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Fares from $28 One Way, $65 Round Trip from Chicago to Florida Keys
Prices starting at $65 for return flights and $28 for one-way flights to Florida Keys were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
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More About Flying To Florida Keys from Chicago
Flights from Chicago to Florida Keys - Frequently Asked Questions
Yes, you can fly from Chicago, IL Airport (ORD-O'Hare Intl.) to Key West, FL Airport (EYW-Key West Intl.) with American Airlines, the only carrier offering direct flights on this route.
From Chicago, the thrilling sights and sounds of Florida Keys are at least 3 hours and 5 minutes away. Lock in your favorite seat, or maybe even one with more legroom, and get to your destination in pure comfort.
American Airlines is the most frequent airline servicing the Chicago to Florida Keys route. Take your pick of 14 flights per month with this carrier.
Route Information for Flights from Chicago to Florida Keys
| Origin Airport IATA Code | CHI |
|---|---|
| Destination Airport IATA Code | MIA |
| Distance | 1199 mi |
| Direct Flight Airlines | American Airlines, Alaska Airlines, Frontier Airlines, SAS, Volaris, Air New Zealand, United Airlines |
| Earliest Flight Arrival | 12:59PM UTC |
| Latest Flight Arrival | 3:36AM UTC |
Flights Review
Chicago to Florida Keys
Getting a spectacularly low fare on Chicago to Florida Keys flights is always possible when you use Orbitz as your personal travel planner. Orbitz is your essential travel resource for low cost flights from Chicago to Florida Keys, discount hotel accommodations, cheap car rentals, and more.
Research and Book Chicago to Florida Keys Flights on the Go
Our free cutting-edge mobile apps for iPad, Android, and iPhone make it easy to find the best fares when researching and booking flights from Chicago to Florida Keys. You can also use the apps to check your flight status, find baggage claims details, and get exclusive mobile discount rates on car rentals and hotels.
Earn Miles and Points for Your Frequent Flyer Program
Build up points or miles for your frequent flyer plan with qualifying Chicago to Florida Keys flights. Simply add your frequent flyer number when booking your domestic or international flights or enter the numbers in your Orbitz account profile to automatically add them to your bookings.
Flight Alerts Take the Hassle out of Travel
You can get email, SMS text, or voicemail updates regarding any major changes to your flights from Chicago to Florida Keys. These free alerts can also be sent to as many as six additional contacts, ensuring that your friends, colleagues, or family are aware of changes to your arrival time.
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 Chicago to Florida Keysare always found on Orbitz.
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^Savings based on all package bookings with Flight + Hotel made on Orbitz.com from January 1, 2019 to December 31, 2019 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.
