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.

Thu, Aug 7 - Wed, Aug 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$148 Roundtrip, found 2 days ago

$148

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Aug 7 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Aug 13, priced at $148 found 2 days ago

Sat, Aug 9 - Wed, Aug 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$166 Roundtrip, found 2 days ago

$166

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sat, Aug 9 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Aug 13, priced at $166 found 2 days ago

Thu, Aug 7 - Fri, Aug 8

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$168 Roundtrip, found 2 days ago

$168

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Aug 7 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Fri, Aug 8, priced at $168 found 2 days ago

Tue, Aug 5 - Wed, Aug 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$178 Roundtrip, found 2 days ago

$178

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Aug 13, priced at $178 found 2 days ago

Mon, Aug 4 - Wed, Aug 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$184 Roundtrip, found 2 days ago

$184

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Aug 4 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Aug 13, priced at $184 found 2 days ago

Sat, Aug 9 - Mon, Aug 11

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$186 Roundtrip, found 2 days ago

$186

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sat, Aug 9 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Mon, Aug 11, priced at $186 found 2 days ago

Tue, Aug 5 - Fri, Aug 8

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$198 Roundtrip, found 2 days ago

$198

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Aug 5 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Fri, Aug 8, priced at $198 found 2 days ago

Thu, Aug 7 - Sun, Aug 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$203 Roundtrip, found 2 days ago

$203

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Aug 7 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Aug 10, priced at $203 found 2 days ago

Thu, Aug 7 - Sun, Aug 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$203 Roundtrip, found 2 days ago

$203

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Aug 7 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Aug 10, priced at $203 found 2 days ago

Thu, Aug 7 - Sun, Aug 10

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$206 Roundtrip, found 2 days ago

$206

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Thu, Aug 7 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sun, Aug 10, priced at $206 found 2 days ago

Wed, Aug 6 - Sat, Aug 9

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$216 Roundtrip, found 2 days ago

$216

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Aug 9, priced at $216 found 2 days ago

Wed, Nov 12 - Wed, Nov 19

ORD

O'Hare Intl.

PBI

Palm Beach Intl.

$217 Roundtrip, found 4 days ago

$217

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Wed, Nov 12 from O'Hare Intl. to Palm Beach Intl., returning Wed, Nov 19, priced at $217 found 4 days ago

Mon, Aug 4 - Tue, Aug 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$222 Roundtrip, found 2 days ago

$222

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Aug 4 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Aug 12, priced at $222 found 2 days ago

Wed, Aug 6 - Thu, Aug 7

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$224 Roundtrip, found 2 days ago

$224

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Wed, Aug 6 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Aug 7, priced at $224 found 2 days ago

Tue, Aug 5 - Sat, Aug 9

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$227 Roundtrip, found 2 days ago

$227

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Aug 5 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Aug 9, priced at $227 found 2 days ago

Sun, Aug 10 - Wed, Aug 13

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$228 Roundtrip, found 2 days ago

$228

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sun, Aug 10 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Aug 13, priced at $228 found 2 days ago

Wed, May 21 - Wed, Jun 11

ORD

O'Hare Intl.

PBI

Palm Beach Intl.

$263 Roundtrip, found 4 days ago

$263

Roundtrip

found 4 days ago

Select American Airlines flight, departing Wed, May 21 from O'Hare Intl. to Palm Beach Intl., returning Wed, Jun 11, priced at $263 found 4 days ago

Tue, Nov 11 - Wed, Nov 19

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$265 Roundtrip, found 1 day ago

$265

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Nov 11 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 19, priced at $265 found 1 day ago

Wed, May 21 - Wed, Jun 11

ORD

O'Hare Intl.

PBI

Palm Beach Intl.

$273 Roundtrip, found 4 days ago

$273

Roundtrip

found 4 days ago

Select United flight, departing Wed, May 21 from O'Hare Intl. to Palm Beach Intl., returning Wed, Jun 11, priced at $273 found 4 days ago

Sun, May 18 - Fri, Jun 13

ORD

O'Hare Intl.

PBI

Palm Beach Intl.

$340 Roundtrip, found 4 days ago

$340

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sun, May 18 from O'Hare Intl. to Palm Beach Intl., returning Fri, Jun 13, priced at $340 found 4 days ago