American Airlines Flights to Chicago

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Book American Airlines Flights to & from Chicago

Search and book American Airlines flights to and from Chicago with Alternative Airlines. We offer a fast, easy and convenient way to book American Airlines flights to and from the Windy City. When buying American Airlines flights with Alternative Airlines, you can pre-select your seat, add baggage and choose to pay with a range of different payment methods, including all major debit and credit cards, PayPal, as well as buy now pay later options such as Affirm, Klarna and more.

Use our search at the top of the page to search for flights to/from Chicago from anywhere in the world.

Flying with American Airlines to Chicago

American Airlines flies to Chicago from all over the US and many other different cities in the world. Most international flights to and from Chicago are flown by American Airlines itself. Whereas, most of its domestic and Canadian flights to and from Chicago are flown by its regional brand, American Eagle.

Depending on whether you're flying domestic, international or even intercontinental, American Airlines will offer a slightly different set-up for your flight. Domestic flights have an Economy Class and First Class cabin. Flights to Canada have an Economy Class and Business Class cabin. Other short-haul international flights have an Economy Class, Business Class and First Class cabin. And, long-haul international flights have an Economy Class, Premium Economy, Business Class and First Class cabin. But, no matter where you're flying from or to, American Airlines flights to and from Chicago still give you the same great service that you'd expect from one of the US' most recognisable carriers.

American Airlines only flies to Chicago O'Hare International Airport (ORD) and doesn't fly to Chicago Midway Airport (MDW). So, when searching for flights to Chicago, make sure to select Chicago O'Hare (ORD).

Where can I fly?

American Airlines connects Chicago with destinations across the world, with hundreds of direct flights within the US, as well as international flights to Canada, Mexico, Central America and parts of Europe.

US cities to Chicago

American Airlines connects Chicago with more than 100 destinations within the US. All American Airlines domestic flights to major cities are flown by American Airlines itself, whereas the flights to less in-demand regional destinations are flown by American Eagle.

Popular routes

Boston (BOS) ➡ Chicago O'Hare (ORD) — daily flights with American Airlines

Miami (MIA) ➡ Chicago O'Hare (ORD) — daily flights with American Airlines

Phoenix (PHX) ➡ Chicago O'Hare (ORD) — daily flights with American Airlines

Canada to Chicago

American Airlines offers regular flights between destinations in Canada and Chicago, including Toronto, Montreal, Vancouver, Ottawa, Quebec City and more.

Popular routes

Toronto (YYZ) ➡ Chicago O'Hare (ORD) — daily flights with American Airlines & American Eagle

Vancouver (YVR) ➡ Chicago O'Hare (ORD) — daily flights with American Airlines on a seasonal basis

Other International Flights to Chicago

American Airlines also connects Chicago with lots of other international destinations outside of the US and Canada. Including to Mexico, Aruba, Italy, France, the UK and more.

Popular routes

London (LHR) ➡ Chicago O'Hare (ORD) — daily flights with American Airlines

Rome (FCO) ➡ Chicago O'Hare (ORD) — daily flights with American Airlines on a seasonal basis

Rome (FCO) ➡ Chicago O'Hare (ORD) — 1 x weekly flights with American Airlines on a seasonal basis

All American Airlines Destinations to & from Chicago

Below is a table of all destinations that American Airlines connects with Chicago, plus which carrier operates that route.

