$44 Cheap flight deals from Chicago (CHI) to Cutler Bay (MIA)
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This Weekend's Flight Deals from Chicago to Cutler Bay
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, $88 Round Trip from Chicago to Cutler Bay
Prices starting at $88 for return flights and $44 for one-way flights to Cutler Bay were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
Cutler Bay economy flight packages
Casa Boutique Hotel
May 5 - May 9
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Dec 28, 2025
Creekside Inn
Apr 28 - May 2
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Mar 22, 2026
Cutler Bay packages with premium economy flights
The Penguin Hotel
Apr 30 - May 3
Chicago (ORD) to Miami (MIA)
Miami (MIA) to Chicago (ORD)
Reviewed on Feb 9, 2026
1 Hotel South Beach
May 7 - May 10
Chicago (ORD) to Miami (MIA)
Reviewed on Jan 17, 2026
Cutler Bay first class flight packages
Fontainebleau Miami Beach
May 21 - May 24
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Jan 28, 2026
1 Hotel South Beach
May 21 - May 24
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
Reviewed on Jan 17, 2026
The Shelborne By Proper, a Member of Design Hotels
May 21 - May 24
Chicago (CHI) to Miami (MIA)
Miami (MIA) to Chicago (CHI)
More About Flying To Cutler Bay from Chicago
Route Information for Flights from Chicago to Cutler Bay
Origin Airport IATA Code | CHI |
|---|---|
Destination Airport IATA Code | MIA |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Chicago to Cutler Bay
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Best Deals At Your Fingertips
Orbitz combines low prices on Chicago to Cutler Bay flights with discounts on quality hotels. Using Orbitz’s Display Matrix, you can see all your options and savings easily. With our low price guarantee, you know you have the best deals at your fingertips.
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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.