Cheap flights from Boston to Wisconsin from $137

If you aren’t able to travel during the month of January, then book flights to Wisconsin from Boston during May instead. Flights to Wisconsin in May, while not as cheap as those in January, still average around $347.

The cheapest day to depart from Boston to Wisconsin is on a Saturday. Travelers who choose to depart for Wisconsin on a Saturday will often find tickets for as low as $277. The most expensive day to fly to Wisconsin is Monday, with ticket prices averaging around $422.

Our most recent data shows that the best time of day to fly to Wisconsin is at noon. Flights from Boston to Wisconsin during this time can be as low as $292. Flights in the afternoon are often more expensive with an average ticket price of $364.

Fly from Boston Logan Intl to Milwaukee-Mitchell for the best Boston Logan Intl - Wisconsin flight prices

You are more likely to see cheaper flights to Wisconsin from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Wisconsin for around $346 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Wisconsin from Boston for as low as $293 on momondo.

There are 4 cabin classes available to choose from on Boston to Wisconsin flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

United Airlines, Southwest, and Delta are the most popular carriers operating from Boston Logan Intl to Wisconsin

Delta, American Airlines and JetBlue are the top three most popular airlines that fly to Wisconsin from Boston according to our data. Delta is the first choice among our users, with 40% of people opting to fly with this airline when traveling to Wisconsin. Keep in mind that there are 5 different airlines that fly to Wisconsin on a routine basis, so you have a few additional options to choose from.

As of September 2026, there are 7 flights per day flying from Boston to Wisconsin. The most common time of day flights depart is 4:00PM, with 71% of flights taking off in the afternoon.

As of September 2026, 52 flights take off from Boston and land in Wisconsin each week. The most common flight departure day for this route is Tue, with 17% of weekly flights taking off on this day.