Flights from Chicago to Miami

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.

Mon, Oct 20 - Thu, Oct 23

MDW

Midway Intl.

MIA

Miami Intl.

$98 Roundtrip, found 1 day ago

$98

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Oct 20 from Midway Intl. to Miami Intl., returning Thu, Oct 23, priced at $98 found 1 day ago

Thu, Oct 16 - Thu, Oct 23

MDW

Midway Intl.

MIA

Miami Intl.

$108 Roundtrip, found 1 day ago

$108

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Oct 16 from Midway Intl. to Miami Intl., returning Thu, Oct 23, priced at $108 found 1 day ago

Thu, Oct 16 - Mon, Oct 20

MDW

Midway Intl.

MIA

Miami Intl.

$118 Roundtrip, found 1 day ago

$118

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Oct 16 from Midway Intl. to Miami Intl., returning Mon, Oct 20, priced at $118 found 1 day ago

Mon, Sep 8 - Mon, Sep 15

ORD

O'Hare Intl.

MIA

Miami Intl.

$123 Roundtrip, found 1 day ago

$123

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Sep 8 from O'Hare Intl. to Miami Intl., returning Mon, Sep 15, priced at $123 found 1 day ago

Sun, Oct 19 - Thu, Oct 23

MDW

Midway Intl.

MIA

Miami Intl.

$128 Roundtrip, found 1 day ago

$128

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Oct 19 from Midway Intl. to Miami Intl., returning Thu, Oct 23, priced at $128 found 1 day ago

Wed, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$133 Roundtrip, found 1 day ago

$133

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Nov 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 12, priced at $133 found 1 day ago

Mon, Sep 8 - Mon, Sep 15

ORD

O'Hare Intl.

MIA

Miami Intl.

$137 Roundtrip, found 1 day ago

$137

Roundtrip

found 1 day ago

Select United flight, departing Mon, Sep 8 from O'Hare Intl. to Miami Intl., returning Mon, Sep 15, priced at $137 found 1 day ago

Mon, Sep 8 - Mon, Sep 15

ORD

O'Hare Intl.

MIA

Miami Intl.

$137 Roundtrip, found 1 day ago

$137

Roundtrip

found 1 day ago

Select American Airlines flight, departing Mon, Sep 8 from O'Hare Intl. to Miami Intl., returning Mon, Sep 15, priced at $137 found 1 day ago

Sun, Oct 19 - Mon, Oct 20

MDW

Midway Intl.

MIA

Miami Intl.

$138 Roundtrip, found 1 day ago

$138

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Oct 19 from Midway Intl. to Miami Intl., returning Mon, Oct 20, priced at $138 found 1 day ago

Mon, Oct 20 - Fri, Oct 24

MDW

Midway Intl.

MIA

Miami Intl.

$141 Roundtrip, found 1 day ago

$141

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Oct 20 from Midway Intl. to Miami Intl., returning Fri, Oct 24, priced at $141 found 1 day ago

Thu, Oct 9 - Wed, Oct 15

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$143 Roundtrip, found 12 hours ago

$143

Roundtrip

found 12 hours ago

Select United flight, departing Thu, Oct 9 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 15, priced at $143 found 12 hours ago

Wed, Oct 8 - Thu, Oct 16

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$144 Roundtrip, found 12 hours ago

$144

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Wed, Oct 8 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Oct 16, priced at $144 found 12 hours ago

Mon, Oct 20 - Sat, Oct 25

MDW

Midway Intl.

MIA

Miami Intl.

$147 Roundtrip, found 1 day ago

$147

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Oct 20 from Midway Intl. to Miami Intl., returning Sat, Oct 25, priced at $147 found 1 day ago

Thu, Oct 16 - Sun, Oct 26

MDW

Midway Intl.

MIA

Miami Intl.

$147 Roundtrip, found 1 day ago

$147

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Oct 16 from Midway Intl. to Miami Intl., returning Sun, Oct 26, priced at $147 found 1 day ago

Mon, Oct 6 - Tue, Oct 14

ORD

O'Hare Intl.

MIA

Miami Intl.

$148 Roundtrip, found 12 hours ago

$148

Roundtrip

found 12 hours ago

Select Spirit Airlines flight, departing Mon, Oct 6 from O'Hare Intl. to Miami Intl., returning Tue, Oct 14, priced at $148 found 12 hours ago

Thu, Oct 16 - Fri, Oct 24

MDW

Midway Intl.

MIA

Miami Intl.

$151 Roundtrip, found 1 day ago

$151

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Oct 16 from Midway Intl. to Miami Intl., returning Fri, Oct 24, priced at $151 found 1 day ago

Thu, Sep 11 - Thu, Sep 18

ORD

O'Hare Intl.

MIA

Miami Intl.

$151 Roundtrip, found 2 days ago

$151

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Sep 11 from O'Hare Intl. to Miami Intl., returning Thu, Sep 18, priced at $151 found 2 days ago

Thu, Sep 11 - Tue, Sep 16

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$187 Roundtrip, found 2 days ago

$187

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Sep 11 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Sep 16, priced at $187 found 2 days ago

Tue, Dec 2 - Wed, Dec 3

ORD

O'Hare Intl.

MIA

Miami Intl.

$217 Roundtrip, found 10 hours ago

$217

Roundtrip

found 10 hours ago

Select Delta flight, departing Tue, Dec 2 from O'Hare Intl. to Miami Intl., returning Wed, Dec 3, priced at $217 found 10 hours ago

Thu, Oct 9 - Wed, Oct 15

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$299 Roundtrip, found 12 hours ago

$299

Roundtrip

found 12 hours ago

Select JetBlue Airways flight, departing Thu, Oct 9 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Oct 15, priced at $299 found 12 hours ago