Flights from Chicago to Key Biscayne

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Sep 10 - Thu, Sep 11

ORD

O'Hare Intl.

MIA

Miami Intl.

$98 Roundtrip, found 12 hours ago

$98

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Miami Intl., returning Thu, Sep 11, priced at $98 found 12 hours ago

Sat, Aug 30 - Sat, Sep 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$98 Roundtrip, found 1 day ago

$98

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Sep 13, priced at $98 found 1 day ago

Wed, Aug 27 - Wed, Sep 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$108 Roundtrip, found 1 day ago

$108

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Aug 27 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Sep 10, priced at $108 found 1 day ago

Wed, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$110 Roundtrip, found 5 days ago

$110

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Wed, Nov 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 12, priced at $110 found 5 days ago

Wed, Sep 10 - Thu, Sep 11

ORD

O'Hare Intl.

MIA

Miami Intl.

$112 Roundtrip, found 12 hours ago

$112

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Miami Intl., returning Thu, Sep 11, priced at $112 found 12 hours ago

Sat, Aug 23 - Wed, Aug 27

ORD

O'Hare Intl.

MIA

Miami Intl.

$118 Roundtrip, found 2 days ago

$118

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sat, Aug 23 from O'Hare Intl. to Miami Intl., returning Wed, Aug 27, priced at $118 found 2 days ago

Sun, Sep 14 - Sat, Sep 20

ORD

O'Hare Intl.

MIA

Miami Intl.

$123 Roundtrip, found 6 days ago

$123

Roundtrip

found 6 days ago

Select American Airlines flight, departing Sun, Sep 14 from O'Hare Intl. to Miami Intl., returning Sat, Sep 20, priced at $123 found 6 days ago

Fri, Aug 22 - Sat, Aug 30

ORD

O'Hare Intl.

MIA

Miami Intl.

$123 Roundtrip, found 2 days ago

$123

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, Aug 22 from O'Hare Intl. to Miami Intl., returning Sat, Aug 30, priced at $123 found 2 days ago

Sat, Aug 30 - Sat, Sep 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$128 Roundtrip, found 1 day ago

$128

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Sep 13, priced at $128 found 1 day ago

Sun, Sep 14 - Sat, Sep 20

ORD

O'Hare Intl.

MIA

Miami Intl.

$128 Roundtrip, found 6 days ago

$128

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sun, Sep 14 from O'Hare Intl. to Miami Intl., returning Sat, Sep 20, priced at $128 found 6 days ago

Sat, Aug 30 - Sat, Sep 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$130 Roundtrip, found 1 day ago

$130

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Sep 13, priced at $130 found 1 day ago

Fri, Aug 22 - Wed, Aug 27

ORD

O'Hare Intl.

MIA

Miami Intl.

$133 Roundtrip, found 2 days ago

$133

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Fri, Aug 22 from O'Hare Intl. to Miami Intl., returning Wed, Aug 27, priced at $133 found 2 days ago

Wed, Sep 10 - Thu, Sep 11

ORD

O'Hare Intl.

MIA

Miami Intl.

$135 Roundtrip, found 12 hours ago

$135

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Miami Intl., returning Thu, Sep 11, priced at $135 found 12 hours ago

Wed, Sep 10 - Thu, Sep 11

ORD

O'Hare Intl.

MIA

Miami Intl.

$137 Roundtrip, found 12 hours ago

$137

Roundtrip

found 12 hours ago

Select United flight, departing Wed, Sep 10 from O'Hare Intl. to Miami Intl., returning Thu, Sep 11, priced at $137 found 12 hours ago

Wed, Sep 10 - Thu, Sep 11

ORD

O'Hare Intl.

MIA

Miami Intl.

$137 Roundtrip, found 12 hours ago

$137

Roundtrip

found 12 hours ago

Select American Airlines flight, departing Wed, Sep 10 from O'Hare Intl. to Miami Intl., returning Thu, Sep 11, priced at $137 found 12 hours ago

Sat, Aug 30 - Sat, Sep 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$203 Roundtrip, found 1 day ago

$203

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Sep 13, priced at $203 found 1 day ago

Wed, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$211 Roundtrip, found 5 days ago

$211

Roundtrip

found 5 days ago

Select Delta flight, departing Wed, Nov 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 12, priced at $211 found 5 days ago

Sat, Aug 30 - Sat, Sep 13

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Aug 30 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Sep 13, priced at $217 found 1 day ago

Fri, Jan 16 - Sun, Jan 25

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$434 Roundtrip, found 5 days ago

$434

Roundtrip

found 5 days ago

Select JetBlue Airways flight, departing Fri, Jan 16 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Jan 25, priced at $434 found 5 days ago

Mon, Dec 22 - Mon, Dec 29

MDW

Midway Intl.

MIA

Miami Intl.

$452 Roundtrip, found 3 days ago

$452

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Mon, Dec 22 from Midway Intl. to Miami Intl., returning Mon, Dec 29, priced at $452 found 3 days ago