App
Download the App for Free
Help
Within Australia 1800 861 122 English: 24/7
Global Access Number +86 21 2226 8819 English: 24/7
EN
Languages
AUD
Top currencies
All currencies

Low Price Flights from Boston to Chicago

  • Boston Chicago

    Thu, 4 Jun - Sun, 7 Jun

    From AU$62.36
  • Boston Chicago

    Thu, 14 May - Mon, 18 May

    From AU$80.49
  • Boston Chicago

    Fri, 10 Apr - Mon, 13 Apr

    From AU$82.37
  • Boston Chicago

    Sun, 10 May - Thu, 14 May

    From AU$84.02
  • Boston Chicago

    Fri, 8 May - Mon, 11 May

    From AU$107.08
  • Boston Chicago

    Fri, 24 Apr - Mon, 27 Apr

    From AU$86.60

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Boston to Chicago Flight Information

Below are some common questions asked about this flight route:

When can I book the cheapest flight from Boston to Chicago?

Airlines adjust prices for plane tickets based on the day and time that you book your flight. After analyzing data from all airlines, we have discovered that the best days to book flights from Boston to Chicago are Tuesdays, Wednesdays, and Saturdays.

What are the airlines flying from Boston to Chicago?

What is the most popular airline for non-stop flights from Boston to Chicago?

American Airlines provides 44 of the non-stop flights between Boston and Chicago.

How many airports are there in Chicago?

Average duration of direct flights: 2h53m
Airports at destination:
Flight route:
Price starting from:

Boston to Chicago Flight Schedule

Flight info. Departure
Arrival
Route Weekly Schedule
18:15 BOS 20:13 ORD
Boston to Chicago SMTWTFS Search
06:28 BOS 08:23 ORD
Boston to Chicago S------ Search
10:00 BOS 12:00 ORD
Boston to Chicago SMT--FS Search
09:00 BOS 11:00 ORD
Boston to Chicago SMTWTFS Search
06:00 BOS 07:41 ORD
Boston to Chicago SMTWT-S Search
13:25 BOS 15:20 ORD
Boston to Chicago SMTWTFS Search
12:51 BOS 14:49 ORD
Boston to Chicago SM---FS Search
07:00 BOS 09:00 ORD
Boston to Chicago SMTWTFS Search
12:00 BOS 13:41 ORD
Boston to Chicago SM-WTFS Search
07:41 BOS 09:44 ORD
Boston to Chicago SMTWTFS Search
09:00 BOS 10:41 ORD
Boston to Chicago SMTWTFS Search
18:46 BOS 20:55 ORD
Boston to Chicago SMTWTFS Search
NH7479
ANA
08:30 BOS 10:20 ORD
Boston to Chicago -M----- Search
05:00 BOS 06:50 ORD
Boston to Chicago SMTW-F- Search
12:26 BOS 14:22 ORD
Boston to Chicago S------ Search
NH7787
ANA
10:12 BOS 11:58 ORD
Boston to Chicago -M----- Search
13:37 BOS 15:34 ORD
Boston to Chicago S----FS Search
15:00 BOS 16:50 ORD
Boston to Chicago SMT-TFS Search
NH7481
ANA
07:12 BOS 09:02 ORD
Boston to Chicago SMTWTFS Search
05:00 BOS 06:44 ORD
Boston to Chicago --T--F- Search

Roundtrip vs One-Way Flights from Boston to Chicago

There is usually no major price difference between buying a roundtrip flight versus a one-way flight. Increased flexibility is the main benefit when it comes to buying a one-way flight from Boston to Chicago. However, booking a roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Direct vs Connecting Flights from Boston to Chicago

The average price for connecting flights from Boston to Chicago is AUD 194.65.The average price for direct flights from Boston to Chicago is AUD 223.33.

Travel from Boston to Chicago

Chicago attracts thousands of visitors every year for both business and pleasure. Planning a trip from Boston to Chicago is easy when you use Trip.com to help you make travel arrangements. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online.

A Trip to Remember

Make your journey from Boston to Chicago a trip to remember when you use Trip.com to review city attractions before you arrive. With a preview of what's available at your destination, you can make any necessary reservations in advance for the best travel experience possible.

Trip.com is part of Trip.com Group Limited, one of the world's leading providers of travel services.
Ctrip Skyscanner Trip