American Airlines flights from Chicago to Boston (CHI - BOS)

• Can I get a flight from Chicago to Boston on American Airlines for under $300?

  Cheapflights currently has 25 CHI-BOS flights for under $300. Flights to Boston will vary based on many factors, like date and time. Click here to find the best price for your dates on Cheapflights.

• How do most travelers feel about American Airlines?

  The average rating from 9,137 American Airlines reviews by Cheapflights users is 8.0 (out of a maximum rating of 10). If you are considering flying CHI-BOS with Cheapflights, apply your desired dates to the form above to see our best pricing for your trip to Boston with American Airlines.

Currently, the most affordable month to book a American Airlines flight from Chicago to Boston in January, with an average price of $218. Conversely, traveling with American Airlines from Chicago to Boston in July will be the most expensive, with an average cost of $328. Various factors influence flight prices, so comparing airlines, departure airports, and times can help reduce costs.

If weather is an important factor for your trip to Boston, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 30.2 F).