Flights from Chicago to Caimito

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, Oct 9 - Wed, Oct 15

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$233 Roundtrip, found 6 days ago

$233

Roundtrip

found 6 days ago

Select Delta flight, departing Thu, Oct 9 from Midway Intl. to Luis Munoz Marin Intl., returning Wed, Oct 15, priced at $233 found 6 days ago

Tue, Nov 25 - Wed, Dec 3

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$233 Roundtrip, found 3 days ago

$233

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Nov 25 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Dec 3, priced at $233 found 3 days ago

Mon, Aug 18 - Fri, Aug 22

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$250 Roundtrip, found 1 day ago

$250

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Aug 18 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Aug 22, priced at $250 found 1 day ago

Sun, Aug 17 - Fri, Aug 22

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$252 Roundtrip, found 1 day ago

$252

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Aug 17 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Aug 22, priced at $252 found 1 day ago

Tue, Aug 19 - Fri, Aug 22

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$255 Roundtrip, found 1 day ago

$255

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Aug 19 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Aug 22, priced at $255 found 1 day ago

Sat, Aug 30 - Thu, Sep 4

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$259 Roundtrip, found 6 days ago

$259

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Sep 4, priced at $259 found 6 days ago

Mon, Aug 18 - Thu, Aug 21

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$264 Roundtrip, found 1 day ago

$264

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Aug 18 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Aug 21, priced at $264 found 1 day ago

Sun, Aug 17 - Thu, Aug 21

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$266 Roundtrip, found 1 day ago

$266

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Aug 17 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Aug 21, priced at $266 found 1 day ago

Tue, Aug 19 - Thu, Aug 21

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$268 Roundtrip, found 1 day ago

$268

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Aug 19 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Aug 21, priced at $268 found 1 day ago

Sun, Aug 17 - Sat, Aug 23

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$272 Roundtrip, found 1 day ago

$272

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Aug 17 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 23, priced at $272 found 1 day ago

Sun, Aug 17 - Sat, Aug 23

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$274 Roundtrip, found 1 day ago

$274

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Aug 17 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 23, priced at $274 found 1 day ago

Sat, Aug 16 - Thu, Aug 21

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$278 Roundtrip, found 6 days ago

$278

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Aug 21, priced at $278 found 6 days ago

Mon, Aug 18 - Sat, Aug 23

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$281 Roundtrip, found 1 day ago

$281

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Mon, Aug 18 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 23, priced at $281 found 1 day ago

Mon, Oct 6 - Tue, Oct 14

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$281 Roundtrip, found 6 days ago

$281

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Mon, Oct 6 from O'Hare Intl. to Luis Munoz Marin Intl., returning Tue, Oct 14, priced at $281 found 6 days ago

Tue, Aug 19 - Sat, Aug 23

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$286 Roundtrip, found 1 day ago

$286

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Aug 19 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 23, priced at $286 found 1 day ago

Sun, Aug 17 - Sat, Aug 23

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$291 Roundtrip, found 1 day ago

$291

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Aug 17 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 23, priced at $291 found 1 day ago

Sun, Aug 17 - Sat, Aug 23

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$293 Roundtrip, found 1 day ago

$293

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Aug 17 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 23, priced at $293 found 1 day ago

Sun, Aug 17 - Sat, Aug 23

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$294 Roundtrip, found 1 day ago

$294

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Aug 17 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 23, priced at $294 found 1 day ago

Fri, Jul 18 - Wed, Jul 23

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$296 Roundtrip, found 23 hours ago

$296

Roundtrip

found 23 hours ago

Select Frontier Airlines flight, departing Fri, Jul 18 from Midway Intl. to Luis Munoz Marin Intl., returning Wed, Jul 23, priced at $296 found 23 hours ago

Thu, Aug 28 - Wed, Sep 3

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$297 Roundtrip, found 6 days ago

$297

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Thu, Aug 28 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Sep 3, priced at $297 found 6 days ago