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Kissimmee

$118+ Cheap flights from Colorado Springs (COS) 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 10/26. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Colorado Springs to Kissimmee are usually found in August or February, booked 55 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Colorado Springs to Kissimmee

Keep the following information in mind while searching for Colorado Springs to Kissimmee flight deals. Data was last updated September 15, 2025.

Round-trip from

$267
(American Airlines)

One-way from

$118
(Kiwi.com)

Popular in

October

Cheapest in

August

Average price

$476
From Colorado Springs to Kissimmee
Search Deals
One-way flight from Colorado Springs to Kissimmee
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($23 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($6 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 Colorado Springs to Kissimmee

Cheapest flights from Colorado Springs to Kissimmee
Explore the most affordable flight options available from Colorado Springs to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

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.
Thu 10/234:41 pmCOS - MCO
1 stop11h 21mMultiple Airlines
Thu 10/305:30 amMCO - COS
2 stops29h 21mMultiple Airlines
Deal found 9/13$270
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2612:36 pmCOS - MCO
1 stop6h 22mAmerican Airlines
Wed 12/35:14 amMCO - COS
1 stop8h 32mAmerican Airlines
Deal found 9/13$286
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2312:38 pmCOS - MCO
1 stop7h 17mAmerican Airlines
Wed 12/317:08 amMCO - COS
1 stop6h 39mAmerican Airlines
Deal found 9/13$316
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:00 amCOS - MCO
1 stop5h 36mUnited Airlines
Mon 11/35:03 pmMCO - COS
1 stop6h 04mUnited Airlines
Deal found 9/15$338
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3112:04 pmCOS - MCO
2 stops7h 58mAmerican Airlines
Mon 11/36:47 amMCO - COS
1 stop7h 19mAmerican Airlines
Deal found 9/13$343
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/612:45 pmCOS - MCO
1 stop7h 17mAmerican Airlines
Tue 11/1111:49 amMCO - COS
1 stop5h 58mAmerican Airlines
Deal found 9/14$348
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:05 pmCOS - MCO
1 stop9h 45mSouthwest
Sat 12/136:20 amMCO - COS
1 stop5h 40mSouthwest
Deal found 9/14$354
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1812:05 pmCOS - MCO
1 stop8h 48mAmerican Airlines
Sat 10/255:08 amMCO - COS
1 stop6h 38mAmerican Airlines
Deal found 9/14$359

Cheapflights Fare Finder

 
Customize your flight search to find flights from Colorado Springs 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 15, 2025.
Use the filters below to find and compare flights from Colorado Springs to Kissimmee that are best for you.

Fly from

Colorado Springs

Fly to

Kissimmee

Route

Depart

Return

Price

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Wed 11/26

12:45 pm-10:59 pm

2 stops8h 14m

Orlando

Wed 12/3

5:14 am-11:46 am

1 stop8h 32m

$291

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Fri 10/31

6:00 am-1:36 pm

1 stop5h 36m

Orlando

Mon 11/3

8:00 am-1:14 pm

1 stop7h 14m

$338

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Thu 11/6

12:45 pm-10:02 pm

1 stop7h 17m

Orlando

Tue 11/11

7:00 am-11:48 am

1 stop6h 48m

$348

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Tue 2/24

1:40 pm-9:43 pm

1 stop6h 03m

Orlando

Sat 2/28

7:45 pm-11:59 pm

1 stop6h 14m

$348

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Tue 2/24

7:20 am-2:30 pm

1 stop5h 10m

Orlando

Sat 2/28

8:45 am-3:40 pm

2 stops8h 55m

$349

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Mon 12/8

6:05 pm-5:50 am

1 stop9h 45m

Orlando

Sat 12/13

6:20 am-10:00 am

1 stop5h 40m

$354

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Fri 2/27

5:55 pm-5:46 am

1 stop9h 51m

Orlando

Tue 3/3

9:00 am-1:05 pm

1 stop6h 05m

$359

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Sat 10/25

3:50 pm-10:55 pm

1 stop5h 05m

Orlando

Sat 11/1

7:25 am-2:05 pm

1 stop8h 40m

$359

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Sat 10/18

12:05 pm-10:53 pm

1 stop8h 48m

Orlando

Sat 10/25

5:08 am-9:46 am

1 stop6h 38m

$359

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Fri 10/31

1:16 pm-9:51 pm

1 stop6h 35m

$159

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 19 results
1
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Best time to book a flight from Colorado Springs to Kissimmee

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

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

Use this chart to determine the optimal time to book a round-trip flight from Colorado Springs to Kissimmee. Price data was last updated on September 12, 2025.

To ensure you get the cheapest price possible for a flight from Colorado Springs to Kissimmee, you should look to book at least 53 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, May is the cheapest month in which you can book a flight from Colorado Springs to Kissimmee (average of $206). Flying from Colorado Springs 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.

How much does it cost to fly round-trip from Colorado Springs to Kissimmee?

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 15, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta, and United Airlines from Colorado Springs to Kissimmee to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

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
4,245 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

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
Delta
8.0
Very good
7,956 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

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
8,931 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

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
10,000 reviews
Southwest
8.0
Very good
4,245 reviews

Comfort

8.0

Boarding

8.1

Overall

8.0

Entertainment

7.5

Crew

8.6

Food

7.0

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 Colorado Springs 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 Colorado Springs to Kissimmee?

    For a flight from Colorado Springs to Kissimmee, you will be flying from Colorado Springs. Colorado Springs (COS) is just 6.7 mi from the center of the city. Colorado Springs is the only Colorado Springs airport and it handles 0 outbound flights to Kissimmee per day. 5 airlines have flights to Kissimmee from Colorado Springs on a regular basis.

  • How long is the flight from Colorado Springs to Kissimmee?

    There are many flights that can get you from Colorado Springs to Kissimmee in 5h 36m. Fly via American Airlines or United Airlines to get the fastest option. The distance between Colorado Springs and Kissimmee is about 1518 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

  • How can I find direct flights from Colorado Springs to Kissimmee?

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

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

    Yes. Cheapflights offers flight deals from Colorado Springs 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 Colorado Springs to Kissimmee?

    Currently, May is the cheapest month in which you can book a flight from Colorado Springs to Kissimmee (average of $206). Flying from Colorado Springs 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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Top 5 airlines flying from Colorado Springs to Kissimmee

Discover the top 5 airlines that operate flights from Colorado Springs 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 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$114Average$168FlexibilityNo cancel feeOn-time88%
DeltaCheapest$252Average$474FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$260Average$418FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$330Average$474FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$334Average$479FlexibilityNo cancel feeOn-time69%

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