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Kissimmee

$95+ 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 8/10. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — MCO
Aug 23 — Aug 301
Sun 8/23
Sun 8/30
1 adult, Economy
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Cheapflights Tip: The best prices from Des Moines to Kissimmee are usually found in March or January, booked 18 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap 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 July 24, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/126:25 am
DSM
-
MCO
1 stop14h 12m
Multiple Airlines
Sat 10/175:30 am
MCO
-
DSM
2 stops34h 12m
Multiple Airlines
Deal found 7/22$187
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 10/126:25 am
DSM
-
MCO
1 stop14h 12m
Multiple Airlines
Wed 10/215:29 pm
MCO
-
DSM
2 stops22h 13m
Multiple Airlines
Deal found 7/23$188
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 10/196:25 am
DSM
-
MCO
1 stop14h 12m
Multiple Airlines
Wed 10/219:00 am
MCO
-
DSM
1 stop23h 38m
Multiple Airlines
Deal found 7/21$197
This Kiwi.com deal was found by Cheapflights users on 7/21. 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 10/118:43 am
DSM
-
MCO
1 stop22h 11m
Multiple Airlines
Wed 10/149:00 am
MCO
-
DSM
1 stop23h 38m
Multiple Airlines
Deal found 7/21$198
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 9/271:58 pm
DSM
-
MCO
2 stops26h 23m
Multiple Airlines
Thu 10/16:55 am
MCO
-
DSM
1 stop8h 15m
Multiple Airlines
Deal found 7/23$200
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/118:43 am
DSM
-
MCO
1 stop22h 11m
Multiple Airlines
Wed 10/215:29 pm
MCO
-
DSM
2 stops22h 13m
Multiple Airlines
Deal found 7/22$202
This Kiwi.com deal was found by Cheapflights users on 7/19. 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.
Thu 8/135:12 pm
DSM
-
MCO
2 stops36h 28m
Multiple Airlines
Wed 8/198:20 am
MCO
-
DSM
1 stop29h 45m
Multiple Airlines
Deal found 7/19$204
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 9/201:58 pm
DSM
-
MCO
2 stops31h 12m
Multiple Airlines
Thu 10/16:55 am
MCO
-
DSM
1 stop8h 15m
Multiple Airlines
Deal found 7/23$205
This Kiwi.com deal was found by Cheapflights users on 7/22. 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 10/126:25 am
DSM
-
MCO
1 stop14h 12m
Multiple Airlines
Thu 10/226:33 am
MCO
-
DSM
1 stop9h 09m
Multiple Airlines
Deal found 7/22$206
This Kiwi.com deal was found by Cheapflights users on 7/23. 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 10/46:40 am
DSM
-
MCO
2 stops25h 42m
Multiple Airlines
Thu 10/86:33 am
MCO
-
DSM
1 stop9h 09m
Multiple Airlines
Deal found 7/23$207
This Kiwi.com deal was found by Cheapflights users on 7/19. 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 8/163:41 pm
DSM
-
MCO
2 stops21h 42m
Multiple Airlines
Sat 8/222:45 pm
MCO
-
DSM
1 stop23h 20m
Multiple Airlines
Deal found 7/19$208

Find 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 July 24, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$187
(Kiwi.com)

One-way from

$95
(Kiwi.com)

Popular in

July

Cheapest in

March

Average price

$483
Provider with most accurate pricing for Des Moines-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Des Moines-Orlando (ORL) flights.
Search Deals
From Des Moines to Kissimmee
Search Deals
One-way flight from Des Moines to Kissimmee
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

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 July 24, 2026.
Use the filters below to find and compare flights from Des Moines to Kissimmee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Tue 9/22

2:34 pm-11:06 pm

1 stop7h 32m

Orlando

Thu 10/1

7:00 am-10:46 am

1 stop4h 46m

$333

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sat 9/12

4:10 pm-10:06 pm

1 stop4h 56m

Orlando

Sat 9/19

5:30 am-10:46 am

1 stop6h 16m

$354

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 9/23

6:54 pm-12:22 am

1 stop4h 28m

Orlando

Wed 9/30

6:15 am-10:46 am

1 stop5h 31m

$375

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Tue 1/5

6:00 am-2:00 pm

2 stops7h 00m

Orlando

Tue 1/19

7:10 am-1:55 pm

1 stop7h 45m

$380

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Tue 10/20

3:00 pm-10:40 pm

1 stop6h 40m

Orlando

Fri 10/23

4:30 pm-10:55 pm

2 stops7h 25m

$390
Quickest round-trip

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Fri 9/18

6:54 pm-12:22 am

1 stop4h 28m

Orlando

Sat 9/26

7:00 am-10:46 am

1 stop4h 46m

$390

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Mon 9/14

5:40 am-4:20 pm

2 stops9h 40m

Orlando

Fri 9/18

3:55 pm-10:10 pm

2 stops7h 15m

$395

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Fri 9/18

6:54 pm-12:22 am

1 stop4h 28m

Orlando

Tue 9/22

5:40 pm-10:26 pm

1 stop5h 46m

$401

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Thu 10/15

5:10 am-2:05 pm

2 stops7h 55m

Orlando

Thu 10/15

6:30 pm-10:55 pm

1 stop5h 25m

$406

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Mon 9/14

5:40 am-4:20 pm

2 stops9h 40m

Orlando

Mon 9/21

6:25 am-1:45 pm

2 stops8h 20m

$411

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/20

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

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

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 July 24, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 37% on flights from Des Moines to Kissimmee by exploring options for tickets in the afternoon.

How much does it cost to fly round-trip from Des Moines to Kissimmee?

Airfare is below average for this route at the moment.
Des Moines to Kissimmee flights typically cost between $384 and $486 in October.
The cheapest round-trip price found within the last 5 days was $187 on Multiple Airlines (Oct 12-Oct 17).

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 18, 2026.

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. Tuesday evenings 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 July 24, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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
4,236 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Delta
7.8
Good
8,482 reviews
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
United Airlines
7.4
Good
10,026 reviews
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
American Airlines
7.1
Good
11,842 reviews
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.
Frontier
5.6
Fair
2,770 reviews
Southwest
8.0
Very good
4,236 reviews

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Scott,Feb 2026

HOU - FLL

Delayed by 45 minutes leaving Houston, making a 3.5 hour layover that much longer.

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 and Southwest can get you from Des Moines to Kissimmee in just under 7h. Your travel time can differ by up to 32m. Des Moines and Kissimmee are separated by a distance of 1141 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 $50. United Airlines flights start at $114 while deals on American Airlines start at $145 one-way.

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

    Looking at all options, your cheapest flight can be booked for $234. While the most popular route (Des Moines - Orlando) can be booked for $187 on average, our data indicates $369 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.

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 July 24, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$73Average$268FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$113Average$231FlexibilityNo cancel feeOn-time88%
DeltaCheapest$216Average$418FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$236Average$400FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$276Average$451FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$276Average$418FlexibilityNo cancel feeOn-time69%

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