$87 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 $87 One Way, $171 Round Trip from Chicago to Islamorada
Prices starting at $171 for return flights and $87 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
Hotel Riu Plaza Miami Beach
Aug 5 - Aug 9
Chicago (CHI) to Miami (MIA)
Reviewed on Jan 19, 2026
Casablanca Miami Beach
Jul 20 - Jul 24
Chicago (ORD) to Miami (MIA)
Reviewed on Apr 8, 2025
Islamorada packages with premium economy flights
Hampton Inn Delray Beach
Jul 17 - Jul 20
Chicago (MDW) to Miami (MIA)
Reviewed on Jun 3, 2026
Courtyard by Marriott Delray Beach
Jul 17 - Jul 20
Chicago (MDW) to Miami (MIA)
Reviewed on May 9, 2025
Hyatt Place Delray Beach
Jul 17 - Jul 20
Chicago (MDW) to Miami (MIA)
Reviewed on May 29, 2026
Islamorada first class flight packages
Lime Tree Bay Resort
Jul 23 - Jul 27
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Feb 6, 2026
Pier House Resort & Spa
Jul 23 - Jul 27
Chicago (CHI) to Key West (EYW)
Key West (EYW) to Chicago (CHI)
Reviewed on May 15, 2026
Hyatt Vacation Club at Beach House, Key West
Jul 23 - Jul 27
Chicago (CHI) to Key West (EYW)
Key West (EYW) to Chicago (CHI)
Reviewed on May 6, 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
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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.