Flights from Chicago to Boca Raton

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, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$110 Roundtrip, found 22 hours ago

$110

Roundtrip

found 22 hours 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 22 hours ago

Tue, Nov 4 - Sat, Nov 8

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$120 Roundtrip, found 4 days ago

$120

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Nov 4 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Nov 8, priced at $120 found 4 days ago

Mon, Nov 3 - Sat, Nov 8

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$137 Roundtrip, found 4 days ago

$137

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Mon, Nov 3 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Nov 8, priced at $137 found 4 days ago

Tue, Nov 4 - Sun, Nov 9

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$144 Roundtrip, found 4 days ago

$144

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Nov 4 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Nov 9, priced at $144 found 4 days ago

Wed, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$148 Roundtrip, found 22 hours ago

$148

Roundtrip

found 22 hours ago

Select Spirit Airlines flight, departing Wed, Nov 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 12, priced at $148 found 22 hours ago

Wed, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$152 Roundtrip, found 22 hours ago

$152

Roundtrip

found 22 hours ago

Select United flight, departing Wed, Nov 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 12, priced at $152 found 22 hours ago

Mon, Nov 3 - Fri, Nov 7

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$153 Roundtrip, found 4 days ago

$153

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Mon, Nov 3 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Fri, Nov 7, priced at $153 found 4 days ago

Wed, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$157 Roundtrip, found 22 hours ago

$157

Roundtrip

found 22 hours ago

Select United flight, departing Wed, Nov 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 12, priced at $157 found 22 hours ago

Thu, Nov 6 - Mon, Nov 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$158 Roundtrip, found 4 days ago

$158

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Nov 10, priced at $158 found 4 days ago

Thu, Nov 6 - Mon, Nov 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$160 Roundtrip, found 4 days ago

$160

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Nov 10, priced at $160 found 4 days ago

Mon, Nov 3 - Sun, Nov 9

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$161 Roundtrip, found 4 days ago

$161

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Mon, Nov 3 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Nov 9, priced at $161 found 4 days ago

Thu, Nov 6 - Mon, Nov 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$163 Roundtrip, found 4 days ago

$163

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Nov 10, priced at $163 found 4 days ago

Thu, Nov 6 - Mon, Nov 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$166 Roundtrip, found 4 days ago

$166

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Nov 10, priced at $166 found 4 days ago

Thu, Nov 6 - Mon, Nov 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$167 Roundtrip, found 4 days ago

$167

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Nov 10, priced at $167 found 4 days ago

Wed, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$192 Roundtrip, found 22 hours ago

$192

Roundtrip

found 22 hours ago

Select American Airlines flight, departing Wed, Nov 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 12, priced at $192 found 22 hours ago

Wed, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$211 Roundtrip, found 22 hours ago

$211

Roundtrip

found 22 hours 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 22 hours ago

Fri, Oct 3 - Mon, Oct 6

ORD

O'Hare Intl.

PBI

Palm Beach Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Fri, Oct 3 from O'Hare Intl. to Palm Beach Intl., returning Mon, Oct 6, priced at $217 found 1 day ago

Thu, Nov 6 - Mon, Nov 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$228 Roundtrip, found 4 days ago

$228

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Nov 6 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Nov 10, priced at $228 found 4 days ago

Thu, Nov 6 - Mon, Nov 10

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$298 Roundtrip, found 4 days ago

$298

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Nov 6 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Nov 10, priced at $298 found 4 days ago

Sat, Aug 2 - Tue, Aug 12

MDW

Midway Intl.

PBI

Palm Beach Intl.

$303 Roundtrip, found 1 day ago

$303

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Aug 2 from Midway Intl. to Palm Beach Intl., returning Tue, Aug 12, priced at $303 found 1 day ago