$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, $108 Round Trip from Chicago to Florida Keys
Prices starting at $108 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
Cavalier Hotel South Beach
Jul 5 - Jul 12
Chicago (CHI) to Miami (MIA)
Reviewed on Apr 28, 2025
Fontainebleau Miami Beach
Jul 5 - Jul 12
Chicago (CHI) to Miami (MIA)
Reviewed on Jan 2, 2025
Florida Keys packages with premium economy flights
Rock Reef Resort
Jul 24 - Jul 28
Chicago (CHI) to Miami (MIA)
Reviewed on Apr 24, 2025
Florida Keys first class flight packages
Winslow's Bungalows - Key West Historic Inns
Jul 11 - Jul 13
Chicago (ORD) to Key West (EYW)
Reviewed on Mar 6, 2025
Ella's Cottages - Key West Historic Inns
Jul 11 - Jul 13
Chicago (ORD) to Key West (EYW)
Reviewed on Dec 17, 2024
Lighthouse Hotel - Key West Historic Inns
Jul 11 - Jul 13
Chicago (ORD) to Key West (EYW)
Reviewed on Sep 22, 2024
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, Avianca, Finnair, Royal Jordanian, Spirit Airlines, British Airways |
Earliest Flight Arrival | 1:07PM UTC |
Latest Flight Arrival | 3:15AM UTC |
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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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.