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Kissimmee

$93+ 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 11/16. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — MCO
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Des Moines to Kissimmee are usually found in March or August, booked 62 days in advance, depart on a Monday or Sunday and return on a Thursday

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 September 16, 2025.

Round-trip from

$165
(Gotogate)

One-way from

$93
(Kiwi.com)

Popular in

December

Cheapest in

March

Average price

$397
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. 5% potential increase in price ($24 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Gotogate deal was found by Cheapflights users on 9/15. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/302:32 pmDSM - MCO
1 stop14h 12mFrontier
Thu 11/66:00 amMCO - DSM
1 stop8h 47mFrontier
Deal found 9/15$165
This Booking.com deal was found by Cheapflights users on 9/14. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/22:25 pmDSM - MCO
1 stop23h 12mFrontier
Tue 10/148:59 pmMCO - DSM
1 stop17h 53mFrontier
Deal found 9/14$166
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/135:51 pmDSM - MCO
1 stop13h 04mMultiple Airlines
Tue 10/148:59 pmMCO - DSM
1 stop17h 53mMultiple Airlines
Deal found 9/13$186
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/99:03 pmDSM - MCO
1 stop16h 05mMultiple Airlines
Fri 11/147:15 amMCO - DSM
1 stop10h 53mMultiple Airlines
Deal found 9/15$191
This Booking.com deal was found by Cheapflights users on 9/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/22:25 pmDSM - MCO
1 stop23h 12mFrontier
Mon 10/66:00 amMCO - DSM
1 stop8h 40mFrontier
Deal found 9/15$195
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/101:37 pmDSM - MCO
1 stop10h 06mMultiple Airlines
Fri 11/147:15 amMCO - DSM
1 stop10h 53mMultiple Airlines
Deal found 9/15$198
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/135:51 pmDSM - MCO
1 stop13h 04mMultiple Airlines
Wed 10/156:07 pmMCO - DSM
1 stop26h 50mMultiple Airlines
Deal found 9/13$200
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/128:47 pmDSM - MCO
1 stop10h 08mMultiple Airlines
Tue 10/148:59 pmMCO - DSM
1 stop17h 53mMultiple Airlines
Deal found 9/13$203
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/99:03 pmDSM - MCO
1 stop16h 05mMultiple Airlines
Thu 11/207:16 amMCO - DSM
1 stop30h 39mMultiple Airlines
Deal found 9/15$204
This Mytrip deal was found by Cheapflights users on 9/16. 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.
Mon 10/205:51 pmDSM - MCO
1 stop13h 04mMultiple Airlines
Sat 10/257:48 pmMCO - DSM
1 stop15h 03mMultiple Airlines
Deal found 9/16$208

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 September 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

Sun 10/19

8:47 pm-7:55 am

1 stop10h 08m

Orlando

Fri 10/24

6:06 am-4:59 pm

2 stops11h 53m

$250

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Tue 10/14

6:39 pm-11:59 pm

1 stop4h 20m

Orlando

Wed 10/15

9:15 am-1:59 pm

1 stop5h 44m

$257

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 11/12

2:17 pm-8:44 pm

1 stop5h 27m

Orlando

Wed 11/19

9:00 am-1:32 pm

1 stop5h 32m

$257

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Mon 11/10

6:33 pm-12:50 am

1 stop5h 17m

Orlando

Tue 11/18

6:15 am-10:42 am

1 stop5h 27m

$267

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sat 10/25

3:30 pm-10:56 pm

1 stop6h 26m

Orlando

Tue 10/28

10:50 am-7:20 pm

1 stop9h 30m

$267

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Fri 10/31

3:50 pm-6:10 am

1 stop13h 20m

Orlando

Tue 11/4

3:30 pm-9:35 pm

2 stops7h 05m

$278

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sat 2/21

3:15 pm-12:43 am

2 stops8h 28m

Orlando

Thu 2/26

4:35 pm-9:51 pm

1 stop6h 16m

$282

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 11/12

2:17 pm-8:44 pm

1 stop5h 27m

Orlando

Fri 11/14

8:00 am-1:32 pm

1 stop6h 32m

$284

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Mon 10/20

5:35 am-1:35 pm

2 stops7h 00m

Orlando

Sat 10/25

7:25 am-3:05 pm

2 stops8h 40m

$287

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Fri 1/30

1:35 pm-11:14 pm

2 stops8h 39m

Orlando

Fri 2/6

4:55 pm-10:30 pm

1 stop6h 35m

$316

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 21 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 September 12, 2025.

The best time to book flights from Des Moines to Kissimmee is 62 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 September 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 September 14, 2025.

Travelers seeking maximum savings on their Des Moines to Kissimmee flight should consider departing on Monday evenings 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.

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 September 16, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Des Moines 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
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,957 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,924 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,174 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Comfort

8.0

Crew

8.6

Overall

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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.

  • How long is the flight from Des Moines to Kissimmee?

    Delta can get you from Des Moines to Kissimmee in just under 4h 20m. Your travel time can differ by up to . Des Moines and Kissimmee are separated by a distance of 1141 mi.

  • What are the cheapest flights from Des Moines to Kissimmee?

    Looking at all options, your cheapest flight can be booked for $367. While the most popular route (Des Moines - Orlando) can be booked for $197 on average, our data indicates $367 when flying from Des Moines to Kissimmee.

  • 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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Alternative routes for Des Moines to Kissimmee

See prices for flight routes from nearby airports that may be better suited for you.
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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$87Average$214FlexibilityNo cancel feeOn-time88%
FrontierCheapest$118Average$251FlexibilityNo cancel feeOn-time62%
DeltaCheapest$250Average$427FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$276Average$441FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$278Average$443FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$348Average$421FlexibilityNo cancel feeOn-time63%

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