Flights from Key West to Chicago

Selected fares from Key West to Chicago

Departure Arrival Travel dates Round-trip
EYW CHI Thu, Jul 2 - Sun, Jul 12 $851
EYW CHI Thu, Jul 2 - Sun, Jul 12 $851
EYW CHI Thu, Jul 2 - Sun, Jul 12 $925
EYW CHI Thu, Jul 2 - Sun, Jul 12 $938
Sun Mon Tue Wed Thu Fri Sat
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$851
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Highlighted price = Cheapest round-trip flights

Prices are round trip per person (conditions apply)

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Key West and Chicago airports and terminals

Airports in Key West FL, US

map of airports in Key West
  • 1

    Key West International (EYW)

    Distance from City Center: 2.9 miles

  • 2

    Miami International Airport (MIA)

    Distance from City Center: 128.3 miles

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Airports in Chicago IL, US

map of airports in Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

  • 2

    O'Hare International Airport (ORD)

    Distance from City Center: 15.1 miles

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Featured Chicago Airport Hotels

From $79

Hilton Chicago O'Hare Airport

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O'Hare International Airport Map

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Holiday Inn Express & Suites CHICAGO-MIDWAY AIRPORT

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Hilton Garden Inn Chicago/Midway Airport

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Hampton Inn Chicago-Midway Airport

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Chicago Marriott Midway

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July

Lowest roundtrip airfare in July from Key West to Chicago

Travel dates Departure Arrival Stops: Round-trip
Leave Thu, Jul 2 Key West (EYW) Chicago (ORD) US Airways $851
Earn $8.51
Return Sun, Jul 12 Chicago (ORD) Key West (EYW) US Airways
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Flights to Chicago

Key West International Airport

Cheap flights from Key West are easy to find if you book your travel with Orbitz.com. Once you plug in your search parameters, the site will return several flight options for you, so you can find the cheap fare that you're looking for. You'll fly out of Key West International Airport, which is located two miles east of the center of town. Several regional carriers provide service domestic services into and out of the airport, including Delta Airlines and American Airlines.

Transportation to Key West International Airport

Taxis and shuttles are two of the most popular ways to get to and from the Key West International Airport. It usually costs $8 to take a cab to the airport from town. Keys Shuttle is a popular shuttle service that provides door-to-door service. You also have the option of booking a rental car when you make your Orbitz.com reservation. The rental car agencies are located right outside the terminal.

Parking at the Airport

There is long-term and short-term parking available at the airport. It's located at the front of the airport in the public parking garage. You'll pay $4 a day and $24 a week for long-term parking.

Dining at the Airport

The airport is small, so there aren't a lot of dining options. If you have time before a flight, you could grab a coffee at one of the kiosks. The Conch Flyer Restaurant is the airport's main eating facility, but it may not be open if you have a very early flight. Don't forget to use Orbitz.com to book your cheap flights from Key West, so you can stay within your travel budget.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.