Cheap American Airlines flights from Chicago to Key West (ORD→EYW)

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Flight from Chicago to Key West route information
Origin airport
O'Hare Intl.
Destination airport
Key West Intl.
Distance
2006 km

Frequently asked questions

How much is an American Airlines flight from O'Hare Intl. Airport (ORD) to Key West Intl. Airport (EYW)?
You can find cheap round-trip American Airlines flights from ORD to EYW by sorting your results from "Price (lowest to highest)" on Expedia. Or look for options for a one-way journey.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from ORD to EYW with American Airlines?
September is one of the least expensive months to fly to Key West with American Airlines. You could also find excellent prices on one-way and round-trip fares in August.
Does American Airlines fly nonstop from O'Hare Intl. Airport (ORD) to Key West Intl. Airport (EYW)?
Hop on one of American Airlines's 7 weekly direct flights from O'Hare Intl. Airport (ORD) to Key West Intl. Airport (EYW). To view available options, enter your destination, origin and dates and hit search. Then use the "Nonstop" and "Airline" filters.
How long does it take to fly from ORD to EYW with American Airlines?
Depart O'Hare Intl. Airport (ORD) for Key West Intl. Airport (EYW) on a direct American Airlines flight, and you'll be in the skies for about 3h 24m.
What airports does American Airlines fly into in Key West?
American Airlines flights from O'Hare Intl. Airport (ORD) to Key West come in to Key West Intl. Airport (EYW). This is the main gateway here.
What type of plane does American Airlines fly from O'Hare Intl. Airport (ORD) to Key West Intl. Airport (EYW)?
Set off on an American Airlines flight from O'Hare Intl. Airport (ORD) to Key West Intl. Airport (EYW), and you'll probably board an Embraer 170. Keep in mind though, that the aircraft type can change due to operational reasons.
Can I change or cancel my American Airlines flight from O'Hare Intl. Airport (ORD) to Key West Intl. Airport (EYW)?
Typically, you can cancel or change your flight, although there may be additional charges if your booking was made over 24 hours ago. Prefer to keep your options open? Use Expedia's "Changes included" and "No cancel fee" filters to find flights that won't charge extra if you need to alter your plans. To make changes, visit "Trips," select your flight and click on "Manage Booking" for more information.
*Available to Expedia members.