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 3 - Sat, Sep 6

ORD

O'Hare Intl.

MIA

Miami Intl.

$98 Roundtrip, found 3 days ago

$98

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Miami Intl., returning Sat, Sep 6, priced at $98 found 3 days ago

Wed, Jun 4 - Tue, Jun 10

ORD

O'Hare Intl.

MIA

Miami Intl.

$108 Roundtrip, found 1 day ago

$108

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Miami Intl., returning Tue, Jun 10, priced at $108 found 1 day ago

Tue, Jun 10 - Fri, Jun 13

ORD

O'Hare Intl.

MIA

Miami Intl.

$118 Roundtrip, found 1 day ago

$118

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Miami Intl., returning Fri, Jun 13, priced at $118 found 1 day ago

Wed, Jun 4 - Sat, Jun 7

ORD

O'Hare Intl.

MIA

Miami Intl.

$120 Roundtrip, found 1 day ago

$120

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Miami Intl., returning Sat, Jun 7, priced at $120 found 1 day ago

Wed, Jun 4 - Sat, Jun 7

ORD

O'Hare Intl.

MIA

Miami Intl.

$128 Roundtrip, found 1 day ago

$128

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Miami Intl., returning Sat, Jun 7, priced at $128 found 1 day ago

Sat, Oct 25 - Sat, Nov 1

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$128 Roundtrip, found 12 hours ago

$128

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Sat, Oct 25 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Nov 1, priced at $128 found 12 hours ago

Wed, Sep 3 - Sat, Sep 6

ORD

O'Hare Intl.

MIA

Miami Intl.

$131 Roundtrip, found 3 days ago

$131

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Sep 3 from O'Hare Intl. to Miami Intl., returning Sat, Sep 6, priced at $131 found 3 days ago

Mon, May 12 - Tue, May 13

ORD

O'Hare Intl.

MIA

Miami Intl.

$140 Roundtrip, found 1 day ago

$140

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, May 12 from O'Hare Intl. to Miami Intl., returning Tue, May 13, priced at $140 found 1 day ago

Wed, Jun 4 - Sat, Jun 7

ORD

O'Hare Intl.

MIA

Miami Intl.

$143 Roundtrip, found 1 day ago

$143

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Miami Intl., returning Sat, Jun 7, priced at $143 found 1 day ago

Mon, Jun 9 - Tue, Jun 10

ORD

O'Hare Intl.

MIA

Miami Intl.

$143 Roundtrip, found 1 day ago

$143

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Jun 9 from O'Hare Intl. to Miami Intl., returning Tue, Jun 10, priced at $143 found 1 day ago

Tue, Jun 10 - Wed, Jun 11

ORD

O'Hare Intl.

MIA

Miami Intl.

$146 Roundtrip, found 1 day ago

$146

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Miami Intl., returning Wed, Jun 11, priced at $146 found 1 day ago

Wed, May 21 - Sat, May 31

ORD

O'Hare Intl.

MIA

Miami Intl.

$148 Roundtrip, found 3 days ago

$148

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, May 21 from O'Hare Intl. to Miami Intl., returning Sat, May 31, priced at $148 found 3 days ago

Tue, Jun 10 - Fri, Jun 13

ORD

O'Hare Intl.

MIA

Miami Intl.

$151 Roundtrip, found 1 day ago

$151

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Miami Intl., returning Fri, Jun 13, priced at $151 found 1 day ago

Wed, Jun 4 - Sat, Jun 7

ORD

O'Hare Intl.

MIA

Miami Intl.

$208 Roundtrip, found 1 day ago

$208

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Jun 4 from O'Hare Intl. to Miami Intl., returning Sat, Jun 7, priced at $208 found 1 day ago

Wed, Jun 11 - Wed, Jun 11

MDW

Midway Intl.

MIA

Miami Intl.

$211 Roundtrip, found 1 day ago

$211

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Jun 11 from Midway Intl. to Miami Intl., returning Wed, Jun 11, priced at $211 found 1 day ago

Tue, Jun 10 - Tue, Jun 10

ORD

O'Hare Intl.

MIA

Miami Intl.

$211 Roundtrip, found 1 day ago

$211

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Jun 10 from O'Hare Intl. to Miami Intl., returning Tue, Jun 10, priced at $211 found 1 day ago

Wed, Jun 4 - Wed, Jun 11

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$217 Roundtrip, found 5 days ago

$217

Roundtrip

found 5 days ago

Select Delta flight, departing Wed, Jun 4 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Jun 11, priced at $217 found 5 days ago

Mon, Oct 27 - Wed, Nov 5

ORD

O'Hare Intl.

MIA

Miami Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Mon, Oct 27 from O'Hare Intl. to Miami Intl., returning Wed, Nov 5, priced at $217 found 1 day ago

Sun, Jun 8 - Wed, Jun 11

ORD

O'Hare Intl.

MIA

Miami Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select United flight, departing Sun, Jun 8 from O'Hare Intl. to Miami Intl., returning Wed, Jun 11, priced at $217 found 1 day ago

Thu, Jun 5 - Wed, Jun 11

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$218 Roundtrip, found 5 days ago

$218

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Jun 5 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Jun 11, priced at $218 found 5 days ago