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Cheap BOS to ORD Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Boston to Chicago route information

Origin Airport Logan Intl.
Destination Airport O'Hare Intl.
Airlines Serving American Airlines, Delta, JetBlue Airways, Spirit Airlines, United
Flight Price $137
Distance 863 mi

Providence

$142.60

Worcester

$162.70

Provincetown

$231.15

New Bedford

$454.42

Chicago

$174.60

Cheap BOS to ORD Flights

  • Question : How long does it take to fly from Boston to Chicago?
    Answer : From BOS to ORD, the fastest flight time is two hours and 47 minutes. Remember, there is a time change of one hour.
  • Question : How long is the flight from BOS to ORD?
    Answer : If you're able to take the direct flight (which is offered by United Airlines), you will be able to leave BOS at 2:50 PM EDT and get to ORD at 4:37 PM CDT (two hours and 47 minutes). Remember, there is a one-hour time change.
  • Question : Can I change the date of my flight?
    Answer : Yes, you can change your departure date. If you wish to save a little cash in doing so, the lowest-cost day to fly in June is Wednesday. Being flexible with your travel days can provide you extra savings when booking.
  • Question : What is the cheapest day to fly?
    Answer : The cheapest day to fly from Boston to Chicago is on Wednesday. So, if you want to save a bit of cash on your next business trip look for flights on Wednesday.
  • Question : Is there a day of the week that has more departure times to choose from than other days?
    Answer : Sunday has the greatest variety of flight times for Boston to Chicago with 40. However, with 30 flight times, Saturday doesn't offer quite as many options when finding that perfect departure time.
  • Question : Which airline has the least delays from Boston to Chicago?
    Answer : Booking with Iberia means you will arrive to Chicago about the time you were supposed to. In fact, this timely airline has a 100% average for landing before the plane turns into a pumpkin.
  • Question : What is the cheapest day to fly to Chicago?
    Answer : If you are wanting to save money, look at Jun 12th. As of May 20th, it's showing the cheapest ticket at $105. That is 49% below the average for this route, so you can spend the savings on an amazing experience in Chicago.