Book American Airlines flights from Boston to Chicago from £74

Popular flight offers from Boston to Chicago

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American Airlines flights from Boston to Chicago

Boston Chicago
BEST
DEAL
Fri, 14 Feb BOS - ORD
£78 £74
Prime price per passenger
Providence, RI Chicago
BEST
DEAL
Sat, 08 Feb PVD - ORD
£117 £109
Prime price per passenger
Boston Harbor SPB Chicago
BEST
DEAL
Sun, 09 Feb BDL - ORD
£130 £123
Prime price per passenger

Fly high with American Airlines: Unbeatable prices from Boston to Chicago

About American Airlines

Get ready for a great journey with American Airlines (AA)! Known for its exceptional service and dedication to a seamless travel experience, American Airlines operates an extensive network of routes, offering a range of ticket options to suit every traveller's needs—from budget-friendly economy fares to flexible premium tickets.

If you're looking for low-cost flights from Boston to Chicago, you can expect hassle-free connections, comfy seating, and top-notch customer support, all designed to make your trip smooth and enjoyable. So buckle up and get ready to experience the joy of flying with American Airlines.

Main airport in Boston

If you’re flying out of Boston (BOS) on American Airlines (AA), you’ll likely begin your journey at the city’s main airport, well-equipped to make your departure smooth and enjoyable. This airport connects Boston to exciting destinations like Chicago and beyond.

From top-notch dining and shopping to cosy lounges, along with plenty of amenities to kick off your trip in style, Boston airport has everything you need to start your journey right. And with easy, convenient transport options, getting to and from there is a breeze. So wherever you’re headed, you’ll be ready for take-off in no time!

Main airport serving Chicago

When you arrive in Chicago (CHI), you’ll likely land at the main airport serving the area, which connects this destination with other cities. Located conveniently for easy access to the city centre, the airport has everything you need to get your trip off to a smooth start—from a variety of dining options to shopping and comfortable lounges for a quick recharge.

If you’re booking a last-minute flight with American Airlines, rest assured: Chicago offers convenient facilities to make your arrival stress-free. You’ll find fast and efficient customs and baggage services, allowing you to get on your way quickly. Ground transportation options such as taxis, buses, and car hire services are readily available, making it simple to reach your destination in the city or surrounding areas.

Top places to visit in Chicago

Chicago is a vibrant city brimming with an array of attractions, from fascinating historical sites to breathtaking natural wonders. Whether you're a culture enthusiast or an outdoor adventurer, there’s something here for everyone! Here are some must-see highlights that you simply can’t miss:

Whether you’re wandering through fascinating museums, soaking in the picturesque views, or enjoying the lively atmosphere of downtown, Chicago promises an unforgettable experience for every type of traveller.

Best time to visit Chicago

Wondering when to visit Chicago? It all depends on what you want to experience! Here’s a handy guide to help you plan your trip:

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American Airlines Boston-Chicago flights faq's

Which airports does American Airlines flies between for Boston-Chicago?
For flights between Boston and Chicago, American Airlines flies from the following airport routes: Logan International Airport (BOS) to O hare International Airport (ORD)
What do American Airlines flights from Boston to Chicago cost?
One of American Airlines cheapest prices for a Boston to Chicago flight we have right now is £ 74. On average though, flights with American Airlines cost £ 108.30 for the route Boston to Chicago, though it depends a lot on the season and how far in advance you book your tickets.
Cheapest Ticket Price £74 The cheapest fare within the past 72 hours for flights operated by American Airlines from Boston to Chicago, as booked by our customers.
Flight time 2 h and 54 m The flight duration for American Airlines between Boston and Chicago is roughly 2 h and 54 m, although it could be affected by other factors.
Departure Airport Logan International Airport When you fly with American Airlines from Boston to Chicago, you will depart from O'hare International Airport
Arrival Airport O'hare International Airport When you fly with American Airlines from Boston to Chicago, you will arrive at O'hare International Airport.

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