$49 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 $49 One Way, $93 Round Trip from Chicago to Florida Keys
Prices starting at $93 for return flights and $49 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
Park Central South Beach
Oct 26 - Nov 3
Chicago (CHI) to Miami (MIA)
Reviewed on Aug 30, 2025
Winslow's Bungalows - Key West Historic Inns
Oct 29 - Nov 3
Chicago (CHI) to Key West (EYW)
Reviewed on Jul 15, 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, JAL, Air Canada, Aer Lingus, Copa Airlines, Gol, Air New Zealand, United Airlines, Alaska Airlines, Royal Air Maroc, Avianca, Royal Jordanian, Spirit Airlines, British Airways |
Earliest Flight Arrival | 1:04PM UTC |
Latest Flight Arrival | 3:35AM UTC |
Chicago to Florida Keys
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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.
