
$26 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 $26 One Way, $57 Round Trip from Chicago to Florida Keys
Prices starting at $57 for return flights and $26 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

Iberostar Waves Miami Beach
Jan 2 - Jan 8
Chicago (CHI) to Miami (MIA)
Reviewed on Nov 30, 2024

Cavalier Hotel South Beach
Jan 11 - Jan 17
Chicago (CHI) to Miami (MIA)
Reviewed on Apr 28, 2025

Iberostar Waves Berkeley Shore
Jan 2 - Jan 8
Chicago (CHI) to Miami (MIA)
Reviewed on Apr 19, 2025
Florida Keys packages with premium economy flights

The Penguin Hotel
Jan 21 - Jan 27
Chicago (ORD) to Miami (MIA)
Miami (MIA) to Chicago (ORD)
Reviewed on Nov 10, 2025

President Hotel
Jan 21 - Jan 27
Chicago (ORD) to Miami (MIA)
Miami (MIA) to Chicago (ORD)
Reviewed on Nov 21, 2025

Florida Keys first class flight packages



1 Hotel South Beach
Jan 15 - Jan 18
Chicago (ORD) to Miami (MIA)
Miami (MIA) to Chicago (ORD)
Reviewed on Jun 10, 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 | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Florida Keys
Orbitz assures that you will receive cheap air fares on flights from Chicago to Florida Keys and special deals that give you guaranteed low prices on hotels, cruises, car rentals, and anything else you need on your trip.
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Low fares on Chicago to Florida Keys flights
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Flights from Chicago
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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.



