Flights from Key West to Chicago

Selected fares from Key West to Chicago

Departure
Arrival
Travel dates
Round-trip

Departure:

EYW

Arrival:

CHI

Travel dates

Tue, Nov 24 - Tue, Dec 1

Round-trip

Departure:

EYW

Arrival:

CHI

Travel dates

Tue, Nov 24 - Tue, Dec 1

Round-trip

Departure:

EYW

Arrival:

CHI

Travel dates

Sat, Sep 19 - Wed, Sep 23

Round-trip

Departure:

EYW

Arrival:

CHI

Travel dates

Sat, Sep 19 - Wed, Sep 23

Round-trip

October 2015
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= Cheapest round-trip flights

* Prices are round trip per person (conditions apply)

Key West and Chicago airports and terminals

Airports in Key West FL, US

Key West
  • 1

    Key West International Airport (EYW)

    Distance from City Center: 2.9 miles

    Carriers

  • 2

    Miami International Airport (MIA)

    Distance from City Center: 128.3 miles

    Carriers

Airports in Chicago IL, US

Chicago
  • 1

    Midway Airport (MDW)

    Distance from City Center: 9.5 miles

    Carriers

  • 2

    O'Hare International Airport (ORD)

    Distance from City Center: 15.1 miles

    Carriers

  

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  • Rate Includes Breakfast
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November

Cheapest weekend flights in November from Key West to Chicago

Leave
Thu, Nov 26
Key West
(EYW)
Chicago
(ORD)
American Airlines
American Airlines
Return
Mon, Nov 30
Chicago
(ORD)
Key West
(EYW)
American Airlines
American Airlines
Earn $4.49

Lowest roundtrip airfare in November from Key West to Chicago

Leave
Tue, Nov 24
Key West
(EYW)
Chicago
(ORD)
United Airlines
United Airlines
Return
Tue, Dec 1
Chicago
(ORD)
Key West
(EYW)
United Airlines
United Airlines
Earn $4.24

Best one-week trip in November from Key West to Chicago

Leave
Tue, Nov 24
Key West
(EYW)
Chicago
(ORD)
United Airlines
United Airlines
Return
Tue, Dec 1
Chicago
(ORD)
Key West
(EYW)
United Airlines
United Airlines
Earn $4.24

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.

Flight schedule for flights from Key West to Chicago on Thu, Sep 3, 2015

Departing   Arriving Carrier Flight # Aircraft Flight time

Departing

EYW 7:05 AM

Arriving

ORD 11:03 AM
Delta Air Lines/Delta Air Lines
DL5018/DL1693
Aircraft CR7/717 Flight time 4hr 58min

Departing

EYW 7:05 AM

Arriving

MDW 11:50 AM
Delta Air Lines/Delta Air Lines
DL5018/DL1648
Aircraft CR7/717 Flight time 5hr 45min

Departing

EYW 7:40 AM

Arriving

ORD 12:17 PM
American Airlines/American Airlines
AA4390/AA1152
Aircraft E75/763 Flight time 5hr 37min

Departing

EYW 7:40 AM

Arriving

ORD 12:17 PM
American Airlines/US Airways
AA4390/US1152
Aircraft E75/763 Flight time 5hr 37min

Departing

EYW 7:40 AM

Arriving

ORD 12:17 PM
US Airways/American Airlines
US4390/AA1152
Aircraft E75/763 Flight time 5hr 37min

Departing

EYW 7:40 AM

Arriving

ORD 12:17 PM
US Airways/US Airways
US4390/US1152
Aircraft E75/763 Flight time 5hr 37min

Departing

EYW 6:40 AM

Arriving

ORD 12:42 PM
Silver Airways/American Airlines
3M111/AA4313
Aircraft SF3/E75 Flight time 7hr 2min

Departing

EYW 6:40 AM

Arriving

ORD 12:42 PM
Silver Airways/US Airways
3M111/US4313
Aircraft SF3/E75 Flight time 7hr 2min

Departing

EYW 8:00 AM

Arriving

ORD 12:42 PM
Silver Airways/United Airlines
3M50/UA112
Aircraft SF3/739 Flight time 5hr 42min

Departing

EYW 6:40 AM

Arriving

ORD 12:42 PM
jetBlue/American Airlines
B65511/AA4313
Aircraft SF3/E75 Flight time 7hr 2min

Departing

EYW 6:40 AM

Arriving

ORD 12:42 PM
jetBlue/US Airways
B65511/US4313
Aircraft SF3/E75 Flight time 7hr 2min

Departing

EYW 6:40 AM

Arriving

ORD 12:42 PM
United Airlines/American Airlines
UA3111/AA4313
Aircraft SF3/E75 Flight time 7hr 2min

Departing

EYW 6:40 AM

Arriving

ORD 12:42 PM
United Airlines/US Airways
UA3111/US4313
Aircraft SF3/E75 Flight time 7hr 2min