Flights from Chicago to Weston

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, Jun 18 - Sat, Jul 5

ORD

O'Hare Intl.

MIA

Miami Intl.

$128 Roundtrip, found 5 days ago

$128

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Wed, Jun 18 from O'Hare Intl. to Miami Intl., returning Sat, Jul 5, priced at $128 found 5 days ago

Tue, Jul 29 - Wed, Aug 6

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$138 Roundtrip, found 7 hours ago

$138

Roundtrip

found 7 hours ago

Select Spirit Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Aug 6, priced at $138 found 7 hours ago

Wed, Jun 18 - Thu, Jul 10

ORD

O'Hare Intl.

MIA

Miami Intl.

$143 Roundtrip, found 5 days ago

$143

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Wed, Jun 18 from O'Hare Intl. to Miami Intl., returning Thu, Jul 10, priced at $143 found 5 days ago

Fri, Jun 13 - Sun, Jun 15

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$148 Roundtrip, found 5 days ago

$148

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Jun 15, priced at $148 found 5 days ago

Tue, Jun 10 - Fri, Jun 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$153 Roundtrip, found 5 days ago

$153

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Tue, Jun 10 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Fri, Jun 13, priced at $153 found 5 days ago

Mon, Jun 23 - Thu, Jul 10

ORD

O'Hare Intl.

MIA

Miami Intl.

$158 Roundtrip, found 5 days ago

$158

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Mon, Jun 23 from O'Hare Intl. to Miami Intl., returning Thu, Jul 10, priced at $158 found 5 days ago

Thu, Jul 31 - Sun, Aug 3

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$168 Roundtrip, found 7 hours ago

$168

Roundtrip

found 7 hours ago

Select Spirit Airlines flight, departing Thu, Jul 31 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Aug 3, priced at $168 found 7 hours ago

Wed, Jun 18 - Tue, Jul 8

ORD

O'Hare Intl.

MIA

Miami Intl.

$171 Roundtrip, found 5 days ago

$171

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Wed, Jun 18 from O'Hare Intl. to Miami Intl., returning Tue, Jul 8, priced at $171 found 5 days ago

Fri, Jun 20 - Sat, Jul 5

ORD

O'Hare Intl.

MIA

Miami Intl.

$173 Roundtrip, found 5 days ago

$173

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Fri, Jun 20 from O'Hare Intl. to Miami Intl., returning Sat, Jul 5, priced at $173 found 5 days ago

Thu, Jul 24 - Wed, Jul 30

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$178 Roundtrip, found 1 day ago

$178

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Jul 24 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Jul 30, priced at $178 found 1 day ago

Sat, Aug 2 - Sun, Aug 3

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$178 Roundtrip, found 7 hours ago

$178

Roundtrip

found 7 hours ago

Select Spirit Airlines flight, departing Sat, Aug 2 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Aug 3, priced at $178 found 7 hours ago

Tue, Jul 29 - Tue, Aug 5

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$180 Roundtrip, found 7 hours ago

$180

Roundtrip

found 7 hours ago

Select Spirit Airlines flight, departing Tue, Jul 29 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Aug 5, priced at $180 found 7 hours ago

Fri, Jun 13 - Sun, Jun 15

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$180 Roundtrip, found 5 days ago

$180

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Fri, Jun 13 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Jun 15, priced at $180 found 5 days ago

Thu, Jul 24 - Thu, Jul 31

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$188 Roundtrip, found 1 day ago

$188

Roundtrip

found 1 day ago

Select American Airlines flight, departing Thu, Jul 24 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Jul 31, priced at $188 found 1 day ago

Wed, Nov 12 - Wed, Nov 19

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$215 Roundtrip, found 11 hours ago

$215

Roundtrip

found 11 hours ago

Select JetBlue Airways flight, departing Wed, Nov 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 19, priced at $215 found 11 hours ago

Thu, Jul 24 - Thu, Jul 31

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$215 Roundtrip, found 1 day ago

$215

Roundtrip

found 1 day ago

Select United flight, departing Thu, Jul 24 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Jul 31, priced at $215 found 1 day ago

Tue, Jul 1 - Tue, Jul 8

MDW

Midway Intl.

MIA

Miami Intl.

$217 Roundtrip, found 5 days ago

$217

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Jul 1 from Midway Intl. to Miami Intl., returning Tue, Jul 8, priced at $217 found 5 days ago

Tue, Jun 24 - Fri, Jul 4

ORD

O'Hare Intl.

MIA

Miami Intl.

$217 Roundtrip, found 5 days ago

$217

Roundtrip

found 5 days ago

Select Delta flight, departing Tue, Jun 24 from O'Hare Intl. to Miami Intl., returning Fri, Jul 4, priced at $217 found 5 days ago

Wed, Jun 18 - Fri, Jul 4

ORD

O'Hare Intl.

MIA

Miami Intl.

$220 Roundtrip, found 5 days ago

$220

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Jun 18 from O'Hare Intl. to Miami Intl., returning Fri, Jul 4, priced at $220 found 5 days ago

Thu, Mar 12 - Mon, Mar 16

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$566 Roundtrip, found 2 days ago

$566

Roundtrip

found 2 days ago

Select Delta flight, departing Thu, Mar 12 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Mar 16, priced at $566 found 2 days ago