
$30 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 $30 One Way, $59 Round Trip from Chicago to Islamorada
Prices starting at $59 for return flights and $30 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

6080 Design Hotel by Eskape Collection
Jan 28 - Feb 2
Chicago (CHI) to Miami (MIA)
Reviewed on Nov 6, 2024


Islamorada packages with premium economy flights

Hotel Riu Plaza Miami Beach
Feb 2 - Feb 6
Chicago (CHI) to Miami (MIA)
Reviewed on Jun 23, 2025

The Key West Hotel
Feb 4 - Feb 7
Chicago (CHI) to Key West (EYW)
Reviewed on Jan 5, 2025
Islamorada first class flight packages

Carillon Miami Wellness Resort
Feb 12 - Feb 15
Chicago (CHI) to Miami (MIA)
Reviewed on Oct 1, 2021

The Retreat Collection at 1 Hotel & Homes South Beach
Feb 12 - Feb 15
Chicago (CHI) to Miami (MIA)

1 Hotel South Beach
Feb 12 - Feb 15
Chicago (CHI) to Miami (MIA)
Reviewed on Jun 10, 2025
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
If you feel you cannot afford the costs involved to your dream trip to a local or international destination happen, think again! Orbitz gives you incredible deals on flights from Chicago to Islamorada. Now you can book guaranteed low fares for Chicago to Islamorada flights and plan your trip with confidence.
Great deals on flights from Chicago to Islamorada
Cheap airfares on Chicago to Islamorada flights allow you to stick to your budget and still have a great trip. We give you guaranteed low prices and make it easy to research and book discount flights using our website. Additionally, you can add your frequent flyer numbers to your Orbitz account profile, and this information will automatically be included on all your future reservations for qualified flights from Chicago to Islamorada.
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Chicago to Islamorada flights at discounted rates
Finding flights at the right prices can be difficult if you are not sure where to look. Don’t ruin your trip by spending more on your flights than your budget allows. Orbitz gives you guaranteed low fares on Chicago to Islamorada flights and amazing discount offers on car rentals, hotels, and even fun activities in your destination. Your dream trip is more affordable than ever with Orbitz.
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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.




