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Cheap ORD to BOS Flights

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

Chicago to Boston route information

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

Chicago

$220.00

Providence

$207.00

Worcester

$184.71

Provincetown

$231.15

New Bedford

$470.66

Cheap ORD to BOS Flights

  • Question : What is the cheapest airline flying from Chicago to Boston?
    Answer : Spirit Airlines is offering the best deal at $101. Better look fast because prices range all the way up to $503 over the next three months.
  • Question : How much is a plane ticket to Boston (BOS) from Chicago (ORD)?
    Answer : They can range from $101 to $503. Booking in advance can usually help you get the cheapest rate. However, usually the sooner you book, the more you'll be able to save.
  • Question : How long is the flight from ORD to BOS?
    Answer : American Airlines currently holds the fastest travel time with two hours and eight minutes. For example, you would arrive in Boston at 12:50 AM EDT if you left Chicago at 9:42 PM CDT. Remember, there is a one-hour time change.
  • Question : What is the cheapest day to fly?
    Answer : The cheapest day to fly from Chicago to Boston is on Tuesday. So, if you want to save some cash on your next trip look for flights on that day.
  • Question : Which airline has the least delays from Chicago to Boston?
    Answer : Booking with Republic Airlines means you will arrive to Boston pretty close to the time your ticket states. In fact, this timely airline has an 87% average for landing before the plane turns into a pumpkin.
  • Question : Can I change the date of my flight?
    Answer : You sure can switch your departure date and you may save by changing it. The lowest-cost day to fly in June is Tuesday.
  • Question : What is the cheapest day to fly to Boston?
    Answer : As of May 20th, the cheapest day to fly from Chicago to Boston is May 22nd. Tickets are presently being sold for $101, 46% less than the average price.