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Kissimmee

$84+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — MCO
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
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Cheapflights Tip: The best prices from Des Moines to Kissimmee are usually found in September or March, booked 2 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 August 1, 2025.

Round-trip from

$182
(Mytrip)

One-way from

$84
(Mytrip)

Popular in

October

Cheapest in

September

Average price

$371
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. 3% potential increase in price ($15 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 August 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 August 1, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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.
Sun 10/268:47 pmDSM - MCO
1 stop10h 13mMultiple Airlines
Wed 10/297:40 pmMCO - DSM
1 stop15h 11mMultiple Airlines
Deal found 7/30$182
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 9/134:20 pmDSM - MCO
1 stop5h 33mAmerican Airlines
Sat 9/207:00 amMCO - DSM
1 stop7h 05mAmerican Airlines
Deal found 7/30$295
This Delta deal was found by Cheapflights users on 7/31. 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.
Tue 10/286:39 pmDSM - MCO
1 stop4h 20mDelta
Wed 11/57:00 amMCO - DSM
1 stop7h 28mDelta
Deal found 7/31$297
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Sat 10/253:25 pmDSM - MCO
2 stops8h 20mUnited Airlines
Wed 10/299:40 amMCO - DSM
1 stop5h 39mUnited Airlines
Deal found 7/30$302
This Southwest deal was found by Cheapflights users on 7/30. 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.
Wed 9/178:25 amDSM - MCO
2 stops9h 25mSouthwest
Wed 10/16:35 amMCO - DSM
2 stops5h 50mSouthwest
Deal found 7/30$307

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 August 1, 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 10/26

8:47 pm-8:00 am

1 stop10h 13m

Orlando

Wed 10/29

7:40 pm-9:51 am

1 stop15h 11m

$182

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sat 9/13

4:20 pm-10:53 pm

1 stop5h 33m

Orlando

Sat 9/20

7:00 am-1:05 pm

1 stop7h 05m

$295

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Tue 10/28

6:39 pm-11:59 pm

1 stop4h 20m

Orlando

Wed 11/5

7:00 am-1:28 pm

1 stop7h 28m

$297

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sat 10/25

3:25 pm-12:45 am

2 stops8h 20m

Orlando

Wed 10/29

9:40 am-2:19 pm

1 stop5h 39m

$302

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 9/17

8:25 am-6:50 pm

2 stops9h 25m

Orlando

Wed 10/1

6:35 am-11:25 am

2 stops5h 50m

$307

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Mon 9/8

2:22 pm-8:57 pm

1 stop5h 35m

$84

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Mon 9/29

2:25 pm-12:45 am

1 stop9h 20m

$148

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 8/27

5:44 am-11:57 am

1 stop5h 13m

$149

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 8/27

8:25 am-6:50 pm

2 stops9h 25m

$154

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sun 9/28

3:25 pm-9:50 pm

1 stop5h 25m

$189

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 July 25, 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 $288). 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 August 1, 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 July 27, 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 August 1, 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
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Frontier
5.9
Fair
3,239 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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 $148. Delta flights start at $149 while deals on Southwest start at $154 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 $288). 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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$92Average$224FlexibilityNo cancel feeOn-time88%
FrontierCheapest$118Average$252FlexibilityNo cancel feeOn-time62%
DeltaCheapest$250Average$424FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$276Average$484FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$305Average$417FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$321Average$466FlexibilityNo cancel feeOn-time69%

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