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Kissimmee

$135+ 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 9/19. Fares are subject to change and may not be available on all flights or dates of travel.
COS — MCO
Aug 4 — Aug 111
Mon 8/4
Mon 8/11
1 adult, Economy
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Cheapflights Tip: The best prices from Colorado Springs to Kissimmee are usually found in August or November, booked 53 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 July 30, 2025.

Round-trip from

$315
(American Airlines)

One-way from

$135
(Mytrip)

Popular in

March

Cheapest in

August

Average price

$439
From Colorado Springs to Kissimmee
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One-way flight from Colorado Springs to Kissimmee
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Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 30, 2025.

This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/3112:07 pmCOS - MCO
1 stop6h 45mAmerican Airlines
Sat 9/69:39 amMCO - COS
1 stop8h 39mAmerican Airlines
Deal found 7/28$315
This Mytrip deal was found by Cheapflights users on 7/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/175:59 pmCOS - MCO
3 stops23h 25mMultiple Airlines
Sun 10/266:35 amMCO - COS
3 stops28h 46mMultiple Airlines
Deal found 7/28$342
This United Airlines deal was found by Cheapflights users on 7/29. 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.
Wed 8/206:00 amCOS - MCO
1 stop7h 32mUnited Airlines
Mon 8/258:00 amMCO - COS
1 stop6h 09mUnited Airlines
Deal found 7/29$349
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:00 amCOS - MCO
2 stops14h 59mDelta
Tue 11/185:00 pmMCO - COS
1 stop7h 29mDelta
Deal found 7/30$364
This Southwest deal was found by Cheapflights users on 7/29. 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.
Fri 10/1012:35 pmCOS - MCO
1 stop8h 20mSouthwest
Fri 10/176:35 amMCO - COS
1 stop9h 00mSouthwest
Deal found 7/29$397

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 July 30, 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

Sun 8/31

12:07 pm-8:52 pm

1 stop6h 45m

Orlando

Sat 9/6

9:39 am-4:18 pm

1 stop8h 39m

$315

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Fri 10/17

5:59 pm-7:24 pm

3 stops23h 25m

Orlando

Sun 10/26

6:35 am-9:21 am

3 stops28h 46m

$342

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Wed 8/20

6:00 am-3:32 pm

1 stop7h 32m

Orlando

Mon 8/25

8:00 am-12:09 pm

1 stop6h 09m

$349

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Tue 11/11

6:00 am-10:59 pm

2 stops14h 59m

Orlando

Wed 11/19

8:00 am-12:57 pm

1 stop6h 57m

$364

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Fri 10/10

12:35 pm-10:55 pm

1 stop8h 20m

Orlando

Fri 10/17

6:35 am-1:35 pm

1 stop9h 00m

$397

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Fri 9/19

9:31 am-9:20 am

2 stops21h 49m

$135

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Fri 10/31

1:16 pm-9:51 pm

1 stop6h 35m

$149

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Sat 8/30

10:54 am-9:02 pm

2 stops8h 08m

$154

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Tue 9/30

1:54 pm-11:30 pm

1 stop7h 36m

$167

Colorado SpringsOrlando

COS - MCO

COSMCO

Colorado Springs

Mon 11/10

12:00 pm-7:00 pm

1 stop5h 00m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

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 July 25, 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 $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.

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 30, 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
4,241 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

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
4,241 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

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
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

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
8,896 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

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
10,000 reviews
Southwest
8.0
Very good
4,241 reviews

Crew

8.6

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

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 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.

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

    One-way options have recently been found by users for as low as $149 on Delta. Other airlines that offer cheap prices include American Airlines from $154 and United Airlines from $167 one-way.

  • 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 $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 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 July 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$114Average$168FlexibilityNo cancel feeOn-time88%
DeltaCheapest$236Average$484FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$295Average$428FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$331Average$493FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$334Average$479FlexibilityNo cancel feeOn-time69%

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