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 - North Station, or Boston, MA - LAZ parking lot when they travel from Boston to Chicago. Book your trip to arrive at O Hare International, Chicago Midway International, Chicago Rockford International, Chicago Union Station, or Chicago Downtown Greyhound Station. The distance between Boston and Chicago is 1392 km. The most popular airlines for this route are WN, American Airlines, Delta Air Lines, Allegiant Air, and JetBlue Airways. Boston and Chicago have 332 direct flights per week.

Weekly flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Number of flights38457670-4954

Fly direct with

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

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

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

WN on Mondays, Tuesdays, Wednesdays, Thursdays, Fridays, Saturdays, and Sundays.

Check-in for a flight from Boston to Chicago

NameCarrier codeIATA CodePassport needed during bookingAirport check-in closesOnline check-in available
WNSWAWNNoUnknownNo
American AirlinesAALAAYesUnknownNo
Delta Air LinesDALDLYesUnknownNo
Allegiant AirAAYG4No4 min before flightNo
JetBlue AirwaysJBUB6YesUnknownNo

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 2.9 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, WN, JetBlue Airways, American Airlines.

What are the most popular routes to and from Boston?

Travelers frequently search for route combinations, such as Boston and Orlando International, Miami International, Newark Liberty International, Tampa International, Fort Lauderdale–Hollywood International, Baltimore–Washington International, Southwest Florida International, Sarasota–Bradenton International, McGhee Tyson, Asheville Regional, Gerald R. Ford International.

What are the most popular routes to and from Chicago?

Travelers frequently search for route combinations, such as Chicago and Miami International, Denver International, Phoenix Sky Harbor International, Tampa International, George Bush Intercontinental, Dallas/Fort Worth International, Louis Armstrong New Orleans International, Southwest Florida International, Savannah/Hilton Head International, McGhee Tyson, Asheville Regional.

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, Rutland–Southern Vermont Regional, Manchester–Boston Regional, Augusta State, Lebanon Municipal, Knox County Regional.

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, Fort Wayne International, General Wayne A. Downing Peoria International, Quad City International, South Bend International, Central Illinois Regional, Decatur, Kalamazoo/Battle Creek International.

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?

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Which airlines fly between Boston and Chicago?

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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