When is the best time to travel from Chicago to Boston? Find out here

Need the fastest connection or the cheapest flight? idealo has all the information you need to find the perfect flight from Chicago to Boston. We've analyzed the flight database and found that the most affordable ticket prices for the route start at $45. Flights on Tuesdays can cost up to 41 % less than flights on any other day of the week. idealo users prefer American Airlines, JetBlue Airways, Spirit Airlines und US Airways each 25 % of the time when booking tickets for this route.

Direct flights often provide speed, comfort and convenience. Without a stopover during your journey, you'll be able to enjoy a relaxing flight. For daily direct flights you can book your trip with American Airlines, JetBlue Airways, Spirit Airlines or United Airlines in July, August, September, October, November and December. We've compared the prices and, with prices starting from $45 per ticket for a direct flight, this is the most affordable offer in our database. Ticket prices for stopover flights start at $75, but if you're more interested in direct flights you can find tickets for just $45. An analysis of our database shows that only 24 % of users prefer stopover flights, whereas 56 % prefer direct flights. Concerning stopover flights users choose stops in New York or Philadelphia most often. The fastest stopover flight stops in Philadelphia and has a flight duration of 4 hours and 10 minutes. This flight is only 2 hours and 5 minutes longer than a direct flight. Whether you want to fly in July or another month, here at idealo we can find the best flight for you.