Cheap flights from Boston to Cleveland from $158

In general, January is the cheapest month to fly from Boston to Cleveland. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $189. If you’re not able to fly to Cleveland in January, then December is your next best option. Flight prices from Boston to Cleveland during December average around $236.

The cheapest day to depart from Boston to Cleveland is on a Wednesday when prices can be found for as low as $288. Be sure to avoid booking your departure on a Sunday as prices are generally higher than usual. According to our data, the average ticket price to Cleveland on Sunday is $365.

Our data shows that the cheapest Boston to Cleveland flights are usually those with departure times in the morning. Our users have found flights to Cleveland in the morning for as low as $294. In contrast, the most expensive time of day to depart to Cleveland is at noon when prices are around $338.

Fly from Boston Logan Intl to Cleveland Hopkins Intl for the best Boston Logan Intl - Cleveland Hopkins Intl flight prices

You are more likely to see cheaper flights to Cleveland from Boston when booking weeks ahead of your departure date. In general, you can expect to find flights to Cleveland for around $298 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Cleveland from Boston for as low as $192 on momondo.

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

You could potentially save up to 5% on your flight if you consider stops on a Boston to Cleveland flight.

As of October 2026, prices for Boston to Cleveland flights are approximately 58% cheaper when compared to flights at the same time last year.

JetBlue and Southwest are the most popular carriers operating from Boston Logan Intl to Cleveland Hopkins Intl

JetBlue, Delta and American Airlines are the top three most popular airlines that fly to Cleveland from Boston according to our data. JetBlue is the first choice among our users, with 50% of people opting to fly with this airline when traveling to Cleveland. Keep in mind that there are 6 different airlines that fly to Cleveland on a routine basis, so you have a few additional options to choose from.

Philadelphia (PHL) was the most common stop: 40% of momondo users choosing 1-stop flights on this route connected there.

Flights via Detroit (DTW) offer the lowest average round-trip price of $216.

Flights connecting via Philadelphia (PHL) have the shortest average one-way travel time: 4h 16m.

Baltimore (BWI) has the shortest average layover time for this route: 1h 10m.

13 flights are operational daily from Boston to Cleveland as of October 2026. The most popular departure time for this route is 7:00PM, with 53% of flights per day taking off in the evening.

As of October 2026, 95 flights take off from Boston and land in Cleveland each week. The most common flight departure day for this route is Mon, with 22% of weekly flights taking off on this day.