Cheap Flights from Oshkosh (OSH) to Boston (BOS)

Popular airlines from Oshkosh, WI (OSH-Wittman Regional) to Boston

  • notification illustration

    Be in the know

    Get alerts if flight prices drop or rise*
  • deals illustration

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • trophy illustration

    Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Frequently asked questions

How much does a flight from Oshkosh, WI (OSH-Wittman Regional) to Logan Intl. Airport (BOS) cost?
Snag a cheap one-way flight or cheap return flight from Oshkosh, WI (OSH-Wittman Regional) to Logan Intl. Airport (BOS) 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 Logan Intl. Airport (BOS)?
is the most affordable month to fly from OSH to BOS. Avoiding peak travel times is often the key to finding a great deal.
What is the cheapest airline that flies from Oshkosh, WI (OSH-Wittman Regional) to Logan Intl. Airport (BOS)?
Expedia's filter tool lets you easily compare different airlines, travel time and fares all in one place. Select your preferences, then sort by "Price (lowest to highest)" to find the carrier with the cheapest OSH to BOS flight.
How many flights per day from Oshkosh, WI (OSH-Wittman Regional) to Logan Intl. Airport (BOS)?
There are no daily direct flights available from Oshkosh, WI (OSH-Wittman Regional) to Logan Intl. Airport (BOS). But you can choose flights with layovers. Filter your search results on Expedia to include one or two stops, and you'll be soaring above the clouds before you know it.
What day of the week has the most flights from OSH to BOS?
Friday is typically the busiest day for flights, while Tuesday tends to be the quietest.* Remember that flight schedules can vary based on various factors, including 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 Oshkosh, WI (OSH-Wittman Regional) to Logan Intl. Airport (BOS)?
Book a flight from Oshkosh, WI (OSH-Wittman Regional) to Logan Intl. Airport (BOS) that leaves before 3 PM to reduce the risk of 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 Oshkosh, WI (OSH-Wittman Regional) to Logan Intl. Airport (BOS) last-minute?
Booking your flight from OSH to BOS right before your getaway is generally more expensive. However, if you're flexible with your schedule, you could bag a cheap last-minute fare.
Is it cheaper to book an OSH to BOS flight and hotel package?
You can save money by securing an OSH to BOS 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 everything in one place. Once you've selected your preferred accommodations and flights, consider adding extras including tours, activities and car rentals.
Can I cancel or change the date of my flight from Oshkosh, WI (OSH-Wittman Regional) to Logan Intl. Airport (BOS)?
Typically, you can cancel or reschedule your OSH to BOS flight. However, additional fees may apply, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you'd like more information, head to our Customer Service portal.

Travel information

Origin airport
Wittman Regional
Destination airport
Logan Intl.
Distance
888 mi

Book with confidence

Oshkosh to Boston Flights

The cheapest times to fly from Oshkosh to Boston

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

 

The best time to book a flight from Oshkosh to Boston

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

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 Boston in 2026. 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 Boston 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 Boston 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 Boston Flights

Explore a world of travel with Expedia

*Available to One Key members.