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1. www.kayak.com › flight-routes › Chicago-CHI$28 Cheap Flights from Chicago to Florida Keys | KAYAK

   www.kayak.com › flight-routes › Chicago-CHI

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   Find flights to Florida Keys from $28. Fly from Chicago on Spirit Airlines, Frontier and more. Search for Florida Keys flights on KAYAK now to find the best deal.

2. www.kayak.com › flight-routes › Chicago-O-Hare-Intl-ORD$25 Cheap Flights from Chicago O'Hare to Florida Keys | KAYAK

   www.kayak.com › flight-routes › Chicago-O-Hare-Intl-ORD

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   Find flights to Florida Keys from $25. Fly from Chicago O'Hare Airport on Spirit Airlines, Frontier and more. Search for Florida Keys flights on KAYAK now to find the best deal.

3. www.cheapflights.com › flights-to-florida-keys › chicagoCheap flights from Chicago (CHI) to Florida Keys from $28

   www.cheapflights.com › flights-to-florida-keys › chicago

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   What are the cheapest flights from Chicago to Florida Keys? Looking at all options, your cheapest flight can be booked for $229. While the most popular route (Chicago O'Hare Intl - Miami) can be booked for $53 on average our data indicates $434 when flying from Chicago to Florida Keys.

4. www.kayak.com › flight-routes › Chicago-Midway-MDW$34 Cheap Flights from Chicago Midway to Florida Keys | KAYAK

   www.kayak.com › flight-routes › Chicago-Midway-MDW

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   Search Florida Keys flights on KAYAK. Find cheap tickets to anywhere in Florida Keys from Chicago Midway Airport. KAYAK searches hundreds of travel sites to help you find cheap airfare and book the flight that suits you best.

5. www.expedia.com › lp › flightsFlights to Florida Keys from Chicago - $21 - Expedia

   www.expedia.com › lp › flights

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   Find cheap one-way or return flights from Chicago (CHI) to Florida Keys (MIA) starting at $21. Book now!

6. www.momondo.com › flights › chicago$22 Cheap Flights from Chicago to Florida Keys in 2024 - momondo

   www.momondo.com › flights › chicago

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   Search and compare airfare from 1000+ airlines and travel sites to get the cheapest flights from Chicago to Florida Keys with momondo.

7. www.cheapflights.com › flights-to-florida-keys › chicago-ohare-intlCheap Flights from Chicago O'Hare Intl Airport (ORD) to Florida...

   www.cheapflights.com › flights-to-florida-keys › chicago-ohare-intl

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   Cheapflights compares flight deals from hundreds of partners, including Expedia, Priceline, and Orbitz to find you flights from O'Hare Intl to Florida Keys starting at $19.