFrontier
Deal found 8/11$98

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 August 13, 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

Sat 8/23

11:44 am-2:45 pm

Nonstop3h 01m

Orlando

Thu 8/28

7:25 am-10:20 am

Nonstop2h 55m

$89

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Thu 9/4

2:04 pm-6:24 pm

1 stop4h 20m

Orlando

Mon 9/8

5:41 pm-9:48 pm

1 stop4h 07m

$96

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 9/8

12:35 pm-5:01 pm

1 stop4h 26m

Orlando

Mon 9/15

5:41 pm-9:48 pm

1 stop4h 07m

$97

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Fri 10/24

11:24 am-2:31 pm

Nonstop3h 07m

Orlando

Mon 10/27

8:00 am-10:46 am

Nonstop2h 46m

$102

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Fri 9/26

8:52 pm-11:57 pm

Nonstop3h 05m

Orlando

Sun 9/28

4:53 pm-7:42 pm

Nonstop2h 49m

$102

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 9/29

6:36 pm-10:59 pm

1 stop4h 23m

Orlando

Thu 10/2

7:04 pm-11:04 pm

1 stop4h 00m

$107

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sat 8/23

1:15 pm-4:09 pm

Nonstop2h 54m

Orlando

Thu 8/28

6:12 pm-10:14 pm

1 stop4h 02m

$107

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Mon 9/29

6:36 pm-10:59 pm

1 stop4h 23m

Orlando

Sat 10/4

10:56 am-1:44 pm

Nonstop2h 48m

$108

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Sun 9/28

8:37 pm-11:42 pm

Nonstop3h 05m

Orlando

Wed 10/1

12:01 pm-2:49 pm

Nonstop2h 48m

$115

HartfordOrlando

BDL - MCO

BDLMCO

Hartford Bradley Intl

Fri 9/26

6:36 pm-10:59 pm

1 stop4h 23m

Orlando

Sun 9/28

5:55 pm-9:55 pm

1 stop4h 00m

$119

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/12

Showing 1-10 of 21 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 August 8, 2025.

To ensure you get the cheapest price possible for a flight from Springfield to Kissimmee, you should look to book at least 86 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 August 13, 2025.
Read reviews from past customers who have flown Southwest, Breeze Airways, 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.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Breeze Airways
8.0
Very good
191 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
JetBlue
7.2
Good
2,915 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,048 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,221 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • 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.

  • What is the cheapest month to book a flight from Springfield to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Springfield to Kissimmee (average of $206). Flying from Springfield 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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