Chicago to Grassy Key Flights (CHI-MIA) from $50

Selected fares from Chicago to Grassy Key

The cheapest prices found with in the last 7 days for return flights were $104 and $50 for one-way flights to Grassy Key for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jul 15 - Tue, Jul 15

ORD

O'Hare Intl.

MIA

Miami Intl.

$104 Roundtrip, found 4 hours ago

$104

Roundtrip

found 4 hours ago

Select Spirit Airlines flight, departing Tue, Jul 15 from O'Hare Intl. to Miami Intl., returning Tue, Jul 15, priced at $104 found 4 hours ago

Mon, Oct 27 - Sat, Nov 1

MDW

Midway Intl.

MIA

Miami Intl.

$108 Roundtrip, just found

$108

Roundtrip

just found

Select Frontier Airlines flight, departing Mon, Oct 27 from Midway Intl. to Miami Intl., returning Sat, Nov 1, priced at $108 just found

Mon, Sep 15 - Fri, Sep 19

MDW

Midway Intl.

MIA

Miami Intl.

$137 Roundtrip, found 10 hours ago

$137

Roundtrip

found 10 hours ago

Select Southwest Airlines flight, departing Mon, Sep 15 from Midway Intl. to Miami Intl., returning Fri, Sep 19, priced at $137 found 10 hours ago