$32 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 $32 One Way, $69 Round Trip from Chicago to Florida Keys
Prices starting at $69 for return flights and $32 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
Henrosa Hotel
Jan 8 - Jan 13
Chicago (CHI) to Miami (MIA)
Reviewed on Aug 20, 2025
Hawks Cay Resort
Dec 28 - Jan 2
Chicago (CHI) to Miami (MIA)
Reviewed on Mar 21, 2025
Cavalier Hotel South Beach
Jan 8 - Jan 13
Chicago (CHI) to Miami (MIA)
Reviewed on Apr 28, 2025
Florida Keys packages with premium economy flights
Oceanside Hotel and Suites
Jan 13 - Jan 19
Chicago (MDW) to Miami (MIA)
Reviewed on Jul 19, 2025
Pullman Miami Airport
Jan 13 - Jan 19
Chicago (MDW) to Miami (MIA)
Reviewed on Sep 1, 2025
Sherry Frontenac Oceanfront Hotel
Jan 13 - Jan 19
Chicago (MDW) to Miami (MIA)
Reviewed on Oct 31, 2025
Florida Keys first class flight packages
President Hotel
Dec 27 - Jan 3
Chicago (ORD) to Miami (MIA)
Reviewed on Nov 21, 2025
Diplomat Beach Resort Hollywood, Curio Collection by Hilton
Dec 27 - Jan 3
Chicago (ORD) to Miami (MIA)
Reviewed on Oct 18, 2025
Flow Miami Hotel
Dec 27 - Jan 3
Chicago (ORD) to Miami (MIA)
Reviewed on Apr 6, 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
Chicago to Florida Keys flights are offered at fantastic discount by Orbitz. Book air tickets now and cut those extra costs out of your travel budget to ensure a rewarding travel experience. With guaranteed low prices like these, can you afford to miss this discount?
Book cheap flights from Chicago to Florida Keys
Cheap airfares are available on flights from Chicago to Florida Keys. Use Orbitz to find the best flights that suit both your budget and the travel times that you need. Travelers who are looking for discounted rates on domestic or international flights need to look no further than Orbitz.
Orbitz goes mobile
As the world of technology rapidly expands around us, we are continuously finding new ways to improve our services, communications, and accessibility. With our cutting-edge mobile tools now available on Android, iPhone, and tablets, you can access detailed information on your bookings for flights from Chicago to Florida Keys at any time or anywhere. See your itinerary for your Chicago to Florida Keys flights, baggage and gate claim details, as well as hotel deals with our easy-to-use apps.
Get a great package with your Chicago to Florida Keys flights
With frequent updates on your flight status, including delays and changes in bookings, traveling becomes more hassle-free than ever. Not only do we offer huge discounted deals on flights from Chicago to Florida Keys, we also have fantastic savings on vacation packages, hotel room, cruises, activities, and car rentals so you can pick and choose and create the best travel package for you.
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.