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Kissimmee

$72+ Cheap flights from Denver (DEN) 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 3/28. Fares are subject to change and may not be available on all flights or dates of travel.
DEN — MCO
Feb 28 — Mar 71
Sat 2/28
Sat 3/7
1 adult, Economy
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Cheapflights Tip: The best prices from Denver Intl to Kissimmee are usually found in February or January, booked 26 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Denver to Kissimmee

Cheapest flights from Denver to Kissimmee
Explore the most affordable flight options available from Denver to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Tue 3/312:59 am
DEN
-
MCO
2 stops10h 50m
Multiple Airlines
Wed 3/113:25 pm
MCO
-
DEN
1 stop9h 39m
Multiple Airlines
Deal found 1/26$149
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Tue 3/312:59 am
DEN
-
MCO
2 stops10h 50m
Multiple Airlines
Fri 3/69:54 pm
MCO
-
DEN
1 stop21h 06m
Multiple Airlines
Deal found 1/27$150
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
Wed 2/258:00 pm
DEN
-
MCO
1 stop17h 18m
Frontier
Wed 3/44:05 pm
MCO
-
DEN
1 stop7h 30m
Frontier
Deal found 1/26$151
This Cheapflightsfares deal was found by Cheapflights users on 1/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/267:24 pm
DEN
-
MCO
Nonstop3h 38m
Frontier
Mon 3/25:01 am
MCO
-
DEN
1 stop16h 17m
Frontier
Deal found 1/27$152
This Frontier deal was found by Cheapflights users on 1/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/1912:42 pm
DEN
-
MCO
1 stop8h 58m
Frontier
Thu 2/268:29 pm
MCO
-
DEN
Nonstop4h 30m
Frontier
Deal found 1/28$153
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sat 2/217:00 am
DEN
-
MCO
1 stop11h 47m
Frontier
Wed 2/252:00 pm
MCO
-
DEN
1 stop19h 02m
Frontier
Deal found 1/27$154
This WAYA deal was found by Cheapflights users on 1/28. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/52:10 pm
DEN
-
MCO
1 stop8h 15m
Frontier
Mon 3/98:39 pm
MCO
-
DEN
Nonstop4h 30m
Frontier
Deal found 1/28$155
This WAYA deal was found by Cheapflights users on 1/28. 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 WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/1012:59 am
DEN
-
MCO
1 stop6h 27m
Frontier
Wed 2/188:29 pm
MCO
-
DEN
Nonstop4h 30m
Frontier
Deal found 1/28$156
This Cheapflightsfares deal was found by Cheapflights users on 1/28. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/188:00 pm
DEN
-
MCO
1 stop25h 40m
Frontier
Wed 2/254:05 pm
MCO
-
DEN
1 stop7h 30m
Frontier
Deal found 1/28$157
This Frontier deal was found by Cheapflights users on 1/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/243:36 pm
DEN
-
MCO
1 stop6h 04m
Frontier
Wed 2/2510:28 am
MCO
-
DEN
1 stop13h 07m
Frontier
Deal found 1/28$158
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Tue 2/1711:59 pm
DEN
-
MCO
Nonstop3h 34m
Frontier
Tue 2/247:48 pm
MCO
-
DEN
1 stop13h 51m
Frontier
Deal found 1/27$159
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Tue 2/243:36 pm
DEN
-
MCO
1 stop7h 23m
Multiple Airlines
Mon 3/29:54 pm
MCO
-
DEN
1 stop16h 02m
Multiple Airlines
Deal found 1/27$160

Find flight deals from Denver to Kissimmee

Keep the following information in mind while searching for Denver to Kissimmee flight deals. Data was last updated January 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$149
(Kiwi.com)

One-way from

$72
(Trip.com)

Popular in

March

Cheapest in

February

Average price

$270
Provider with most accurate pricing for Denver Intl-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Denver Intl-Orlando (ORL) flights.
Search Deals
From Denver Intl to Kissimmee
Search Deals
One-way flight from Denver Intl to Kissimmee
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($3 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 January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Denver 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 January 29, 2026.
Use the filters below to find and compare flights from Denver to Kissimmee that are best for you.

