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Kissimmee

$387+ Cheap flights from Casper (CPR) 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 4/9. Fares are subject to change and may not be available on all flights or dates of travel.
CPR — MCO
feb. 20 — feb. 271
vie. 2/20
vie. 2/27
1 adult, Economy
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Cheap flight deals from Casper to Kissimmee

Cheapest flights from Casper to Kissimmee
Explore the most affordable flight options available from Casper to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2026.

This United Airlines deal was found by Cheapflights users on 1/18. 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.
jue. 4/93:14 pm
CPR
-
MCO
1 stop6h 23m
United Airlines
mar. 4/143:35 pm
MCO
-
CPR
1 stop8h 32m
United Airlines
Deal found 1/18$387
This United Airlines deal was found by Cheapflights users on 1/20. 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.
mar. 10/273:15 pm
CPR
-
MCO
1 stop5h 53m
United Airlines
sáb. 10/3112:25 pm
MCO
-
CPR
1 stop9h 52m
United Airlines
Deal found 1/20$388
This United Airlines deal was found by Cheapflights users on 1/20. 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.
sáb. 2/216:08 pm
CPR
-
MCO
1 stop9h 28m
United Airlines
mié. 2/257:45 pm
MCO
-
CPR
1 stop18h 55m
United Airlines
Deal found 1/20$447
This United Airlines deal was found by Cheapflights users on 1/20. 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.
jue. 6/186:01 pm
CPR
-
MCO
1 stop9h 26m
United Airlines
vie. 6/2612:25 pm
MCO
-
CPR
1 stop9h 47m
United Airlines
Deal found 1/20$458
This United Airlines deal was found by Cheapflights users on 1/19. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 1/2611:28 am
CPR
-
MCO
1 stop10h 01m
United Airlines
mié. 2/412:00 pm
MCO
-
CPR
1 stop10h 40m
United Airlines
Deal found 1/19$483

Find flight deals from Casper to Kissimmee

Keep the following information in mind while searching for Casper to Kissimmee flight deals. Data was last updated enero 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$387
(United Airlines)

Popular in

July

Cheapest in

October

Average price

$453
Provider with most accurate pricing for Casper Natrona County-Orlando (ORL) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Casper Natrona County-Orlando (ORL) flights.
Search Deals
From Casper Natrona County to Kissimmee
Search Deals
Highest demand for flights based on searches. 13% potential increase in price ($89 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Casper 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 enero 21, 2026.
Use the filters below to find and compare flights from Casper to Kissimmee that are best for you.

Fly from

Casper

Fly to

Kissimmee

Route

Depart

Return

Price

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

jue. 4/9

3:14 pm-11:37 pm

1 stop6h 23m

Orlando

mar. 4/14

3:35 pm-10:07 pm

1 stop8h 32m

$387

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

sáb. 2/21

1:20 pm-11:30 pm

1 stop8h 10m

Orlando

mié. 2/25

7:00 am-5:01 pm

2 stops12h 01m

$394

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

jue. 6/18

6:01 pm-5:27 am

1 stop9h 26m

Orlando

vie. 6/26

12:25 pm-8:12 pm

1 stop9h 47m

$458

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

jue. 2/19

11:26 am-11:30 pm

1 stop10h 04m

Orlando

dom. 2/22

8:40 am-8:26 pm

2 stops13h 46m

$499

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

mié. 2/18

6:08 pm-5:36 am

1 stop9h 28m

Orlando

dom. 2/22

8:40 am-8:26 pm

2 stops13h 46m

$499

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

vie. 2/13

6:08 pm-5:36 am

1 stop9h 28m

Orlando

lun. 2/16

6:10 am-2:40 pm

1 stop10h 30m

$518

CasperOrlando

CPR - MCO

CPRMCO

Casper Natrona County

dom. 2/8

5:30 am-3:25 pm

1 stop7h 55m

$419

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Best time to book a flight from Casper to Kissimmee

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

How much does it cost to fly round-trip from Casper 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 enero 21, 2026.
See what other customers who have flown with United Airlines from Casper to Kissimmee have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,191 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,191 reviews
United Airlines
7.4
Good
9,191 reviews

Overall

7.4

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

Related info for your journey

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

    Casper Natrona County (CPR) is the airport you will fly out of if you book a flight from Casper to Kissimmee. You should not have trouble finding flights to Kissimmee from Natrona County; the airport handles an average of 0 outbound flights to Kissimmee per day. You should also have plenty of airline options to choose from since 1 airline has flights from the Casper airport to Kissimmee. It is only a 8.1 mi journey to Natrona County (CPR) from Casper’s city center.

  • How long is the flight from Casper to Kissimmee?

    Departing from Casper to Kissimmee will take you 6h 23m. The distance from Casper to Kissimmee is about 1718 mi.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Casper 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.

See more FAQs

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Top airline flying from Casper to Kissimmee

Discover the top airline that operate flights from Casper 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 enero 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$328Average$471FlexibilityNo cancel feeOn-time69%

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