$86 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 $86 One Way, $175 Round Trip from Chicago to Florida Keys
Prices starting at $175 for return flights and $86 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
Southernmost House - Adult Exclusive
Aug 13 - Aug 18
Chicago (CHI) to Key West (EYW)
Reviewed on Jul 3, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
Aug 21 - Aug 24
Chicago (ORD) to Miami (MIA)
Reviewed on Jun 22, 2016
Florida Keys packages with premium economy flights
Riverside Hotel
Aug 27 - Aug 30
Chicago (CHI) to Miami (MIA)
Reviewed on Jul 5, 2026
The Shelborne By Proper, a Member of Design Hotels
Aug 27 - Aug 30
Chicago (CHI) to Miami (MIA)
Reviewed on Jul 5, 2026
Embassy Suites by Hilton Fort Lauderdale 17th Street
Aug 27 - Aug 30
Chicago (CHI) to Miami (MIA)
Reviewed on Jul 5, 2026
Florida Keys first class flight packages
Nobu Hotel Miami Beach
Aug 10 - Aug 13
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Jul 5, 2026
Loews Miami Beach Hotel – South Beach
Aug 10 - Aug 13
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Jul 5, 2026
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
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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.