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Kissimmee

$133+ 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 8/23. Fares are subject to change and may not be available on all flights or dates of travel.
DSM — MCO
Jun 28 — Jul 51
Sun 6/28
Sun 7/5
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 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 May 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/28. 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 9/61:58 pm
DSM
-
MCO
1 stop9h 02m
Multiple Airlines
Thu 9/108:59 am
MCO
-
DSM
1 stop11h 58m
Multiple Airlines
Deal found 5/28$206
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 8/1012:37 pm
DSM
-
MCO
1 stop27h 29m
Multiple Airlines
Mon 8/172:49 pm
MCO
-
DSM
1 stop9h 25m
Multiple Airlines
Deal found 5/26$227
This Mytrip deal was found by Cheapflights users on 5/26. 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.
Wed 6/172:16 pm
DSM
-
MCO
1 stop14h 22m
Frontier
Tue 6/238:43 pm
MCO
-
DSM
1 stop17h 48m
Frontier
Deal found 5/26$239
This Gotogate deal was found by Cheapflights users on 5/25. 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.
Wed 6/242:16 pm
DSM
-
MCO
1 stop14h 22m
Frontier
Wed 7/16:00 am
MCO
-
DSM
1 stop8h 31m
Frontier
Deal found 5/25$241
This Booking.com deal was found by Cheapflights users on 5/28. 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.
Wed 7/222:19 pm
DSM
-
MCO
1 stop14h 12m
Frontier
Mon 7/275:35 am
MCO
-
DSM
1 stop8h 59m
Frontier
Deal found 5/28$251
This Kiwi.com deal was found by Cheapflights users on 5/28. 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.
Fri 9/43:04 pm
DSM
-
MCO
2 stops24h 28m
Multiple Airlines
Thu 9/108:59 am
MCO
-
DSM
1 stop11h 58m
Multiple Airlines
Deal found 5/28$252
This Gotogate deal was found by Cheapflights users on 5/25. 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.
Fri 6/192:16 pm
DSM
-
MCO
1 stop14h 22m
Frontier
Wed 6/246:00 am
MCO
-
DSM
1 stop8h 31m
Frontier
Deal found 5/25$261
This Kiwi.com deal was found by Cheapflights users on 5/25. 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 7/93:37 pm
DSM
-
MCO
1 stop7h 19m
Multiple Airlines
Thu 7/1611:59 am
MCO
-
DSM
1 stop10h 28m
Multiple Airlines
Deal found 5/25$268
This Booking.com deal was found by Cheapflights users on 5/25. 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.
Mon 7/62:19 pm
DSM
-
MCO
1 stop14h 12m
Frontier
Thu 7/98:43 pm
MCO
-
DSM
1 stop17h 51m
Frontier
Deal found 5/25$270
This Kiwi.com deal was found by Cheapflights users on 5/28. 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 9/31:58 pm
DSM
-
MCO
1 stop9h 02m
Multiple Airlines
Thu 9/106:55 am
MCO
-
DSM
1 stop14h 02m
Multiple Airlines
Deal found 5/28$274
This Kiwi.com deal was found by Cheapflights users on 5/26. 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 8/95:12 pm
DSM
-
MCO
2 stops29h 39m
Multiple Airlines
Mon 8/172:49 pm
MCO
-
DSM
1 stop9h 25m
Multiple Airlines
Deal found 5/26$278

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 May 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$227
(Kiwi.com)

One-way from

$133
(Kiwi.com)

Popular in

October

Cheapest in

March

Average price

$396
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. 6% potential increase in price ($29 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 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 May 29, 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
Quickest round-trip

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sat 8/8

4:50 pm-12:15 am

1 stop6h 25m

Orlando

Tue 8/11

7:35 am-11:50 am

1 stop5h 15m

$382

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 7/22

10:25 am-7:48 pm

1 stop8h 23m

Orlando

Sun 8/2

6:15 am-10:45 am

1 stop5h 30m

$389

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sat 8/15

4:11 pm-12:04 am

1 stop6h 53m

Orlando

Sun 8/30

12:14 pm-4:50 pm

1 stop5h 36m

$416

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Fri 7/17

4:40 pm-12:35 am

1 stop6h 55m

Orlando

Mon 7/20

3:30 pm-11:35 pm

2 stops9h 05m

$432

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Fri 7/10

1:30 pm-9:30 pm

1 stop7h 00m

Orlando

Fri 7/17

3:30 pm-11:35 pm

2 stops9h 05m

$432

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Sat 7/4

5:10 am-4:50 pm

2 stops10h 40m

Orlando

Thu 7/9

3:30 pm-11:35 pm

2 stops9h 05m

$443

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Mon 6/15

4:48 pm-11:25 pm

1 stop5h 37m

Orlando

Wed 6/17

6:15 am-12:52 pm

1 stop7h 37m

$476

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Thu 6/25

3:24 pm-9:55 pm

1 stop5h 31m

Orlando

Wed 7/1

11:35 am-10:56 pm

2 stops12h 21m

$494

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Mon 7/6

1:30 pm-11:35 pm

2 stops9h 05m

Orlando

Thu 7/9

3:30 pm-11:35 pm

2 stops9h 05m

$510

Des MoinesOrlando

DSM - MCO

DSMMCO

Des Moines

Wed 7/22

8:00 am-3:03 pm

1 stop6h 03m

Orlando

Sun 8/2

3:05 pm-10:56 pm

2 stops8h 51m

$527

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/26

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 May 29, 2026.

Unlike at noon, when flights are generally more expensive, you can save up to 38% 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?

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 May 23, 2026.

Travelers seeking maximum savings on their Des Moines to Kissimmee flight should consider departing on Sunday afternoons 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 May 29, 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
7.9
Good
4,264 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
7.9
Good
4,264 reviews
Southwest
7.9
Good
4,264 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,423 reviews
Southwest
7.9
Good
4,264 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,751 reviews
Southwest
7.9
Good
4,264 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,639 reviews
Southwest
7.9
Good
4,264 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Frontier
5.6
Fair
2,930 reviews
Southwest
7.9
Good
4,264 reviews

Crew

8.6

Food

7.0

Overall

7.9

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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?

    Southwest and Delta can get you from Des Moines to Kissimmee in just under 6h 25m. Your travel time can differ by up to 1h 58m. 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 $135 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 $239 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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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 May 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$73Average$299FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$111Average$222FlexibilityNo cancel feeOn-time88%
DeltaCheapest$236Average$421FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$237Average$398FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$275Average$443FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$276Average$418FlexibilityNo cancel feeOn-time69%

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