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Helping travelers to find the best flight offers
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
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Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Chicago to Boston. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
Below you will find a list of airlines operating flights on the Chicago — Boston route and the starting prices for flights of each specific airline on it.
A direct flight is the most convenient and comfortable way to fly from Chicago to Boston, despite the fact that sometimes flights with transfers can cost significantly less.
We couldn't find any special offers for flights from Chicago to Boston
The cheapest one-way flight from Chicago to Boston departs on 01/11/2025, is operated by JetBlue Airways and costs $86
The cheapest roundtrip flight from Chicago to Boston departs on 01/07/2025, is operated by Frontier Airlines and costs $83
Fastest non-stop flight from Chicago to Boston takes 2h 15m
There are direct flights on this route 2 days a week: Fr and Sa
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Chicago to Boston
The cheapest flight ticket from Chicago to Boston according to data for the last 48 hours costs $86
Often the best time to buy tickets from Chicago to Boston is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Boston can be found flying in these months: January, December.
The fastest flights from Chicago to Boston start from 2 hours 15 minutes in the air.
The following airlines operate direct flights on the route Chicago — Boston: Southwest Airlines, American Airlines
