Cheap flights from Cleveland to Boston from $184

In general, January is the cheapest month to fly from Cleveland to Boston. Due to it being the ‘off-season’ during this time, you can expect flight prices to be around $160. If you aren’t able to travel during the month of January, then book flights to Boston from Cleveland during December instead. Flights to Boston in December, while not as cheap as those in January, still average around $233.

The cheapest day to depart from Cleveland to Boston is on a Friday when prices can be found for as low as $321. 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 Boston on Sunday is $465.

According to our data, the cheapest time of day to fly to Boston is in the evening. momondo users have found flights departing from Cleveland to Boston in the evening for as low as $289. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. At noon is when there is more demand to fly to Boston, so prices are often more expensive at around $725 per ticket.

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

You are more likely to see cheaper flights to Boston from Cleveland when booking weeks ahead of your departure date. In general, you can expect to find flights to Boston for around $281 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Boston from Cleveland for as low as $255 on momondo.

There are 4 cabin classes available to choose from on Cleveland to Boston 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 18% on your flight if you consider stops on a Cleveland to Boston flight.

As of October 2026, prices for Cleveland to Boston flights are approximately 62% cheaper when compared to flights at the same time last year.

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

JetBlue, Delta and American Airlines are the top three most popular airlines that fly to Boston from Cleveland according to our data. JetBlue is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Boston. Keep in mind that there are 6 different airlines that fly to Boston on a routine basis, so you have a few additional options to choose from.

The number of flights available between Cleveland and Boston is 16 per day as of October 2026. The most frequent departure time is 7:00AM, with 70% of daily flights leaving at noon.

The number of flights available between Cleveland and Boston is 112 per week as of October 2026. The most frequent departure day is Mon, with 23% of weekly flights leaving on this day.