Cheap flights from Chicago to Boston

Choose between Southwest Airlines, American Airlines, or United Airlines to find the best price

Travelers usually depart from O Hare International, Chicago Midway International, Chicago Rockford International, Chicago Downtown Greyhound Station, or Chicago Union Station when they travel from Chicago to Boston. Book your trip to arrive at Logan International, Boston South Station, Boston Back Bay Station, Boston-LAZ parking lot, or Boston, MA - Copley Square. The distance between Chicago and Boston is 1392 km. The most popular airlines for this route are Southwest Airlines, American Airlines, United Airlines, Spirit Airlines, and Delta Air Lines. Chicago and Boston have 218 direct flights per week.

Weekly flights

MondaysTuesdaysWednesdaysThursdaysFridaysSaturdaysSundays
Number of flights53482927-3130

Fly direct with

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

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

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

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

TAP Portugal on and Mondays.

Check-in for a flight from Chicago to Boston

NameCarrier codeIATA CodePassport needed during bookingAirport check-in closesOnline check-in available
Southwest AirlinesSWAWNNoUnknownNo
American AirlinesAALAAYesUnknownNo
United AirlinesUALUAYesUnknownNo
Spirit AirlinesNKSNKNo10 min before flightNo
Delta Air LinesDALDLYesUnknownNo

Frequently asked questions

How long does it take to travel from Chicago to Boston?

A one-way nonstop (direct) flight between Chicago and Boston takes around 2.2 hours.

What is the flight distance between Chicago and Boston?

The flight distance between Chicago and Boston is 1392 km.

What airlines offer nonstop (direct) flights between Chicago and Boston?

Several carriers operate flights between Chicago and Boston. Airlines offering nonstop (direct) flights include American Airlines, Southwest Airlines, United Airlines, TAP Portugal, JetBlue Airways.

What are the most popular routes to and from Chicago?

Travelers frequently search for route combinations, such as Chicago and Los Angeles International, McCarran International, Miami International, Orlando Sanford International, Fort Lauderdale–Hollywood International, Denver International, Hartsfield–Jackson Atlanta International, George Bush Intercontinental, Logan International, Tampa International, Phoenix Sky Harbor International.

What are the most popular routes to and from Boston?

Travelers frequently search for route combinations, such as Boston and Newark Liberty International, Miami International, Orlando International, Fort Lauderdale–Hollywood International, Hartsfield–Jackson Atlanta International, Luis Muñoz Marín International, Tampa International, Baltimore–Washington International, O Hare International, Nashville International, Southwest Florida International.

Which airports are there in Chicago?

Chicago is mainly served by O Hare International. But there are other airports nearby, including Chicago Midway International, Chicago Rockford International.

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

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, Lebanon Municipal, Portsmouth International Airport at Pease, Barnstable Municipal, Rutland–Southern Vermont Regional, Knox County Regional.

What buses and trains depart from Chicago?

A number of bus and train companies depart from Chicago, including Greyhound.

Is it possible to combine flights, buses, and trains in one itinerary when traveling between Chicago and Boston?

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Which airlines fly between Chicago and Boston?

When's the best time to travel between Chicago and Boston?

What flights operate between Chicago and Boston?

How many airports are there near Chicago?

How many airports are there near Boston?

Is it possible to reach Chicago by bus or train?

What time do nonstop (direct) flights between Chicago and Boston depart?

What time do nonstop (direct) flights between Chicago and Boston arrive?

What time do flights between Chicago and Boston depart?

What time do flights between Chicago and Boston arrive?

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