American Airlines Flights from Chicago (ORD) to Boston (BOS)

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American Airlines Flights from ORD to BOS

How much is a American Airlines flight from Chicago (ORD) to Boston (BOS)?

One-way flights start as little as and there are roundtrips available from . Get in! You can score some sweet deals with Wotif and American Airlines.

How many non-stop American Airlines flights from Chicago (ORD) to Boston (BOS) are there per day?

American Airlines flies 6 flights direct every day between Chicago (ORD) and Boston (BOS).

How far is Chicago (ORD) from Boston (BOS)?

It’s 1389 km from Chicago (ORD) to Boston (BOS).

What is the best airline to fly from O'Hare Intl.?

At Wotif, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from O'Hare Intl. with: . 

Can I change or cancel my American Airlines tickets from Chicago to Boston on Wotif?

Change of plans? No worries! We’re right here to make things as easy as possible. Check out the American Airlines rules and restrictions in your itinerary. You can also use the No Change Fees filter to find flexible plane tickets for future trips. For more information on how to cancel or change your flight on Wotif, visit our customer service portal.

How do I find the best deal on American Airlines flights from Chicago (ORD) to Boston (BOS)?

Just review and compare all our awesome offers or enter your travel dates to see more terrific deals on American Airlines flights from Chicago. And remember you can save even more when you bundle a hotel with your flight as part of a Wotif package. Sweet!

What’s a good way to get cheap American Airlines flight tickets from Chicago to Boston?

We have loads of cheap flights, so just enter your travel dates to see what’s available. If you can be flexible on when you fly, you’ll find even more epic flight deals. So get booking!

What is the cheapest time of year to fly from Chicago (ORD) to Boston (BOS)?

The cheapest time of the year for a return trip is . One-way, the cheapest month to fly is . Check our deal cards for details.

How long does it take to fly from ORD to BOS?

It typically takes 2 hours 14 to fly directly from Chicago (ORD) to Boston (BOS).

Epic Hotel in Boston

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4.5 out of 5
450 Summer Street, Boston, MA
"Room was very clean and bed was super comfortable"

Reviewed on 26 Apr. 2024

Omni Boston Hotel at the Seaport
Hilton Boston Logan Airport
Hilton Boston Logan Airport
4 out of 5
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"Very convenient and comfortable"

Reviewed on 27 Apr. 2024

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Hyatt Regency Boston Harbor
Hyatt Regency Boston Harbor
4 out of 5
101 Harborside Drive, Boston, MA
Very good Hyatt stay.
"Staff was great. Jorge at the restaurant was excellent! The a/c blower was a bit loud in the room. The Hyatt is always a convenient place to stay."

Reviewed on 28 Apr. 2024

Hyatt Regency Boston Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.