Cheap flights from Chicago to Duck Key from CA $59

View CA $59 flight on Sat, Aug. 16, 2025Opens in a new window

Popular airlines from Chicago to Duck Key

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Cheap flights from Chicago (CHI) to Duck Key (MIA)

Prices were available within the past 7 days and start at CA $59 for one-way flights and CA $133 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Wed, Aug. 13 - Wed, Aug. 20
ORD
Chicago
MIA
Miami
CA $133 Roundtrip, found 1 day ago
CA $133
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Aug. 13 from Chicago to Miami, returning Wed, Aug. 20, priced at CA $133 found 1 day ago
Spirit Airlines
Tue, Aug. 19 - Tue, Aug. 26
ORD
Chicago
MIA
Miami
CA $134 Roundtrip, found 4 days ago
CA $134
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, Aug. 19 from Chicago to Miami, returning Tue, Aug. 26, priced at CA $134 found 4 days ago
American Airlines
Wed, Aug. 13 - Wed, Aug. 20
ORD
Chicago
MIA
Miami
CA $164 Roundtrip, found 1 day ago
CA $164
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Aug. 13 from Chicago to Miami, returning Wed, Aug. 20, priced at CA $164 found 1 day ago
Delta
Wed, Aug. 13 - Wed, Aug. 20
ORD
Chicago
MIA
Miami
CA $208 Roundtrip, found 1 day ago
CA $208
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Aug. 13 from Chicago to Miami, returning Wed, Aug. 20, priced at CA $208 found 1 day ago
JetBlue Airways
Sun, Jul. 27 - Mon, Jul. 28
ORD
Chicago
MIA
Miami
CA $1,381 Roundtrip, found 16 hours ago
CA $1,381
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Sun, Jul. 27 from Chicago to Miami, returning Mon, Jul. 28, priced at CA $1,381 found 16 hours ago
Alaska Airlines
Sun, Aug. 3 - Tue, Aug. 5
ORD
Chicago
MIA
Miami
CA $26,177 Roundtrip, found 21 hours ago
CA $26,177
Roundtrip
found 21 hours ago
Select Alaska Airlines flight, departing Sun, Aug. 3 from Chicago to Miami, returning Tue, Aug. 5, priced at CA $26,177 found 21 hours ago

Find the cheapest month to fly from Chicago (CHI) to Miami (MIA)

September is typically the cheapest month to fly

From CA $99 - CA $203 per traveller.

Graph displaying average flight prices per month

*Available to Expedia members.