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Colorado Springs

$202+ 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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — COS
Jun 15 — Jun 221
Mon 6/15
Mon 6/22
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 May 16, 2026.

This American Airlines deal was found by Cheapflights users on 5/13. 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 6/168:11 am
MCO
-
COS
1 stop8h 50m
American Airlines
Tue 6/233:53 pm
COS
-
MCO
1 stop5h 32m
American Airlines
Deal found 5/13$403
This American Airlines deal was found by Cheapflights users on 5/16. 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 7/25:30 am
MCO
-
COS
1 stop6h 23m
American Airlines
Tue 7/73:48 pm
COS
-
MCO
1 stop5h 51m
American Airlines
Deal found 5/16$405
This United Airlines deal was found by Cheapflights users on 5/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/235:17 pm
MCO
-
COS
1 stop6h 49m
United Airlines
Thu 7/305:30 am
COS
-
MCO
1 stop6h 27m
United Airlines
Deal found 5/14$407
This Southwest deal was found by Cheapflights users on 5/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/49:05 am
MCO
-
COS
1 stop8h 30m
Southwest
Tue 11/1012:00 pm
COS
-
MCO
2 stops8h 30m
Southwest
Deal found 5/13$408
This Southwest deal was found by Cheapflights users on 5/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/169:40 am
MCO
-
COS
1 stop8h 20m
Southwest
Tue 7/217:25 am
COS
-
MCO
2 stops10h 55m
Southwest
Deal found 5/15$410
This Southwest deal was found by Cheapflights users on 5/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/811:30 am
MCO
-
COS
1 stop9h 45m
Southwest
Wed 7/156:35 am
COS
-
MCO
2 stops9h 30m
Southwest
Deal found 5/13$414
This Southwest deal was found by Cheapflights users on 5/16. 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.
Sun 5/2410:15 am
MCO
-
COS
2 stops14h 35m
Southwest
Thu 5/284:05 pm
COS
-
MCO
1 stop6h 35m
Southwest
Deal found 5/16$418
This American Airlines deal was found by Cheapflights users on 5/13. 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.
Thu 6/115:30 am
MCO
-
COS
1 stop6h 23m
American Airlines
Tue 6/161:06 pm
COS
-
MCO
1 stop8h 19m
American Airlines
Deal found 5/13$420
This United Airlines deal was found by Cheapflights users on 5/16. 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.
Thu 8/65:17 pm
MCO
-
COS
1 stop6h 09m
United Airlines
Thu 8/136:00 am
COS
-
MCO
1 stop7h 50m
United Airlines
Deal found 5/16$422
This Southwest deal was found by Cheapflights users on 5/16. 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.
Thu 9/35:15 pm
MCO
-
COS
1 stop8h 20m
Southwest
Tue 9/85:40 pm
COS
-
MCO
1 stop10h 35m
Southwest
Deal found 5/16$425
This Southwest deal was found by Cheapflights users on 5/16. 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 7/37:10 am
MCO
-
COS
1 stop11h 10m
Southwest
Tue 7/75:35 am
COS
-
MCO
2 stops8h 35m
Southwest
Deal found 5/16$427

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 May 16, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$403
(American Airlines)

One-way from

$202
(American Airlines)

Popular in

May

Cheapest in

September

Average price

$495
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. 10% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($7 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 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 May 16, 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

Thu 7/16

9:40 am-4:00 pm

1 stop8h 20m

Colorado Springs

Tue 7/21

5:10 pm-1:15 am

1 stop6h 05m

$405
Quickest round-trip

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Thu 7/23

5:17 pm-10:06 pm

1 stop6h 49m

Colorado Springs

Thu 7/30

5:30 am-1:57 pm

1 stop6h 27m

$407

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Sat 7/11

4:30 pm-9:35 pm

2 stops7h 05m

Colorado Springs

Fri 7/17

4:55 pm-1:35 am

1 stop6h 40m

$438

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Thu 7/23

11:25 am-9:07 pm

2 stops11h 42m

Colorado Springs

Thu 7/30

6:16 pm-6:00 am

1 stop9h 44m

$452

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Thu 7/9

7:50 am-4:20 pm

2 stops10h 30m

Colorado Springs

Mon 7/13

9:05 pm-6:20 am

1 stop7h 15m

$453

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Fri 6/12

9:40 am-4:00 pm

1 stop8h 20m

Colorado Springs

Tue 6/16

10:35 am-9:00 pm

1 stop8h 25m

$455

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Sat 6/13

4:30 pm-9:35 pm

2 stops7h 05m

Colorado Springs

Tue 6/16

7:25 am-8:20 pm

2 stops10h 55m

$455

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Thu 6/11

7:50 am-2:05 pm

2 stops8h 15m

Colorado Springs

Tue 6/16

5:10 pm-1:15 am

1 stop6h 05m

$456

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Fri 8/14

3:55 pm-9:45 pm

2 stops7h 50m

Colorado Springs

Mon 8/17

6:00 am-4:45 pm

2 stops8h 45m

$462

OrlandoColorado Springs

MCO - COS

MCOCOS

Orlando

Fri 6/26

8:05 am-4:00 pm

1 stop9h 55m

Colorado Springs

Sun 6/28

4:30 pm-1:55 am

1 stop7h 25m

$468

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Showing 1-10 of 22 resultsSorted by cheapest first
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3

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 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 May 16, 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
4,292 reviews

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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
8,453 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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
9,730 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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
11,654 reviews
Southwest
8.0
Very good
4,292 reviews

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

Boarding

8.1

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 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, United Airlines, and Delta fly from Kissimmee to Colorado Springs in about 6h 49m. The time it takes to get you to your destination can typically vary by up to 4h 53m. 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 $153. United Airlines flights start at $163 while deals on Delta start at $174 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.

See more FAQs

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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 May 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
Allegiant AirCheapest$117Average$164FlexibilityNo cancel feeOn-time88%
JetBlueCheapest$124Average$380FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$244Average$412FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$260Average$418FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$261Average$458FlexibilityNo cancel feeOn-time69%
DeltaCheapest$272Average$380FlexibilityNo cancel feeOn-timeN/A

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