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Kissimmee

$100+ Cheap flights from Des Moines (DSM) 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 6/27. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — MCO
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
1 adult, Economy
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Cheapflights Tip: The best prices from Des Moines to Kissimmee are usually found in July or September, booked 2 days in advance, depart on a Monday or Thursday and return on a Wednesday

Cheap flight deals from Des Moines to Kissimmee

Keep the following information in mind while searching for Des Moines to Kissimmee flight deals. Data was last updated June 16, 2025.

Round-trip from

$200
(Frontier)

One-way from

$100
(Frontier)

Popular in

December

Cheapest in

July

Average price

$429
From Des Moines to Kissimmee
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One-way flight from Des Moines to Kissimmee
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Highest demand for flights based on searches. 4% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in June 2025
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Find flight deals from Des Moines to Kissimmee

Cheapest flights from Des Moines to Kissimmee
Explore the most affordable flight options available from Des Moines to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 16, 2025.

This Frontier deal was found by Cheapflights users on 6/14. 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 7/48:38 pmDSM - MCO
1 stop8h 22mFrontier
Fri 7/116:00 amMCO - DSM
1 stop13h 48mFrontier
Deal found 6/14$200
This Mytrip deal was found by Cheapflights users on 6/16. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/186:30 amDSM - MCO
1 stop11h 45mMultiple Airlines
Sat 7/2611:55 amMCO - DSM
1 stop6h 21mMultiple Airlines
Deal found 6/16$207
This American Airlines deal was found by Cheapflights users on 6/13. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/207:32 amDSM - MCO
1 stop6h 58mAmerican Airlines
Mon 8/256:00 amMCO - DSM
1 stop5h 21mAmerican Airlines
Deal found 6/13$277
This Delta deal was found by Cheapflights users on 6/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/165:12 pmDSM - MCO
1 stop5h 51mDelta
Wed 8/207:00 amMCO - DSM
1 stop7h 27mDelta
Deal found 6/14$297
This United Airlines deal was found by Cheapflights users on 6/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/283:25 pmDSM - MCO
1 stop5h 22mUnited Airlines
Mon 9/17:30 amMCO - DSM
1 stop5h 53mUnited Airlines
Deal found 6/14$302
This Southwest deal was found by Cheapflights users on 6/15. 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.
Tue 10/146:20 amDSM - MCO
2 stops6h 45mSouthwest
Sat 10/187:50 amMCO - DSM
1 stop8h 15mSouthwest
Deal found 6/15$348

Cheapflights Fare Finder

Customize your flight search to find flights from Des Moines 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 June 16, 2025.
Use the filters below to find and compare flights from Des Moines to Kissimmee that are best for you.

Fly from

Des Moines

Fly to

Kissimmee

Route

Depart

Return

Price

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Fri 7/4

8:38 pm-6:00 am

1 stop8h 22m

Orlando

Fri 7/11

6:00 am-6:48 pm

1 stop13h 48m

$200

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Fri 7/18

6:30 am-7:15 pm

1 stop11h 45m

Orlando

Sat 7/26

11:55 am-5:16 pm

1 stop6h 21m

$207

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 8/20

7:32 am-3:30 pm

1 stop6h 58m

Orlando

Mon 8/25

6:00 am-10:21 am

1 stop5h 21m

$277

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sat 8/16

5:12 pm-12:03 am

1 stop5h 51m

Orlando

Wed 8/20

7:00 am-1:27 pm

1 stop7h 27m

$297

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Thu 8/28

3:25 pm-9:47 pm

1 stop5h 22m

Orlando

Mon 9/1

7:30 am-12:23 pm

1 stop5h 53m

$302

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Tue 10/14

6:20 am-2:05 pm

2 stops6h 45m

Orlando

Sat 10/18

7:50 am-3:05 pm

1 stop8h 15m

$348

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Fri 6/27

8:38 pm-5:44 am

1 stop8h 06m

$100

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Thu 7/31

6:32 pm-4:54 pm

1 stop21h 22m

$108

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 8/13

5:29 pm-11:10 pm

1 stop4h 41m

$139

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Tue 7/1

5:25 am-3:25 pm

2 stops9h 00m

$164

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 11 results
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Best time to book a flight from Des Moines to Kissimmee

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

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

Use this chart to determine the optimal time to book a round-trip flight from Des Moines to Kissimmee. Price data was last updated on June 13, 2025.

The best time to book flights from Des Moines to Kissimmee is 2 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

What is the cheapest month to book a flight from Des Moines to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Des Moines to Kissimmee (average of $206). Flying from Des Moines 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 DSM to K1S?

Find hourly flight availability from Des Moines 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 June 16, 2025.

When flying from Des Moines 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.

What is the cheapest day to fly from Des Moines to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Des Moines to Kissimmee. Price data was last updated on June 15, 2025.

Travelers seeking maximum savings on their Des Moines to Kissimmee flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 June 16, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines from Des Moines to Kissimmee to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,278 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,963 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,801 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Frontier
5.9
Fair
3,296 reviews
Southwest
8.0
Very good
4,278 reviews

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.1

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Des Moines to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Des Moines to Kissimmee?

    Located just 3.6 mi from the city center, Des Moines is the airport most travelers will use when flying to Kissimmee from Des Moines. Booking flights from Des Moines (DSM) to Kissimmee should be relatively easy as there are 0 daily outbound flights to Kissimmee from 6 different airlines.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $100. American Airlines flights start at $139 while deals on Southwest start at $164 one-way.

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

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

  • How can I find direct flights from Des Moines to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Des Moines 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 Des Moines to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Des Moines to Kissimmee (average of $206). Flying from Des Moines 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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Top 6 airlines flying from Des Moines to Kissimmee

Discover the top 6 airlines that operate flights from Des Moines 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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$104Average$234FlexibilityNo cancel feeOn-time88%
FrontierCheapest$116Average$233FlexibilityNo cancel feeOn-time62%
DeltaCheapest$250Average$426FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$276Average$410FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$296Average$417FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$331Average$466FlexibilityNo cancel feeOn-time69%

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