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Colorado Springs

$160+ Cheap flights from Kissimmee, FL to Colorado Springs (COS)

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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — COS
Apr 18 — Apr 251
Sat 4/18
Sat 4/25
1 adult, Economy
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Cheap flight deals from Kissimmee to Colorado Springs

Cheapest flights from Kissimmee to Colorado Springs
Explore the most affordable flight options available from Kissimmee to Colorado Springs. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 19, 2026.

This United Airlines deal was found by Cheapflights users on 3/17. 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.
Tue 4/1411:50 am
MCO
-
COS
1 stop6h 42m
United Airlines
Tue 4/211:33 pm
COS
-
MCO
1 stop8h 02m
United Airlines
Deal found 3/17$383
This Southwest deal was found by Cheapflights users on 3/17. 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.
Tue 4/143:55 pm
MCO
-
COS
2 stops7h 25m
Southwest
Tue 4/214:05 pm
COS
-
MCO
1 stop6h 00m
Southwest
Deal found 3/17$388
This United Airlines deal was found by Cheapflights users on 3/17. 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 4/1511:50 am
MCO
-
COS
1 stop8h 43m
United Airlines
Sat 4/1812:18 pm
COS
-
MCO
1 stop5h 46m
United Airlines
Deal found 3/17$394
This Southwest deal was found by Cheapflights users on 3/17. 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.
Wed 4/158:20 am
MCO
-
COS
2 stops7h 30m
Southwest
Sat 4/189:50 am
COS
-
MCO
1 stop7h 55m
Southwest
Deal found 3/17$399
This Southwest deal was found by Cheapflights users on 3/17. 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.
Tue 5/59:10 am
MCO
-
COS
2 stops8h 20m
Southwest
Tue 5/54:45 pm
COS
-
MCO
1 stop12h 05m
Southwest
Deal found 3/17$405
This American Airlines deal was found by Cheapflights users on 3/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/236:30 am
MCO
-
COS
1 stop7h 10m
American Airlines
Tue 6/233:45 pm
COS
-
MCO
1 stop5h 40m
American Airlines
Deal found 3/19$407
This Southwest deal was found by Cheapflights users on 3/17. 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 4/136:55 am
MCO
-
COS
1 stop8h 40m
Southwest
Wed 4/154:45 pm
COS
-
MCO
1 stop12h 05m
Southwest
Deal found 3/17$409
This Southwest deal was found by Cheapflights users on 3/17. 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.
Wed 4/159:05 am
MCO
-
COS
2 stops11h 00m
Southwest
Mon 4/2011:30 am
COS
-
MCO
2 stops7h 50m
Southwest
Deal found 3/17$410
This Southwest deal was found by Cheapflights users on 3/17. 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.
Wed 4/158:20 am
MCO
-
COS
2 stops7h 30m
Southwest
Wed 4/2212:40 pm
COS
-
MCO
2 stops7h 30m
Southwest
Deal found 3/17$414

Find flight deals from Kissimmee to Colorado Springs

Keep the following information in mind while searching for Kissimmee to Colorado Springs flight deals. Data was last updated March 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$383
(United Airlines)

One-way from

$160
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$432
Provider with most accurate pricing for Orlando (ORL)-Colorado Springs flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Colorado Springs flights.
Search Deals
From Kissimmee to Colorado Springs
Search Deals
One-way flight from Kissimmee to Colorado Springs
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($11 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kissimmee to Colorado Springs 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 March 19, 2026.
Use the filters below to find and compare flights from Kissimmee to Colorado Springs that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Wed 6/3

