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Kissimmee

$175+ Cheap flights from Oshkosh, WI 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — MCO
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Oshkosh to Kissimmee are usually found in August or September, booked 38 days in advance, depart on a Tuesday or Monday and return on a Wednesday

Cheap flight deals from Oshkosh to Kissimmee

Discover tips and strategies to find the most affordable flight options for your journey from Oshkosh (OS9) to Kissimmee (K1S). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$204
(American Airlines)

One-way from

$175
(American Airlines)

Popular in

March

Cheapest in

August

Average price

$381
From Oshkosh to Kissimmee
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One-way flight from Oshkosh to Kissimmee
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Highest demand for flights based on searches. 6% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Oshkosh to Kissimmee

Cheapest flights from Oshkosh to Kissimmee
Explore the most affordable flight options available from Oshkosh to Kissimmee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/21. 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 4/95:45 amATW - MCO
2 stops8h 30mAmerican Airlines
Wed 4/166:40 amMCO - ATW
1 stop5h 10mAmerican Airlines
Deal found 1/21$204
This Delta deal was found by Cheapflights users on 1/21. 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 2/412:20 pmATW - MCO
1 stop7h 20mDelta
Wed 2/126:00 amMCO - ATW
1 stop6h 30mDelta
Deal found 1/21$217
This United Airlines deal was found by Cheapflights users on 1/21. 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 2/43:45 pmATW - MCO
1 stop5h 15mUnited Airlines
Sat 2/87:15 amMCO - ATW
1 stop5h 35mUnited Airlines
Deal found 1/21$297
This Mytrip deal was found by Cheapflights users on 1/21. 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.
Sat 1/257:00 amATW - MCO
1 stop10h 55mMultiple Airlines
Thu 1/306:09 amMCO - ATW
1 stop9h 52mMultiple Airlines
Deal found 1/21$323

Find flights from Oshkosh to Kissimmee within your budget

Customize your flight search to find flights from Oshkosh 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Wed 4/9

5:45 am-3:15 pm

2 stops8h 30m

Orlando

Wed 4/16

6:40 am-10:50 am

1 stop5h 10m

$204

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Tue 2/4

12:20 pm-8:40 pm

1 stop7h 20m

Orlando

Wed 2/12

6:00 am-11:30 am

1 stop6h 30m

$217

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Tue 2/4

3:45 pm-10:00 pm

1 stop5h 15m

Orlando

Sat 2/8

7:15 am-11:50 am

1 stop5h 35m

$297

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Sat 2/1

7:00 am-6:55 pm

1 stop10h 55m

Orlando

Sat 2/8

6:09 am-3:01 pm

1 stop9h 52m

$326

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Sat 2/22

3:41 pm-12:31 am

2 stops7h 50m

$175

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Fri 3/7

9:00 am-8:33 am

2 stops22h 33m

$277

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Thu 2/13

12:50 pm-12:30 am

2 stops10h 40m

$327

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Sun 3/23

5:05 pm-11:20 pm

1 stop5h 15m

$480

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Best time to book a flight from Oshkosh to Kissimmee

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

Travel insights for flights from Oshkosh to Kissimmee

Get recent, data-driven insights about flights from Oshkosh to Kissimmee including ideal travel times, pricing trends, and more.

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

Use this chart to determine the optimal time to book a round-trip flight from Oshkosh to Kissimmee. Price data was last updated on January 17, 2025.

To ensure you get the cheapest price possible for a flight from Oshkosh to Kissimmee, you should look to book at least 38 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 Oshkosh to Kissimmee?

Currently, May is the cheapest month in which you can book a flight from Oshkosh to Kissimmee (average of $206). Flying from Oshkosh to Kissimmee in November is currently the most expensive (average of $289). 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.

What is the cheapest time of day to fly from OS9 to K1S?

Find hourly flight availability from Oshkosh to Kissimmee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Oshkosh to Kissimmee, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Oshkosh to Kissimmee?

Use this chart to determine the cheapest time to fly round-trip from Oshkosh to Kissimmee. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Oshkosh to Kissimmee flight should consider departing on Monday at noon when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Oshkosh to Kissimmee

Explore weekly flight availability from Oshkosh to Kissimmee. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 21, 2025.

The most flights from OS9 to K1S are scheduled on a Tuesday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).

Rainfall in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Kissimmee ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Kissimmee when rainfall is around 2.4 in.

Temperature in Kissimmee by month

Plan your trip to Kissimmee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Kissimmee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

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 January 21, 2025.
Read through reviews of airlines operating flights from Oshkosh to Kissimmee, such as American Airlines, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

United Airlines
7.4
Good
8,984 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Even if you have delta comfort plus, they will move your overhead bag. One of the perks for upgrading is that you have dedicated space for your carry on with comfort plus with delta. They moved my carry on luggage (3) compartments back and put in bags for other passengers that should have gone under their respective seats. When deboarding the plane, there was no help from anyone to retrieve my luggage back several rows. Delta is turning into pure garbage.

Related info for your journey

Find useful and relevant information for your journey from Oshkosh to Kissimmee. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    The cheapest airlines for a one-way flight from Oshkosh to Kissimmee are American Airlines ($175), United Airlines ($327), and Delta ($480).

  • What are the most reliable airlines from Oshkosh to Kissimmee?

    Consider Spirit Airlines (80%), Southwest (75%) or Sun Country Air (73%) when booking your flight. These represent the most reliable airlines when flying from Oshkosh to Kissimmee.

  • What are the cheapest flights from Oshkosh to Kissimmee?

    While on average a flight from Oshkosh to Kissimmee is generally $212, our data shows the cheapest flight currently is $59. When looking at the most popular route, (Appleton Intl - Orlando), you can expect to pay $217 for that flight.

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

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Oshkosh to Kissimmee (average of $206). Flying from Oshkosh to Kissimmee in November is currently the most expensive (average of $289). 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.

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Top 10 airlines flying from Oshkosh to Kissimmee

Discover the top 10 airlines that operate flights from Oshkosh 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$65Average$198FlexibilityNo cancel feeOn-time65%
FrontierCheapest$78Average$216FlexibilityNo cancel feeOn-time62%
Sun Country AirCheapest$104Average$241FlexibilityNo cancel feeOn-time83%
Allegiant AirCheapest$111Average$261FlexibilityNo cancel feeOn-time88%
Avelo AirlinesCheapest$112Average$231FlexibilityNo cancel feeOn-timeN/A
Breeze AirwaysCheapest$117Average$181FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$161Average$244FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$162Average$428FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$178Average$429FlexibilityNo cancel feeOn-time71%
DeltaCheapest$198Average$429FlexibilityNo cancel feeOn-timeN/A
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