Cheap flights from Boston to Chicago

Choose between Southwest Airlines, Delta Air Lines, or American Airlines to find the best price

Book your trip to arrive at Chicago - Cabrini St Parking, Chicago-Dan Ryan Greyhound station, or Chicago-Cumberland Greyhound station. The distance between Boston and Chicago is 1392 km. The most popular airlines for this route are Southwest Airlines, Delta Air Lines, American Airlines, United Airlines, and JetBlue Airways. Boston and Chicago have 209 direct flights per week.

Weekly flights

MondayTuesdayWednesdayThursdayFridaySaturdaySunday
Number of flights36323351-2829

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, Thursdays, Fridays, Saturdays, and Sundays.

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

Royal Jordanian on Mondays, Tuesdays, Wednesdays, Thursdays, Saturdays, and Sundays.

Check-in for a flight from Boston to Chicago

NameCarrier codeIATA CodePassport needed during bookingAirport check-in closesOnline check-in available
Southwest AirlinesSWAWNNoUnknownOpens 1 days before flight
Closes 1 hours before flight
Delta Air LinesDALDLYesUnknownOpens 1 days before flight
0
American AirlinesAALAAYesUnknownNo
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 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 Royal Jordanian, JetBlue Airways, United Airlines, American Airlines, Southwest Airlines.

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.

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, Tampa International, San Diego International, Minneapolis–Saint Paul International, Detroit Metropolitan.

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 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 buses and trains depart from Boston?

A number of bus and train companies depart from Boston, including 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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