Boston to Chicago Flights

Frequently Asked Questions

• When are flight tickets from Boston (BOS) to Chicago (CHI) the cheapest?

  Airlines adjust prices for flights from Boston to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

• How much do flights from Boston (BOS) to Chicago (CHI) cost?

  According to Trip.com's data, the lowest price is around US$110.

• How long does it take to fly from Boston (BOS) to Chicago (CHI)?

  It takes about 2 hours 56 minutes to fly from Boston (BOS) to Chicago (CHI).

• What is the transportation method from the main airport to downtown in Chicago?

  • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
  • The distance from Midway International Airport to downtown is about 13km, by taxi about 30 minutes.

• What time does the earliest flight from Boston to Chicago depart?

  The earliest flight departs from Boston (BOS) at 05:48 and arrives in Chicago (ORD) at 07:55.

• What time does the latest flight from Boston to Chicago depart?

  The latest flight departs from Boston (BOS) at 20:46 and arrives in Chicago (ORD) at 22:38.

• What are the most popular airlines that fly from Boston (BOS) to Chicago (CHI)?

  Airlines with flights from Boston (BOS) to Chicago (CHI): United Airlines, Jetblue Airways, American Airlines, Japan Airlines and Spirit Airlines.

• What's the most popular airline for non-stop flights from Boston (BOS) to Chicago (CHI)?

  United Airlines operates 294 non-stop flights from Boston (BOS) to Chicago (CHI).

• How many airports are there in Chicago (CHI)?

  There are 5 airport(s) near Chicago (CHI): Chicago Du Page County Apt, Midway International Airport, O'Hare International Airport, Chicago Palwaukee Apt and Rockford International Airport.

• What are some travel guidelines for Chicago during the COVID19 pandemic?

  Entry restrictions and flight schedule changes and cancellations are frequently updated and subject to change. If you plan to travel to Chicago, please obtain the most updated information from the airline you plan to book your travels with. You can also refer to COVID19 Country/Region Entry Restrictions for more information.

• Which airlines offer free date changes for flights to this city during the COVID19 pandemic?

  There are no airlines with flights to this city that provide this service. Please use this information as a reference only and confirm with the airline prior to booking.