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Book Cheap American Airlines flights from Chicago (CHI) to Boston (BOS)

Flight deals from Chicago to Boston

Save big and visit this destination

Prices shown below were available within the past 3 days for the period specified and should not be considered the final price offered. Please note that availability and prices are subject to change.

American Airlines flight deals from Chicago to Boston

Chicago Boston

BEST

DEAL

Thu, 12 Dec ORD - BOS

-41 %

$114 $67

Prime price per passenger

Chicago Providence, RI

BEST

DEAL

Wed, 11 Dec ORD - PVD

$160 $155

Prime price per passenger

Chicago Boston

BEST

DEAL

Mon, 25 Nov ORD - BOS

Wed, 27 Nov BOS - ORD

$194 $186

Prime price per passenger

Chicago Boston

BEST

DEAL

Fri, 22 Nov ORD - BOS

Fri, 22 Nov BOS - ORD

$238 $233

Prime price per passenger

Chicago Worcester, MA

BEST

DEAL

Fri, 29 Nov ORD - ORH

$254 $249

Prime price per passenger

Chicago Boston Harbor SPB

BEST

DEAL

Sun, 01 Dec ORD - BDL

$296 $290

Prime price per passenger

Chicago Providence, RI

BEST

DEAL

Mon, 25 Nov ORD - PVD

Tue, 26 Nov PVD - ORD

$363 $356

Prime price per passenger

Chicago Providence, RI

BEST

DEAL

Mon, 25 Nov ORD - PVD

Wed, 27 Nov PVD - ORD

$364 $356

Prime price per passenger

Best flight offers from other airlines

Chicago Boston

BEST

DEAL

Sun, 24 Nov MDW - BOS

Sun, 24 Nov BOS - MDW

$125 $118

Prime price per passenger

Chicago Boston

BEST

DEAL

Fri, 22 Nov ORD - BOS

Sat, 23 Nov BOS - ORD

$128 $121

Prime price per passenger

Chicago Boston

BEST

DEAL

Sun, 24 Nov MDW - BOS

Mon, 25 Nov BOS - MDW

$129 $122

Prime price per passenger

Chicago Boston

BEST

DEAL

Sun, 24 Nov MDW - BOS

Mon, 25 Nov BOS - MDW

$134 $124

Prime price per passenger

Chicago Boston

BEST

DEAL

Sun, 24 Nov MDW - BOS

Tue, 26 Nov BOS - MDW

$135 $131

Prime price per passenger

Chicago Boston

BEST

DEAL

Fri, 22 Nov ORD - BOS

Sun, 24 Nov BOS - ORD

$139 $131

Prime price per passenger

Get your flight with American Airlines to Boston starting at $67

Flying with American Airlines

Looking for a great deal on American Airlines flights from Chicago to Boston? eDreams US has an amazing search engine for you to check the last minute American Airlines airfares if you are in hurry to see a loved one or for a last minute business trip. No need to worry for a smart choice! You can also look for the cheapest prices and save some money to enjoy more in Boston. We quickly compare and display the cheapest flight combinations in seconds and bring you the best ones! Adjust your travel dates now and explore the dozens of American Airlines offers from Chicago at great prices, as you have all the privilege to access the top airline carriers and their best offers. Already chose American Airlines's best suited deal? Don´t forget to enhance your Boston holiday by booking a hotel and renting a car! Convenience will take on a completely new meaning after your experience with eDreams!.

Fly with eDreams

At eDreams, your online travel portal, you can easily find cheap flights with American Airlines from Chicago to Boston. Our fast search engine compares thousands of flights in just a few seconds and only shows you the really suitable flight connections.

Find the best deals on American Airlines flights from Chicago to Boston!

Easy online travel

You can easily choose from various options, such as price, departure times, airport, flight duration, flight connections (direct flight or with a stopover) and many more, thereby filtering the most suitable American Airlines flight from Chicago after Boston. Book your trip and save a lot of time with the simple and clear flight search from eDreams!

Book now

It is also worth downloading the eDreams app and subscribing to our newsletter - here you will also receive exclusive discounts and offers with which you can save a lot of money on your next travel booking. You can also easily book a hotel or rental car in Boston with your trip at eDreams. With our combination offers you save even more! Book your American Airlines flights from Chicago to Boston quickly, easily and conveniently now with eDreams.

American Airlines Chicago-Boston flights FAQ's

Which airports does American Airlines fly between Chicago and Boston?

For flights between Chicago and Boston, American Airlines operates the following airport routes: For flights between Chicago and Boston, American Airlines operates from the following airport routes: O hare International Airport (ORD) to Logan International Airport (BOS)

What do American Airlines flights from Chicago to Boston cost?

One of American Airlines cheapest prices for a Chicago to Boston flight we have right now is $67. On average though, flights with American Airlines cost $247.82 for the route Chicago to Boston, but it mostly depends on the season and how far in advance you book your tickets.

Cheapest Ticket Price $67 The most affordable rate found in the last 72 hours for flights operated by American Airlines leaving from Chicago and going to Boston, according to our customers' bookings.

Flight Time 2 h and 27 m The American Airlines flight duration between Chicago and Boston is around 2 h and 27 m, however it could be affected by other circumstances.

Departure Airport O'hare International Airport Your departure will be from O'hare International Airport, when flying with American Airlines from Chicago to Boston.

Arrival Airport Logan International Airport When flying with American Airlines from Chicago to Boston, your arrival airport will be O'hare International Airport.