Cheap Flights from Oshkosh (OSH) to Portland (PDX)

Popular airlines from Oshkosh, WI (OSH-Wittman Regional) to Portland International Airport (PDX)

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Frequently asked questions

How much does a flight from Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX) cost?
Snag a cheap one-way flight or cheap return flight from Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX) 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 Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX)?
Traveling in is a great way to save, as it's the cheapest month for flights between OSH and PDX. You'll typically find the lowest fares during off-peak months.
What is the cheapest airline that flies from Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX)?
Expedia's filter tool lets you easily compare travel time, airlines and fares all in one place. Choose your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest OSH to PDX flight.
How many flights per day from Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX)?
Direct flights from Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your dates and select either "1 Stop" or "2+ Stops."
What day of the week has the most flights from OSH to PDX?
Generally you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can vary depending on the airline, season and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX)?
Select a flight from Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX) that takes off before 3 PM to reduce the likelihood of delays. Departures after this time are on average 22% more likely to be canceled.**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 Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX) last-minute?
Holding off until right before your break to book a flight from OSH to PDX often results in higher prices. While you might find some last-minute discounts, there's no guarantee. Keep your travel schedule open for a better chance of scoring a bargain.
Is it cheaper to book an OSH to PDX flight and hotel package?
You'll generally save money by securing an OSH to PDX flight and hotel package compared to booking separately. In fact, you could save hundreds of dollars by bundling with Expedia. And it's easy to manage it all in one convenient place. Once you've chosen your ideal accommodations and flights, you can add extras like activities, tours and car rentals.
Can I cancel or change the date of my flight from Oshkosh, WI (OSH-Wittman Regional) to Portland Intl. Airport (PDX)?
You can usually cancel or reschedule your OSH to PDX flight. However, if it's been more than 24 hours since booking, additional fees may apply. Check your airline's policies in your itinerary to see what changes are possible and whether any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Travel information

Origin airport
Wittman Regional
Destination airport
Portland Intl.
Distance
1659 mi

Book with confidence

Book with confidence

Oshkosh to Portland Flights

The cheapest times to fly from Oshkosh to Portland

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 Oshkosh to Portland are during the month of . You can find some of the cheapest flights from Oshkosh to Portland with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Oshkosh to Portland

Sunday is one of the best days to book for cheap flights from Oshkosh to Portland: 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 Oshkosh to Portland

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 Oshkosh to Portland 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 Oshkosh to Portland 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 Oshkosh to Portland 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.

 

Oshkosh to Portland Flights

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*Available to One Key members.