$86 Cheap flight deals from Chicago (CHI) to Islamorada (MIA)
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This Weekend's Flight Deals from Chicago to Islamorada
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, $171 Round Trip from Chicago to Islamorada
Prices starting at $171 for return flights and $86 for one-way flights to Islamorada were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Islamorada economy flight packages
Luxuri Suites
Sep 7 - Sep 10
Chicago (CHI) to Miami (MIA)
Reviewed on Jul 9, 2026
Casablanca Miami Beach
Sep 4 - Sep 7
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Jul 23, 2026
Islamorada packages with premium economy flights
Hotel Riu Plaza Miami Beach
Aug 28 - Aug 30
Chicago (ORD) to Miami (MIA)
Reviewed on Jul 28, 2026
Marenas Beach Resort
Aug 28 - Aug 30
Chicago (ORD) to Miami (MIA)
Reviewed on Jul 27, 2026
Islamorada first class flight packages
Grand Beach Hotel Surfside
Sep 5 - Sep 8
Chicago (CHI) to Miami (MIA)
Reviewed on Jul 28, 2026
Bentley Hotel South Beach
Sep 5 - Sep 8
Chicago (CHI) to Miami (MIA)
Reviewed on Jul 28, 2026
More About Flying To Islamorada from Chicago
Route Information for Flights from Chicago to Islamorada
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | MIA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Islamorada
Orbitz gives you great deals on your flights from Chicago to Islamorada. If you also need a discount car rental or a cheap hotel room after you arrived at your destination, Orbitz has you covered.
We Offer Great Travel Deals and Discounts
When you book flights from Chicago to Islamorada with Orbitz for, you can be assured that you are getting the lowest price possible. Orbitz works constantly with our airline partners to ensure guaranteed low prices on Chicago to Islamorada flights for your trip—whether you are traveling for business or for fun with your family.
Enjoy Savings on Last-Minute Flights
If you are looking for a discount price on last-minute flights from Chicago to Islamorada, chances are that Orbitz can offer you a deal that will save you lots of money. Whether you just want to get away for the weekend or go on a vacation lasting weeks, Orbitz can help you find the best deals on Chicago to Islamorada flights that fit your budget and your itinerary for the perfect trip.
Full-Service Mobile Apps
Need more mobility when it comes to travel planning? Orbitz has easy-to-use mobile apps for iPhone, iPad, and Android, to help the traveler on the go. Not only can use the apps to find huge savings on Chicago to Islamorada flights wherever you are, but you can also check out and book discount hotel rooms too. The apps will also keep you up-to-date when it’s time to fly. Get easy access to your itinerary for flights from Chicago to Islamorada and review gate and baggage claim details too.
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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.