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$66+ Cheap flights from Oshkosh, WI to Orlando (ORL)

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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORL
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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Cheapflights Tip: The best prices from Oshkosh to Orlando are usually found in July or January, booked 24 days in advance, depart on a Monday or Sunday and return on a Thursday

Cheap flight deals from Oshkosh to Orlando

Keep the following information in mind while searching for Oshkosh to Orlando flight deals. Data was last updated April 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$172
(Booking.com)

One-way from

$66
(Booking.com)

Popular in

March

Cheapest in

July

Average price

$287
Provider with most accurate pricing for Appleton Intl-Orlando (ORL) flight deals.
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Provider most trusted by Cheapflights users for Appleton Intl-Orlando (ORL) flights.
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From Oshkosh to Orlando (ORL)
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One-way flight from Oshkosh to Orlando (ORL)
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Highest demand for flights based on searches. 11% potential increase in price ($38 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Oshkosh to Orlando

Cheapest flights from Oshkosh to Orlando
Explore the most affordable flight options available from Oshkosh to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.

This Booking.com deal was found by Cheapflights users on 4/24. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/163:35 pmATW - SFB
Nonstop2h 52mAllegiant Air
Mon 5/198:17 pmSFB - ATW
Nonstop2h 59mAllegiant Air
Deal found 4/24$172
This American Airlines deal was found by Cheapflights users on 4/25. 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.
Sat 5/244:37 pmATW - MCO
1 stop4h 51mAmerican Airlines
Wed 5/287:15 pmMCO - ATW
1 stop5h 19mAmerican Airlines
Deal found 4/25$199
This Mytrip deal was found by Cheapflights users on 4/25. 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.
Mon 5/124:26 pmATW - MCO
1 stop16h 58mMultiple Airlines
Fri 5/166:17 amMCO - ATW
1 stop14h 48mMultiple Airlines
Deal found 4/25$202
This Delta deal was found by Cheapflights users on 4/24. 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.
Sat 5/245:15 pmATW - MCO
1 stop5h 39mDelta
Sat 5/316:00 amMCO - ATW
1 stop5h 31mDelta
Deal found 4/24$217
This United Airlines deal was found by Cheapflights users on 4/24. 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 6/33:43 pmATW - MCO
1 stop5h 03mUnited Airlines
Wed 6/49:04 amMCO - ATW
2 stops8h 44mUnited Airlines
Deal found 4/24$256
This Mytrip deal was found by Cheapflights users on 4/25. 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.
Wed 6/47:00 amATW - SFB
3 stops39h 38mMultiple Airlines
Sat 6/711:04 amSFB - ATW
Nonstop2h 53mMultiple Airlines
Deal found 4/25$350

Cheapflights Fare Finder

Customize your flight search to find flights from Oshkosh to Orlando 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 April 25, 2025.
Use the filters below to find and compare flights from Oshkosh to Orlando that are best for you.

Fly from

Oshkosh

Fly to

Orlando

Route

Depart

Return

Price

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Fri 5/16

3:35 pm-7:27 pm

Nonstop2h 52m

Orlando Sanford Intl

Mon 5/19

8:17 pm-10:16 pm

Nonstop2h 59m

$172

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Sat 5/24

4:37 pm-10:28 pm

1 stop4h 51m

Orlando

Wed 5/28

7:15 pm-11:34 pm

1 stop5h 19m

$199

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Mon 5/12

4:26 pm-10:24 am

1 stop16h 58m

Orlando

Fri 5/16

6:17 am-8:05 pm

1 stop14h 48m

$202

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Sat 5/24

5:15 pm-11:54 pm

1 stop5h 39m

Orlando

Sat 5/31

6:00 am-10:31 am

1 stop5h 31m

$217

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Tue 6/3

3:43 pm-9:46 pm

1 stop5h 03m

Orlando

Wed 6/4

9:04 am-4:48 pm

2 stops8h 44m

$256

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Wed 6/4

7:00 am-11:38 pm

3 stops39h 38m

Orlando Sanford Intl

Sat 6/7

11:04 am-12:57 pm

Nonstop2h 53m

$350

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Mon 5/19

3:35 pm-7:27 pm

Nonstop2h 52m

$66

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Mon 5/12

4:26 pm-10:46 pm

1 stop5h 20m

$94

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Wed 6/4

4:37 pm-10:28 pm

1 stop4h 51m

$126

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Thu 6/12

4:14 pm-11:53 pm

1 stop6h 39m

$296

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Showing 1-10 of 12 results
1
2

Best time to book a flight from Oshkosh to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando 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.

Cheapflights Insights

Everything you need to know about your flight from Oshkosh to Orlando

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

Use this chart to determine the optimal time to book a round-trip flight from Oshkosh to Orlando. Price data was last updated on April 18, 2025.

The price you pay for your flight from Oshkosh to Orlando may vary depending on when you book. For the best chance of a lower fare, look to book 24 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 Oshkosh to Orlando?

Currently, May is the cheapest month in which you can book a flight from Oshkosh to Orlando (average of $206). Flying from Oshkosh to Orlando 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 ORL?

Find hourly flight availability from Oshkosh to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2025.

When flying from Oshkosh to Orlando, 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 Orlando?

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

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

Rainfall in Orlando by month

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

In terms of precipitation, rainfall in Orlando 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 Orlando when rainfall is around 2.4 in.

Temperature in Orlando by month

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

If weather is an important factor for your trip to Orlando, 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 Orlando

Get insights into the airlines that provide service to Orlando. 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 Orlando. Reviews last updated April 25, 2025.
Get a feel of what it's like to fly with Delta, United Airlines and Allegiant Air from Oshkosh to Orlando by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

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
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

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
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

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.
Allegiant Air
7.3
Good
734 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

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
7,920 reviews

Overall

8.0

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Reviews

1 / 20
2.0
Mediocre

Joseph,Aug 2023

MSP - MCO

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 Orlando. 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 Orlando one-way?

    $66 is the cheapest one-way deal found within the past few days, from Allegiant Air. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $126 and $296, respectively.

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

    Before booking your flight to Orlando from Oshkosh, check out the most reliable airlines to get you to your destination on time: Spirit Airlines (88%), Frontier (88%), Sun Country Air( 76%).

  • What are the cheapest flights from Oshkosh to Orlando?

    While on average a flight from Oshkosh to Orlando is generally $215, our data shows the cheapest flight currently is $62. 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 Orlando that include hotel bookings?

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Oshkosh to Orlando (average of $206). Flying from Oshkosh to Orlando 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.

See more FAQs

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Top 9 airlines flying from Oshkosh to Orlando

Discover the top 9 airlines that operate flights from Oshkosh to Orlando. 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 April 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$77Average$225FlexibilityNo cancel feeOn-time65%
FrontierCheapest$106Average$255FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$110Average$277FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$118Average$202FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$125Average$271FlexibilityNo cancel feeOn-time83%
DeltaCheapest$198Average$426FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$462FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$224Average$460FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$297Average$447FlexibilityNo cancel feeOn-time63%

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