CA $71 Cheap Flights from Chicago (ORD) to Boston (BOS)

Popular airlines from Chicago O'Hare International Airport (ORD) to Logan International Airport (BOS)

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Cheap flights from Chicago (ORD) to Boston (BOS)

Prices were available within the past 7 days and start at CA $71 for one-way flights and CA $124 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

JetBlue Airways
JetBlue Airways
JetBlue Airways
American Airlines
JetBlue Airways
JetBlue Airways
JetBlue Airways
Delta
Spirit Airlines
United

Find the cheapest month to fly from Chicago (ORD) to Boston (BOS)

September is typically the cheapest month to fly

From CA $66 - CA $160 per traveller.

Graph displaying average flight prices per month

Flight from Chicago to Boston (ORD - BOS) route information
Origin airport
O'Hare Intl.
Destination airport
Logan Intl.
Airlines serving
American Airlines, Delta, JetBlue Airways, Spirit Airlines, United
Roundtrip price
CA $123
Distance
1381 km
Average flight time
3 hours 23 mins

Chicago to Boston Flights

The easy way to book your flights from Chicago to Boston 

With Expedia, it’s simple to find and book flights to Boston from Chicago whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are American Airlines, KLM, Qatar Airways, JAL, Icelandair, Emirates, Delta Air Lines, Air New Zealand, United Airlines, Alaska Airlines, Etihad Airways, JetBlue, Avianca, Cathay Pacific, Royal Jordanian, SAS, Hawaiian Airlines, Iberia, ANA, Korean Air, TAP Air Portugal, WestJet, Virgin Atlantic, British Airways nonstop flights to Logan Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Chicago to Boston today, tomorrow, or this week.  

 

Save dollars with cheap flights from O'Hare Intl., ORD to Logan Intl., BOS 

Sort your search results by price to find great deals on your flight from Chicago to Boston—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Boston from Chicago currently is just CA $124 rising to CA $230.  

Here are more money-saving tips: 

  • Fly in October when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Boston  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Boston from Chicago 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Boston with Expedia today.

Frequently asked questions

How much is a flight from ORD to Logan Intl. Airport (BOS)?
Based on airfares available within the last 7 days on Expedia for flights departing within the next year, round-trip flights between ORD and Logan Intl. Airport (BOS) start from CA $124. Make your booking ASAP to score the best price for your trip. Prices and availability are subject to change. Additional terms apply.
Do I need to pay a cancellation fee if I cancel my flight from ORD to BOS?
The majority of flights can be conveniently cancelled online, but whether you incur a fee differs between airlines. If you do have to cancel your trip, follow the instructions in the Customer Service Portal.
How do I find cheap flights from ORD to Logan Intl. Airport (BOS) that have flexible change policies?
Plenty of carriers will allow you to move your flight at no extra charge. All you pay is the cost difference between flights. When searching for ORD to Logan Intl. Airport (BOS) flights, you'll find a "No change fees" filter for you to select.
How many hours is the flight from O'Hare Intl. Airport (ORD) to Logan Intl. Airport?
Settle into your seat, pick an in-flight TV show and 2 hours and 25 minutes will whiz by in the blink of an eye. That's how long it takes to get to Logan Intl. Airport from O'Hare Airport.
How far is the flight from ORD to Logan Intl. Airport (BOS)?
The flight distance from O'Hare Intl. Airport (ORD) (ORD) to BOS (BOS) is 1,400 kilometres. You'll be stepping off the plane and grabbing your bags from the carousel in no time at all.
Which airlines fly direct from O'Hare Intl. Airport (ORD) to BOS?
Getting from O'Hare Airport to BOS is easy when you have a nice range of airlines to choose from. Here are a few of the best:

  • American Airlines - (AA) with 178 monthly flights
  • United Airlines - (UA) with 165 monthly flights
  • Delta - (DL) with 117 monthly flights
  • JetBlue - (B6) with 30 monthly flights

Are O'Hare Intl. Airport (ORD) to Logan Intl. Airport (BOS) flight tickets cheaper when they're purchased at the last minute?
Last-minute planners can occasionally score a bargain, with some super cheap airfares from O'Hare Airport to Logan Intl. Airport showing up a few weeks before the departure date. If you'd rather book ahead of time, Expedia compares and updates all the best flight deals continuously --- as early as 12 months in advance in some cases. It does depend on the carrier though, as not every airline releases prices so far in advance.

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