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$60+ 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 8/22. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — ORL
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Oshkosh to Orlando are usually found in July or May, booked 24 days in advance, depart on a Monday or Wednesday 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 July 31, 2025.

Round-trip from

$99
(Mytrip)

One-way from

$60
(Cheapflightsfares)

Popular in

March

Cheapest in

July

Average price

$243
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. 13% potential increase in price ($46 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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 9/246:25 pmATW - SFB
Nonstop2h 50mAllegiant Air
Wed 10/11:37 pmSFB - ATW
Nonstop2h 55mAllegiant Air
Deal found 7/30$99
This Mytrip deal was found by Cheapflights users on 7/31. 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 9/1511:32 amATW - MCO
1 stop8h 25mMultiple Airlines
Thu 9/1810:18 pmMCO - ATW
1 stop14h 58mMultiple Airlines
Deal found 7/31$190
This Delta deal was found by Cheapflights users on 7/30. 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.
Wed 8/275:34 amATW - MCO
1 stop5h 23mDelta
Thu 9/44:50 pmMCO - ATW
1 stop7h 03mDelta
Deal found 7/30$259
This American Airlines deal was found by Cheapflights users on 7/29. 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 9/62:07 pmATW - MCO
2 stops8h 35mAmerican Airlines
Sat 9/138:17 amMCO - ATW
1 stop7h 58mAmerican Airlines
Deal found 7/29$264
This United Airlines deal was found by Cheapflights users on 7/30. 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 8/122:43 pmATW - MCO
1 stop6h 04mUnited Airlines
Wed 8/279:35 amMCO - ATW
1 stop8h 14mUnited Airlines
Deal found 7/30$294

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 July 31, 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

Wed 9/24

6:25 pm-10:15 pm

Nonstop2h 50m

Orlando Sanford Intl

Wed 10/1

1:37 pm-3:32 pm

Nonstop2h 55m

$99

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Mon 9/15

11:32 am-8:57 pm

1 stop8h 25m

Orlando

Thu 9/18

10:18 pm-12:16 pm

1 stop14h 58m

$190

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Sat 1/3

5:11 pm-12:08 am

1 stop5h 57m

Orlando

Fri 1/9

6:40 am-11:21 am

1 stop5h 41m

$259

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Sat 9/6

2:07 pm-11:42 pm

2 stops8h 35m

Orlando

Sat 9/13

8:17 am-3:15 pm

1 stop7h 58m

$264

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Tue 8/12

2:43 pm-9:47 pm

1 stop6h 04m

Orlando

Wed 8/27

9:35 am-4:49 pm

1 stop8h 14m

$294

AppletonOrlando

ATW - SFB

ATWSFB

Appleton Intl

Fri 8/22

4:01 pm-7:53 pm

Nonstop2h 52m

$60

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Mon 9/15

11:32 am-11:02 pm

1 stop10h 30m

$106

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Sat 8/30

7:00 am-12:54 pm

1 stop4h 54m

$142

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Wed 9/10

6:00 am-4:44 pm

2 stops9h 44m

$147

AppletonOrlando

ATW - MCO

ATWMCO

Appleton Intl

Wed 8/6

3:45 pm-9:47 pm

1 stop5h 02m

$205

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 11 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 July 25, 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 $288). 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 July 31, 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 Sunday afternoons 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.

Weekly flight availability from Oshkosh to Orlando

Explore weekly flight availability from Oshkosh to Orlando. 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 July 31, 2025.

The most flights from OS9 to ORL are scheduled on a Monday (4 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (1 on average).

How much does it cost to fly round-trip from Oshkosh to Orlando?

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 July 31, 2025.
Read through reviews of airlines operating flights from Oshkosh to Orlando, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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
7.2
Good
702 reviews
Delta
8.0
Very good
7,981 reviews

Food

7.3

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Comfort

7.9

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?

    $60 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 Delta and American Airlines, with prices starting from $142 and $147, respectively.

  • What are the cheapest flights from Oshkosh to Orlando?

    While on average a flight from Oshkosh to Orlando is generally $180, our data shows the cheapest flight currently is $48. When looking at the most popular route, (Appleton Intl - Orlando), you can expect to pay $259 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 $288). 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 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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$88Average$178FlexibilityNo cancel feeOn-time65%
FrontierCheapest$105Average$256FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$111Average$262FlexibilityNo cancel feeOn-time88%
Breeze AirwaysCheapest$118Average$210FlexibilityNo cancel feeOn-timeN/A
Sun Country AirCheapest$139Average$280FlexibilityNo cancel feeOn-time83%
DeltaCheapest$193Average$431FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$209Average$454FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$223Average$459FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$279Average$441FlexibilityNo cancel feeOn-time63%

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