Cheap Flights from Orlando (ORL) to Oshkosh (OSH)

Popular airlines from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional)

Alternative airports near Oshkosh

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Appleton Intl. ATW. Cheapest option available. Average driving time to city center is 25 minutes. Flights from $296
ATW
Appleton Intl.
Cheapest
Average driving time to city center25 min
Flights from $296
Flights from Orlando (ORL) to Oshkosh (OSH)
Origin airport
Orlando Executive
Destination airport
Wittman Regional
Distance
1139 mi

Orlando to Oshkosh Flights

The cheapest times to fly from Orlando to Oshkosh

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Orlando to Oshkosh are during the month of . You can find some of the cheapest flights from Orlando to Oshkosh with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Orlando to Oshkosh

Sunday is one of the best days to book for cheap flights from Orlando to Oshkosh: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Orlando to Oshkosh

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Orlando to Oshkosh in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Orlando to Oshkosh flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Orlando to Oshkosh airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional) cost?
Lock in a cheap one-way flight or cheap return flight from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight deals on this route.
What is the cheapest month to fly from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional)?
Flying in can help you save, as it's the cheapest month for flights between ORL and OSH. You'll usually find the lowest fares during off-peak months.
What is the cheapest airline that flies from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional)?
To find the cheapest airline flying from ORL to OSH, use Expedia's filter tool. Tailor your search based on your travel needs, such as preferred carriers and seat class. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional)?
There are no daily direct flights available from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional). But you can opt for flights with layovers. Filter your search on Expedia to include one or more stops, and you'll be on your way in no time at all.
What day of the week has the most flights from ORL to OSH?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Keep in mind that flight schedules can change depending on various factors, such as the airline and season.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional)?
Select a flight from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional) that leaves before 3 PM to reduce the risk of delays and cancellations. Later departures have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional) last-minute?
Last-minute bookings from ORL to OSH are generally more expensive. For the best prices, start searching for flights as soon as possible. That said, if you're flexible with your travel dates, you may find a cheap ticket right before you leave.
Is it cheaper to book an ORL to OSH flight and hotel package?
Opting for an ORL to OSH flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Choose from our wide range of accommodations and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Orlando Executive Airport (ORL) to Oshkosh, WI (OSH-Wittman Regional)?
Generally, it's possible to reschedule or cancel your ORL to OSH flight. However, for bookings made more than 24 hours ago, additional fees may apply. Check your airline's policies in your itinerary to see what changes are allowed and whether any costs are involved. You'll also find more information on our Customer Service portal.

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*Available to One Key members.