$44 Cheap flight deals from Chicago (CHI) to Florida Keys (MIA)
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This Weekend's Flight Deals from Chicago to Florida Keys
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Airfares from $44 One Way, $98 Round Trip from Chicago to Florida Keys
Prices starting at $98 for return flights and $44 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.
Florida Keys economy flight packages
Creekside Inn Islamorada
Sep 2 - Sep 5
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Dec 3, 2024
Fort Lauderdale Marriott Pompano Beach Resort
Sep 6 - Sep 14
Chicago (CHI) to Miami (MIA)
Reviewed on Mar 27, 2024
Florida Keys first class flight packages
Riverside Hotel
Aug 29 - Aug 31
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Jul 21, 2025
Pelican Grand Beach Resort - A Noble House Resort
Aug 29 - Aug 31
Chicago (CHI) to Miami (MIA)
Reviewed on May 12, 2025
More About Flying To Florida Keys from Chicago
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, Qatar Airways, Air Canada, JAL, Aer Lingus, Copa Airlines, Air New Zealand, United Airlines, Gol, Alaska Airlines, Royal Air Maroc, Avianca, Royal Jordanian, Spirit Airlines, British Airways |
Earliest Flight Arrival | 1:02PM UTC |
Latest Flight Arrival | 3:24AM UTC |
Chicago to Florida Keys
Whether you want to book cheap flights from Chicago to Florida Keys or are looking for the perfect package holiday, Orbitz is your one-stop source. Taking the stress and expense out of travel, Orbitz helps you find the best fares for Chicago to Florida Keys flights.
Make the Most of Your Vacation
Not only does Orbitz have cheap deals for Chicago to Florida Keys flights, we can also help you plan your vacation in advance. Why wait in lengthy lines for tickets to shows, amusement parks, and other attractions when you could be making the most of your holiday? Add activities to your flight booking for fewer hassles once you arrive in Florida Keys.
Planning on the Go
Book your flights from Chicago to Florida Keys wherever you are with the Orbitz app for Android and iPhone. Or simply use m.orbitz.com on your mobile browser to search and book the Chicago to Florida Keys flights that you want. And if you’re running late, you check your flight status and baggage claim information on your mobile device too too.
Craft Your Perfect Vacation
Orbitz takes the stress out of vacation planning with great deals on flights from Chicago to Florida Keys, hotels, car rentals, cruises, and more. Mix and match results for your perfect trip, or book a complete vacation package.
Keep Informed With Orbitz
With Orbitz’s free alerts service, you will stay informed of flight or services disruptions to your Chicago to Florida Keys flights. The alerts can be sent straight to your mobile phone or email.
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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.