Cheap flights from Chicago to Boston

Choose between Southwest Airlines, American Airlines, or Delta Air Lines 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 Back Bay Station, Boston South Station, Boston - North Station, or Boston-LAZ parking lot. The distance between Chicago and Boston is 1392 km. The most popular airlines for this route are Southwest Airlines, American Airlines, Delta Air Lines, United Airlines, and JetBlue Airways. Chicago and Boston have 202 direct flights per week.

Weekly flights

MondayTuesdayWednesdayThursdayFridaySaturdaySunday
Number of flights33262559-2930

Fly direct with

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

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

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

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

Check-in for a flight from Chicago to Boston

NameCarrier codeIATA CodePassport needed during bookingAirport check-in closesOnline check-in available
Southwest AirlinesSWAWNNoUnknownOpens 1 days before flight
Closes 1 hours before flight
American AirlinesAALAAYesUnknownNo
Delta Air LinesDALDLYesUnknownOpens 1 days before flight
0
United AirlinesUALUAYesUnknownOpens 1 days before flight
Closes 1 hours before flight
JetBlue AirwaysJBUB6YesUnknownOpens 1 days before flight
Closes 2 hours before flight

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 2.4 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 JetBlue Airways, United Airlines, Southwest Airlines, American Airlines.

What are the most popular routes to and from Chicago?

Travelers frequently search for route combinations, such as Chicago and Miami International, McCarran International, Orlando International, Fort Lauderdale–Hollywood International, Denver International, Hartsfield–Jackson Atlanta International, Dallas/Fort Worth International, Logan International, Tampa International, San Diego International, Minneapolis–Saint Paul International.

What are the most popular routes to and from Boston?

Travelers frequently search for route combinations, such as Boston and Miami International, Orlando International, Fort Lauderdale–Hollywood International, Dallas/Fort Worth International, Luis Muñoz Marín International, Baltimore–Washington International, Tampa International, O Hare International, Myrtle Beach International, McGhee Tyson, Destin–Fort Walton Beach.

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 Gerald R. Ford International, General Mitchell International, Dane County Regional, General Wayne A. Downing Peoria International, South Bend International, Central Illinois Regional, Quad City International, Fort Wayne International, 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, Manchester–Boston Regional, Portland International Jetport, Barnstable Municipal, Augusta State, Rutland–Southern Vermont Regional, Portsmouth International Airport at Pease.

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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