Cheap flights from Boston to Chicago

1 adult
Sun 22/5
Sun 29/5

Flight information for Boston to Chicago
(BOS to CHI)

Find info about flight duration, direct flights, and airports for your flight from Boston to Chicago

Fastest flight time

2h 55m

Direct flights

Mon, Wed, Fri, Sat and Sun

Airports in Chicago

3 airports
The fastest flight from Boston to Chicago takes 2h 55m
Direct flights go from Boston to Chicago on Monday, Wednesday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Boston to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly from Boston to Chicago?


The cheapest time of year to fly to Chicago from Boston is August. The most expensive is December.

How far in advance should you book Boston to Chicago flights?

0 days before

The cheapest time to buy a flight from Boston to Chicago is approximately 0 days to departure

  • How far is Boston Logan Intl to Chicago by plane?

    The distance between Boston Logan Intl and Chicago is about 1364,5 km.

Why use momondo?

Finding the right flight to Chicago from Boston is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Flights from Boston to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

momondo helps you find the best flight between Boston and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

Price alerts on flights to Chicago from Boston are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

Here's why travellers choose to use momondo
Flexible Travel
momondo understands the need for flexibility and we have a filter specifically for flights with no change fees.
Expert Insights
Data driven insights designed to help you find a great flight deal. From the cheapest time to depart to how far in advance to book.
Price Alerts
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