¥5,710 Cheap Flights from Chicago (ORD) to Boston (BOS)

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Cheap Flights from Chicago to Boston (ORD-BOS)

Prices were available within the past 7 days and start at ¥5,710 for one-way flights and ¥20,857 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

American Airlines
Delta
American Airlines
American Airlines
Delta
Delta
Delta
American Airlines
American Airlines
Delta
Flights from Chicago (ORD) to Boston (BOS)
Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, United
Roundtrip price
¥20,857
Distance
1381 km
Average flight time
3 hours 21 mins

Chicago to Boston Flights

Sometimes you just need to get out of town or maybe you’re looking for a change of scenery. Regardless of the reason, a flight from Chicago to will do just the trick! Go on, plan to see all the famous landmarks and eat your weight in the local cuisine. Your trip is beckoning, so answer the call by packing your suitcase and filling your travel itinerary with exploring Boston.

Whether you’re flying for business or jet-setting on your personal time, you’ve come to the right place. Here at Expedia.com, we’ll pair you up with ORD to BOS flights that won’t make your bank account wince. Ready to temporarily leave behind Chicago for new horizons? Browse through our cheap airfare, and filter by flight times and dates until you find just what you had in mind. From flights without layovers to ones that arrive early in the morning, you’ll come across plane tickets that suit your travel preferences. You can even bundle your flight to BOS with hotels and car rentals to score even bigger savings.

All set to hit the clouds? Book your travel arrangements with us today and have left-over money to put toward your travel outings and adventures.

Frequently asked questions

How much is a flight from ORD to BOS?
Within the past 7 days on Expedia, for flights departing within the next year, the lowest price quoted for a round-trip flight between O’Hare Airport and BOS was ¥20,857. Fares this good don’t hang around, so make sure you book yours ASAP. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from O'Hare Airport to Logan Intl. Airport?
This differs between air carriers, as each has its own terms and conditions. Visit the Customer Service Portal, where there are easy instructions on how to cancel online.
How do I find cheap flights from ORD to Logan Intl. Airport (BOS) that have flexible change policies?
Many airlines offer the option to reschedule your flight without a change fee. All you pay is the difference between the original flight and the new flight. When you’re searching for ORD to Logan Intl. Airport (BOS) flights, you’ll see a “no change fees” filter for you to select.
How many hours is the flight from O'Hare Airport to Logan Intl. Airport?
It takes around 2 hours and 24 minutes to journey from O’Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS) — perfect for a nap. You’ll be starting your descent into Boston by the time you wake up.
How far is the flight from ORD to Logan Intl. Airport (BOS)?
A flight distance of just 1,400 kilometers separates Chicago and Boston. Once you’re up in the skies, you won’t have time to do much more than listen to a few songs on your travel playlist.
Which airlines fly direct from ORD to Logan Intl. Airport?
Whether you’re after a one-way or return flight, you’ll have your pick of airlines that will take you straight from O’Hare Airport to BOS. Here are some of the most popular ones:

  • American Airlines - (AA) with 200 monthly flights
  • United Airlines - (UA) with 186 monthly flights
  • Delta Air Lines - (DL) with 121 monthly flights
  • JetBlue Airways - (B6) with 30 monthly flights

Are ORD to Logan Intl. Airport (BOS) flight tickets cheaper when they're purchased at the last minute?
Flight prices go up and down like a yo-yo, so it’s no sure thing. While last-minute deals between O’Hare Intl. Airport (ORD) and BOS are possible, it also makes sense to keep track of prices well before you fly. In fact, some air carriers release their prices up to a year prior to the departure date. Expedia is continuously updating the biggest bargains around, so keep checking back and be ready to book when fare prices drop.
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