8:20 am-1:50 pm

1 stop7h 30m

Colorado Springs

Tue 6/9

5:10 pm-1:15 am

1 stop6h 05m

$383

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Tue 4/21

3:55 pm-9:20 pm

2 stops7h 25m

Colorado Springs

Tue 4/28

10:25 am-8:10 pm

1 stop7h 45m

$388

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Thu 4/16

3:35 pm-8:46 pm

1 stop7h 11m

Colorado Springs

Tue 4/21

3:26 pm-11:35 pm

1 stop6h 09m

$394

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Tue 4/14

6:35 am-12:35 pm

1 stop8h 00m

Colorado Springs

Tue 4/21

10:25 am-6:10 pm

1 stop5h 45m

$405

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Wed 4/15

8:20 am-1:50 pm

2 stops7h 30m

Colorado Springs

Mon 4/20

5:00 am-3:45 pm

2 stops8h 45m

$415

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Fri 5/15

6:55 am-1:35 pm

1 stop8h 40m

Colorado Springs

Tue 5/19

6:30 am-3:25 pm

1 stop6h 55m

$436

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Wed 6/10

3:20 pm-9:45 pm

1 stop8h 25m

Colorado Springs

Sun 6/14

5:20 pm-5:40 am

1 stop10h 20m

$441
Quickest round-trip

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Fri 5/1

5:05 pm-9:45 pm

1 stop6h 40m

Colorado Springs

Fri 5/8

5:20 pm-12:40 am

1 stop5h 20m

$467
Cheapest one-way

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Wed 4/15

12:06 pm-8:46 pm

2 stops10h 40m

$197

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Thu 4/16

12:06 pm-8:46 pm

2 stops10h 40m

$208

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/17

Showing 1-10 of 15 resultsSorted by cheapest first
1
2

Best time to book a flight from Kissimmee to Colorado Springs

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

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

Use this chart to determine the optimal time to book a round-trip flight from Kissimmee to Colorado Springs. Price data was last updated on March 13, 2026.

The price you pay for your flight from Kissimmee to Colorado Springs may vary depending on when you book. For the best chance of a lower fare, look to book 42 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 Kissimmee to Colorado Springs?

Currently, January is the cheapest month in which you can book a flight from Kissimmee to Colorado Springs (average of $69). Flying from Kissimmee to Colorado Springs in July is currently the most expensive (average of $162). 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 Kissimmee to Colorado Springs?

Reviews of airlines servicing Colorado Springs

Get insights into the airlines that provide service to Colorado Springs. 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 Colorado Springs. Reviews last updated March 19, 2026.
Peruse reviews from past customers who have flown with Southwest,Delta, andUnited Airlines from Kissimmee to Colorado Springs 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
4,319 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

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
8.0
Very good
4,319 reviews
Southwest
8.0
Very good
4,319 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

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
8,292 reviews
Southwest
8.0
Very good
4,319 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

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
9,439 reviews
Southwest
8.0
Very good
4,319 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

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
11,472 reviews
Southwest
8.0
Very good
4,319 reviews

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Crew

8.6

Food

7.0

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 Kissimmee to Colorado Springs. 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 into for flights to Colorado Springs from Kissimmee?

    For a flight from Kissimmee to Colorado Springs, you will be flying into 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 inbound flights from Kissimmee per day. 6 airlines have flights to Colorado Springs from Kissimmee on a regular basis.

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

    Airlines like Southwest and United Airlines fly from Kissimmee to Colorado Springs in about 7h 11m. The time it takes to get you to your destination can typically vary by up to 19m. Kissimmee and Colorado Springs are separated by a distance of 1518 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $156. Delta flights start at $156 while deals on United Airlines start at $163 one-way.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Kissimmee to Colorado Springs (average of $69). Flying from Kissimmee to Colorado Springs in July is currently the most expensive (average of $162). 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

Traveling to a place near Colorado Springs?

Book flights to Colorado Springs if you plan to visit one of these locations
Cañon City

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Top 6 airlines flying from Kissimmee to Colorado Springs

Discover the top 6 airlines that operate flights from Kissimmee to Colorado Springs. 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 March 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$117Average$165FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$124Average$380FlexibilityNo cancel feeOn-time62%
DeltaCheapest$135Average$369FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$258Average$408FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$260Average$402FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$261Average$467FlexibilityNo cancel feeOn-time69%

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