Fly from

Denver

Fly to

Kissimmee

Route

Depart

Return

Price

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 2/27

11:59 pm-5:33 am

Nonstop3h 34m

Orlando

Sun 3/8

8:39 pm-11:09 pm

Nonstop4h 30m

$186

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 2/28

6:35 pm-12:05 am

Nonstop3h 30m

Orlando

Sat 3/7

8:45 pm-11:05 pm

Nonstop4h 20m

$197

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Wed 4/1

1:00 pm-11:02 pm

1 stop8h 02m

Orlando

Mon 4/6

5:30 pm-12:09 am

1 stop8h 39m

$277

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 3/22

11:59 pm-5:36 am

Nonstop3h 37m

Orlando

Fri 3/27

6:00 am-8:20 am

Nonstop4h 20m

$309

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 3/15

11:59 pm-5:33 am

Nonstop3h 34m

Orlando

Fri 3/20

6:00 am-8:20 am

Nonstop4h 20m

$325

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sun 7/19

7:03 pm-11:35 am

1 stop14h 32m

Orlando

Sat 8/1

7:47 pm-7:42 am

1 stop13h 55m

$355

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Tue 3/3

7:00 am-7:09 pm

1 stop10h 09m

Orlando

Fri 3/6

7:44 am-11:59 pm

2 stops18h 15m

$365

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 7/24

4:55 pm-6:34 pm

1 stop23h 39m

Orlando

Thu 7/30

1:05 pm-7:04 pm

1 stop7h 59m

$365

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Fri 7/3

5:39 pm-6:54 pm

1 stop23h 15m

Orlando

Sat 7/11

7:30 pm-9:17 am

1 stop15h 47m

$375

DenverOrlando

DEN - MCO

DENMCO

Denver Intl

Sat 7/18

10:25 am-6:39 pm

1 stop6h 14m

Orlando

Sat 7/25

7:30 pm-7:32 am

1 stop14h 02m

$385

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/28

Showing 1-10 of 23 results
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Best time to book a flight from Denver to Kissimmee

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

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

Use this chart to determine the optimal time to book a round-trip flight from Denver to Kissimmee. Price data was last updated on January 23, 2026.

The price you pay for your flight from Denver to Kissimmee may vary depending on when you book. For the best chance of a lower fare, look to book 26 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Denver to Kissimmee (average of $83). Flying from Denver to Kissimmee in May is currently the most expensive (average of $142). 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 DEN to K1S?

Find hourly flight availability from Denver 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 January 29, 2026.

It’s typically best to fly out from Denver to Kissimmee in the evening. Doing so could potentially save you 29% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Denver to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Denver to Kissimmee. Price data was last updated on January 24, 2026.

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

Weekly flight availability from Denver to Kissimmee

Explore weekly flight availability from Denver to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 29, 2026.

The most flights from DEN to K1S are scheduled on a Thursday (25 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).

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 January 29, 2026.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Denver to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
Southwest
8.0
Very good
4,267 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
United Airlines
7.4
Good
9,215 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
American Airlines
7.2
Good
11,204 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
Sun Country Air
6.9
Okay
343 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue
Frontier
5.7
Fair
3,056 reviews
Southwest
8.0
Very good
4,267 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Christine,Aug 2024

DEN - LGB

No issues. I needed pre boarding and I was able to get it without issue

Related info for your journey

Find useful and relevant information for your journey from Denver 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 Denver to Kissimmee?

    If you book a flight to Kissimmee from Denver, you will be flying from Denver Intl, which is the city’s only airport. Denver Intl (DEN) is located 18.5 mi from the center of Denver. There are 18 flights from Denver Intl to Kissimmee per day from 7 different airlines.

  • How long is the flight from Denver to Kissimmee?

    Airlines like Frontier, Southwest, and Delta fly from Denver to Kissimmee in about 3h 30m. The time it takes to get you to your destination can typically vary by up to 4h 32m. Airlines will cover a distance of 1544 mi. This flight may include one or multiple stops.

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

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $55. However, be on the lookout for offers from American Airlines and JetBlue, as they are both options that can get you from Denver to Kissimmee for a low price.

  • What are the most reliable airlines from Denver to Kissimmee?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Denver to Kissimmee on time: Avianca (95%), United Airlines (91%), Copa Airlines (88%).

  • What are the cheapest flights from Denver to Kissimmee?

    On average you can expect to pay $690 for a flight from Denver to Kissimmee. The cheapest flight overall is $63 while the most popular route, (Denver Intl - Orlando) is currently priced at $107.

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

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

  • How can I find direct flights from Denver to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Denver 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 Denver to Kissimmee?

    Currently, January is the cheapest month in which you can book a flight from Denver to Kissimmee (average of $83). Flying from Denver to Kissimmee in May is currently the most expensive (average of $142). 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 7 airlines flying from Denver to Kissimmee

Discover the top 7 airlines that operate flights from Denver 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 January 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$99Average$248FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$129Average$338FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$130Average$364FlexibilityNo cancel feeOn-time83%
DeltaCheapest$168Average$451FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$186Average$407FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$205Average$408FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$223Average$385FlexibilityNo cancel feeOn-time63%

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