País CITY American Airlines/American Eagle
Aruba Aruba American Airlines
Canadá Calgary American Eagle
Montréal–Trudeau American Eagle
Ontario American Airlines
Québec City American Eagle
Toronto–Pearson Both
Vancouver American Airlines
Cayman Islands Grand Cayman American Airlines
Cozumel Cozumel American Airlines
Dominican Republic Punta Cana American Airlines
France Paris–Charles de Gaulle American Airlines
Grecia Athens American Airlines
Guatemala Guatemala City American Airlines
Irlanda Dublin American Airlines
Italia Rome–Fiumicino American Airlines
Jamaica Montego Bay American Airlines
Méjico Cancún American Airlines
Puerto Vallarta American Airlines
San José del Cabo American Airlines
Puerto Rico San Juan American Airlines
Spain Barcelona American Airlines
St.Lucia St. Lucia–Hewanorra American Airlines
The Bahamas Nassau American Airlines
Turks and Caicos Islands Providenciales American Airlines
UK London–Heathrow American Airlines
US Virgin Islands St. Thomas American Airlines
USA Akron/Canton American Eagle
Albany American Eagle
Albuquerque Both
Allentown American Eagle
Anchorage American Airlines
Appleton American Eagle
Asheville American Eagle
Aspen American Eagle
Atlanta Both
Austin American Airlines
Baltimore Both
Bangor American Eagle
Billings American Eagle
Birmingham (AL) American Eagle
Bloomington/Normal American Eagle
Boise American Eagle
Bostón American Airlines
Bozeman Both
Buffalo American Eagle
Burlington American Eagle
Cedar Rapids/Iowa City American Eagle
Champaign/Urbana American Eagle
Charleston (SC) American Eagle
Charlotte American Airlines
Charlottesville American Eagle
Cincinnati American Eagle
Cleveland American Eagle
Colorado Springs American Eagle
Columbia (MO) American Eagle
Columbus–Glenn American Eagle
Dallas/Fort Worth American Airlines
Dayton American Eagle
Denver American Airlines
Des Moines American Eagle
Destin/Fort Walton Beach American Eagle
Detroit American Eagle
Dubuque American Eagle
Eagle/Vail American Airlines
El Paso American Eagle
Erie American Eagle
Evansville American Eagle
Fairbanks American Airlines
Fargo American Eagle
Fayetteville/Bentonville American Eagle
Flint American Eagle
Fort Lauderdale American Airlines
Fort Myers American Airlines
Fort Wayne American Eagle
Fresno American Airlines
Glacier Park/Kalispell American Eagle
Grand Rapids American Eagle
Green Bay Green Bay
Greensboro American Eagle
Greenville/Spartanburg American Eagle
Harlingen American Eagle
Harrisburg American Eagle
Hartford Both
Hayden/Steamboat Springs American Airlines
Hilton Head American Eagle
Honolulu American Airlines
Houston–Intercontinental American Airlines
Huntsville American Eagle
Indianapolis American Eagle
Jackson Hole American Airlines
Jacksonville (FL) American Eagle
Joplin American Eagle
Kalamazoo American Eagle
Kansas City Both
Key West American Eagle
Knoxville American Eagle
La Crosse American Eagle
Lansing American Eagle
Las Vegas American Airlines
Lexington American Eagle
Roca pequeña American Eagle
Los Angeles American Airlines
Louisville American Eagle
Madison American Eagle
Manchester (NH) American Eagle
Manhattan (KS) American Eagle
Marquette American Eagle
Memphis American Eagle
Miami American Airlines
Milwaukee American Eagle
Minneapolis/St. Paul Both
Missoula American Eagle
Moline/Quad Cities American Eagle
Montrose American Eagle
Mosinee/Wausau American Eagle
Myrtle Beach American Eagle
Nantucket American Eagle
Nashville American Eagle
New Orleans American Eagle
New York–JFK American Airlines
New York–LaGuardia American Airlines
Newark Both
Norfolk American Eagle
Oklahoma City American Eagle
Omaha American Eagle
Orange County (CA) American Airlines
Orlando American Airlines
Palm Springs American Airlines
Panama City (FL) American Eagle
Pensacola American Eagle
Peoria American Eagle
Filadelfia American Airlines
Phoenix–Sky Harbor American Airlines
Pittsburgh Both
Portland American Eagle
Portland (OR) American Airlines
Providence American Eagle
Raleigh/Durham Both
Rapid City American Eagle
Reno/Tahoe American Airlines
Richmond American Eagle
Rochester (MN) American Eagle
Rochester (NY) American Eagle
Sacramento American Airlines
Salt Lake City Both
San Antonio Both
San Diego American Airlines
San Francisco American Airlines
San Jose (CA) American Airlines
Santa Barbara American Airlines
Sarasota American Eagle
Savannah American Eagle
Seattle/Tacoma American Airlines
Sioux City American Eagle
Sioux Falls American Eagle
Spokane American Airlines
Springfield/Branson American Eagle
St. Louis Both
State College American Eagle
Syracuse American Eagle
Tampa American Airlines
Toledo American Eagle
Traverse City American Eagle
Tucson American Airlines
Tulsa American Eagle
Washington–National Both
Waterloo (IA) American Eagle
West palm beach American Airlines
White Plains American Eagle
Wichita American Eagle
Wilkes-Barre/Scranton American Eagle
Wilmington American Eagle


What terminal does American Airlines fly to & from at Chicago O'Hare airport?

The majority of American Airlines and American Eagle flights depart and arrive at Terminal 3 at Chicago O'Hare International Airport, regardless of where it's flying to or has come from. The airline also uses Terminal 5 for some flights.

This can be subject to change for any given flight, so it's always important to check which terminal your individual flight is departing or arriving to.

Which planes do American Airlines use on its flights to & from Chicago?

This will differ depending on where your flight is flying to and from. On regional flights, a lot of the time, American Eagle uses the Embraer E-Jet or ERJ family or Bombardier CRJ-700. On flights operated by American Airlines, the airline use planes from the Airbus A320 family and Boeing 737 family for short-haul flights and Boeing 777 and 787 for long-haul flights.

If you want to know what plane is going to be used for your flight before you buy it, you can check this in our flight search results once you've found the flight that you're interested in purchasing on the Alternative Airlines website.

Where can I buy flights to Chicago with American Airlines?

You can buy flights to Chicago with American Airlines right here on the Alternative Airlines website. We sell all flights travelling to and from Chicago on American Airlines and allow you to pre-select your seat and add baggage on any American Airlines flight.

Plus, we offer more than 25 ways to pay for your flights, including PayPal, all major debit and credit cards, as well as financing options and even cryptocurrencies.

How do I buy flights to Chicago with American Airlines at Alternative Airlines?

To buy flights to and from Chicago with American Airlines, use our flight search at the top of the page. All you need to do is enter Chicago (ORD) and the other destination that you want to fly between, select your dates and hit search flights.

In a few seconds, we'll show you all available flights for your chosen dates and route. You can use our handy filters to select to view only American Airlines flights, which will make it super-easy to find the flight that you want.

Once you've found the flight, select it to confirm. After that, you'll just need to enter your passenger details and confirm your flight with payment. Once payment is complete, we'll send you your e-ticket right away!

Can I fly direct from Madison to Chicago?

Yes! Flights to Chicago from Madison, Wisconsin, are available daily. You can book direct flights from Madison to Chicago right here at Alternative Airlines. Airlines that operate this route include American Eagle, United Airlines and United Express.

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