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Cheap Flights from Key West to Chicago

Trip Type
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Selected fares from Key West to Chicago

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Sep 4 - Sun, Sep 8
EYW
Key West Intl.
to
ORD
O'Hare Intl.
$323

roundtrip

found 1 day ago

Open EYW to ORD flights search result page
Fri, Sep 13 - Sun, Sep 15
EYW
Key West Intl.
to
ORD
O'Hare Intl.
$326

roundtrip

found 2 days ago

Open EYW to ORD flights search result page
Fri, Sep 13 - Sun, Sep 15
EYW
Key West Intl.
to
ORD
O'Hare Intl.
$327

roundtrip

found 2 days ago

Open EYW to ORD flights search result page
Fri, Sep 13 - Sun, Sep 15
EYW
Key West Intl.
to
ORD
O'Hare Intl.
$330

roundtrip

found 2 days ago

Open EYW to ORD flights search result page
Fri, Sep 13 - Sun, Sep 15
EYW
Key West Intl.
to
ORD
O'Hare Intl.
$331

roundtrip

found 2 days ago

Open EYW to ORD flights search result page
Tue, Aug 6 - Tue, Aug 20
EYW
Key West Intl.
to
ORD
O'Hare Intl.
$333

roundtrip

found 6 days ago

Open EYW to ORD flights search result page
Fri, Sep 13 - Sun, Sep 15
EYW
Key West Intl.
to
ORD
O'Hare Intl.
$351

roundtrip

found 2 days ago

Open EYW to ORD flights search result page
Fri, Sep 6 - Sat, Sep 7
EYW
Key West Intl.
to
ORD
O'Hare Intl.
$379

roundtrip

found 1 day ago

Open EYW to ORD flights search result page
Thu, Aug 8 - Mon, Aug 12
EYW
Key West Intl.
to
MDW
Midway Intl.
$405

roundtrip

found 3 days ago

Open EYW to MDW flights search result page
Wed, Sep 4 - Sun, Sep 8
EYW
Key West Intl.
to
ORD
O'Hare Intl.
$655

roundtrip

found 1 day ago

Open EYW to ORD flights search result page

Route Information for Flights from Key West to Chicago

Origin Airport IATA Code EYW
Destination Airport IATA Code ORD
Flight Price $323
Distance 2,006 km

Key West to Chicago

Getting a spectacularly low fare on Key West to Chicago flights is always possible when you use Orbitz as your personal travel planner. Orbitz is your essential travel resource for low cost flights from Key West to Chicago, discount hotel accommodations, cheap car rentals, and more.

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Stay in Your Budget and Still Get Great Accommodations

Orbitz shoppers can access affordable vacation packages and have the option of booking their departure and arrival flights through different airlines, making travel less costly and more convenient. The best prices on flights from Key West to Chicagoare always found on Orbitz.

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.

^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.