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Kissimmee

$278+ Cheap flights from Durango (DRO) to Kissimmee, FL

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/25. Fares are subject to change and may not be available on all flights or dates of travel.
DRO — MCO
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
1 adult, Economy
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Cheap flight deals from Durango to Kissimmee

Cheapest flights from Durango to Kissimmee
Explore the most affordable flight options available from Durango to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 3, 2026.

This American Airlines deal was found by Cheapflights users on 2/1. 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 3/254:44 pm
DRO
-
MCO
1 stop5h 48m
American Airlines
Tue 3/315:20 am
MCO
-
DRO
1 stop6h 32m
American Airlines
Deal found 2/1$278
This United Airlines deal was found by Cheapflights users on 2/1. 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 3/2510:30 am
DRO
-
MCO
2 stops9h 29m
United Airlines
Tue 3/318:00 am
MCO
-
DRO
1 stop6h 34m
United Airlines
Deal found 2/1$302
This United Airlines deal was found by Cheapflights users on 2/1. 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 4/151:36 pm
DRO
-
MCO
1 stop8h 01m
United Airlines
Wed 4/227:00 am
MCO
-
DRO
2 stops9h 48m
United Airlines
Deal found 2/1$304
This United Airlines deal was found by Cheapflights users on 2/1. 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 4/151:36 pm
DRO
-
MCO
1 stop8h 01m
United Airlines
Mon 4/208:00 am
MCO
-
DRO
1 stop6h 34m
United Airlines
Deal found 2/1$334
This American Airlines deal was found by Cheapflights users on 2/2. 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 10/308:30 am
DRO
-
MCO
1 stop7h 28m
American Airlines
Sun 11/83:47 pm
MCO
-
DRO
1 stop7h 39m
American Airlines
Deal found 2/2$368
This United Airlines deal was found by Cheapflights users on 2/1. 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 4/221:36 pm
DRO
-
MCO
1 stop8h 01m
United Airlines
Wed 4/2912:06 pm
MCO
-
DRO
2 stops12h 17m
United Airlines
Deal found 2/1$374
This United Airlines deal was found by Cheapflights users on 2/2. 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 3/61:41 pm
DRO
-
MCO
1 stop5h 52m
United Airlines
Sat 3/1411:52 am
MCO
-
DRO
2 stops10h 48m
United Airlines
Deal found 2/2$387
This United Airlines deal was found by Cheapflights users on 2/3. 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 4/161:36 pm
DRO
-
MCO
1 stop8h 01m
United Airlines
Tue 4/213:35 pm
MCO
-
DRO
1 stop7h 19m
United Airlines
Deal found 2/3$403
This American Airlines deal was found by Cheapflights users on 2/1. 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 4/166:38 pm
DRO
-
MCO
1 stop8h 38m
American Airlines
Tue 4/217:10 am
MCO
-
DRO
1 stop7h 01m
American Airlines
Deal found 2/1$410

Find flight deals from Durango to Kissimmee

Keep the following information in mind while searching for Durango to Kissimmee flight deals. Data was last updated February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$278
(American Airlines)

Popular in

July

Cheapest in

September

Average price

$548
Provider with most accurate pricing for Durango La Plata County-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Durango La Plata County-Orlando (ORL) flights.
Search Deals
From Durango La Plata County to Kissimmee
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($79 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Durango 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 February 3, 2026.
Use the filters below to find and compare flights from Durango to Kissimmee that are best for you.

Fly from

Durango

Fly to

Kissimmee

Route

Depart

Return

Price

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Wed 4/15

1:36 pm-11:37 pm

1 stop8h 01m

Orlando

Wed 4/22

3:35 pm-8:54 pm

1 stop7h 19m

$278

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Wed 3/25

10:30 am-9:59 pm

2 stops9h 29m

Orlando

Tue 3/31

8:00 am-12:34 pm

1 stop6h 34m

$302

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Wed 4/15

1:36 pm-11:37 pm

1 stop8h 01m

Orlando

Mon 4/20

8:00 am-12:34 pm

1 stop6h 34m

$334

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Wed 4/22

1:36 pm-11:37 pm

1 stop8h 01m

Orlando

Wed 4/29

12:06 pm-10:23 pm

2 stops12h 17m

$374

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Fri 3/6

1:41 pm-9:33 pm

1 stop5h 52m

Orlando

Sat 3/14

11:52 am-8:40 pm

2 stops10h 48m

$387

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Thu 4/16

1:36 pm-11:37 pm

1 stop8h 01m

Orlando

Tue 4/21

3:35 pm-8:54 pm

1 stop7h 19m

$403

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Thu 4/16

6:38 pm-5:16 am

1 stop8h 38m

Orlando

Tue 4/21

9:30 am-4:34 pm

1 stop9h 04m

$410

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Wed 2/18

1:41 pm-11:30 pm

1 stop7h 49m

Orlando

Sun 2/22

6:10 am-12:39 pm

1 stop8h 29m

$438

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Sat 3/21

6:37 pm-5:05 am

1 stop8h 28m

$365

DurangoOrlando

DRO - MCO

DROMCO

Durango La Plata County

Mon 2/9

11:47 am-11:08 pm

1 stop9h 21m

$365

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/31

Showing 1-10 of 13 results
1
2

Best time to book a flight from Durango to Kissimmee

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

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

Currently, January is the cheapest month in which you can book a flight from Durango to Kissimmee (average of $214). Flying from Durango to Kissimmee in June is currently the most expensive (average of $379). 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 February 3, 2026.
Get a feel of what it's like to fly with United Airlines and American Airlines from Durango to Kissimmee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,236 reviews

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,236 reviews
United Airlines
7.4
Good
9,236 reviews

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,216 reviews
United Airlines
7.4
Good
9,236 reviews

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

Food

6.6

Overall

7.4

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Related info for your journey

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

    Most people fly from Durango La Plata County (DRO) if they book a flight from Durango to Kissimmee. On average, La Plata County has 0 outbound flights to Kissimmee per day from 2 airlines. Durango La Plata County is conveniently located just 11.0 mi from Durango’s city center.

  • How long is the flight from Durango to Kissimmee?

    Airlines like United Airlines fly from Durango to Kissimmee in about 8h 01m. The time it takes to get you to your destination can typically vary by up to . Airlines will cover a distance of 1642 mi.

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Durango to Kissimmee (average of $214). Flying from Durango to Kissimmee in June is currently the most expensive (average of $379). 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 2 airlines flying from Durango to Kissimmee

Discover the top 2 airlines that operate flights from Durango 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$238Average$503FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$278Average$428FlexibilityNo cancel feeOn-time71%

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