Cheap flights from Boston to Chicago

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Travelers usually depart from Logan International, Boston South Station, Boston, MA - Back Bay Station, Boston, MA - LAZ parking lot, or Boston, MA - Copley Square when they travel from Boston to Chicago. Book your trip to arrive at O Hare International, Chicago Midway International, Chicago Rockford International, Chicago, IL - Union Station, or Chicago Downtown Greyhound Station. The distance between Boston and Chicago is 1392 km. The most popular airlines for this route are Delta Air Lines, United Airlines, American Airlines, JetBlue Airways, and Allegiant Air. Boston and Chicago have 401 direct flights per week.

Weekly direct flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Direct flights15182017-1320
Fly direct with

American Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

JetBlue Airways on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Delta Air Lines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

United Airlines on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Check-in for a flight from Boston to Chicago

NameCarrier codeIATA CodePassport needed during bookingOnline check-in available
Delta Air LinesDALDLYesOpens 24 days before flight
Closes 1 hours before flight
United AirlinesUALUAYesNo
American AirlinesAALAAYesNo
JetBlue AirwaysJBUB6YesOpens 24 days before flight
Closes 2 hours before flight
Allegiant AirAAYG4NoOpens 24 days before flight
Closes 1 hours before flight

Frequently asked questions

How long does it take to travel from Boston to Chicago?
A one-way nonstop (direct) flight between Boston and Chicago takes around 3.0 hours.
What is the flight distance between Boston and Chicago?
The flight distance between Boston and Chicago is 1392 km.
What airlines offer nonstop (direct) flights between Boston and Chicago?
Several carriers operate flights between Boston and Chicago. Airlines offering nonstop (direct) flights include United Airlines, American Airlines, Delta Air Lines, JetBlue Airways.
What are the most popular routes to and from Boston?
Travelers frequently search for route combinations, such as Boston and London, Dublin, Edinburgh, Athens, Manchester, Vilnius, New Orleans, Orlando, Washington, D.C., Paris, New York, San Francisco, Atlanta, Raleigh, Rome, Vienna, Miami, Glasgow, Las Vegas, Buffalo.
What are the most popular routes to and from Chicago?
Travelers frequently search for route combinations, such as Chicago and London, Dublin, Manchester, Toronto, Athens, Orlando, San Francisco, Hyderabad, Vilnius, New York, Las Vegas, Edinburgh, Denver, Bangkok, Minneapolis, Riga, Glasgow, Austin, San Juan, Edmonton.
What airports are near Boston?
The main airport in Boston is Logan International. It is also served by Logan International, Bradley International, T. F. Green, Albany International, Portland International Jetport, Manchester–Boston Regional, Worcester Regional, Rutland–Southern Vermont Regional, Knox County Regional, Lebanon Municipal.
What airports are near Chicago?
The main airport in Chicago is O Hare International. It is also served by General Mitchell International, Gerald R. Ford International, Dane County Regional, Central Illinois Regional, General Wayne A. Downing Peoria International, Quad City International, Fort Wayne International, South Bend International, Kalamazoo/Battle Creek International, Muskegon County.
What buses and trains depart from Boston?
A number of bus and train companies depart from Boston, including Peter Pan Bus, Amtrak train.
Is it possible to combine flights, buses, and trains in one itinerary when traveling between Boston and Chicago?
Yes, it's possible to combine different modes of transport between Boston and Chicago thanks to our Virtual Interlining technology. Making use of not only flights but also trains and buses between Boston and Chicago can give rise to new adventures. Read more about how Virtual Interlining works on Kiwi.com Stories.
What is Virtual Interlining and how do I use it?
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When's the best time to travel between Boston and Chicago?
What flights operate between Boston and Chicago?
How many airports are there near Boston?
How many airports are there near Chicago?
Is it possible to reach Boston by bus or train?
What time do nonstop (direct) flights between Boston and Chicago depart?
What time do nonstop (direct) flights between Boston and Chicago arrive?
What time do flights between Boston and Chicago depart?
What time do flights between Boston and Chicago arrive?

Planning a trip? Thanks to our Virtual Interlining algorithm, we offer billions of route combinations between any A and any B in the world by plane, train, and bus. Find the cheapest routes and best deals for you, as well as the best dates on which to travel.

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