Flights from Chicago to Jaguitas

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.

Sat, Oct 11 - Fri, Oct 17

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$248 Roundtrip, found 1 day ago

$248

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Oct 11 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Oct 17, priced at $248 found 1 day ago

Sat, Aug 30 - Sun, Aug 31

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$254 Roundtrip, found 2 days ago

$254

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Aug 31, priced at $254 found 2 days ago

Mon, Aug 25 - Sat, Aug 30

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$257 Roundtrip, found 2 days ago

$257

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 30, priced at $257 found 2 days ago

Mon, Oct 6 - Thu, Oct 9

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$258 Roundtrip, found 4 days ago

$258

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Mon, Oct 6 from Midway Intl. to Luis Munoz Marin Intl., returning Thu, Oct 9, priced at $258 found 4 days ago

Fri, Oct 10 - Fri, Oct 17

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$259 Roundtrip, found 1 day ago

$259

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Oct 10 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Oct 17, priced at $259 found 1 day ago

Sun, Aug 31 - Mon, Sep 1

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$261 Roundtrip, found 2 days ago

$261

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sun, Aug 31 from O'Hare Intl. to Luis Munoz Marin Intl., returning Mon, Sep 1, priced at $261 found 2 days ago

Sat, Oct 11 - Mon, Oct 13

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$264 Roundtrip, found 4 days ago

$264

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Oct 11 from Midway Intl. to Luis Munoz Marin Intl., returning Mon, Oct 13, priced at $264 found 4 days ago

Thu, Oct 9 - Thu, Oct 9

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$266 Roundtrip, found 4 days ago

$266

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Oct 9 from Midway Intl. to Luis Munoz Marin Intl., returning Thu, Oct 9, priced at $266 found 4 days ago

Sat, Oct 11 - Sun, Oct 19

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$266 Roundtrip, found 1 day ago

$266

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Oct 11 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Oct 19, priced at $266 found 1 day ago

Thu, Aug 28 - Sat, Aug 30

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$268 Roundtrip, found 2 days ago

$268

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Aug 28 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 30, priced at $268 found 2 days ago

Sat, Oct 11 - Tue, Oct 21

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$275 Roundtrip, found 1 day ago

$275

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sat, Oct 11 from O'Hare Intl. to Luis Munoz Marin Intl., returning Tue, Oct 21, priced at $275 found 1 day ago

Fri, Oct 10 - Sun, Oct 19

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$277 Roundtrip, found 1 day ago

$277

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Oct 10 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Oct 19, priced at $277 found 1 day ago

Fri, Oct 10 - Tue, Oct 21

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$286 Roundtrip, found 1 day ago

$286

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Oct 10 from O'Hare Intl. to Luis Munoz Marin Intl., returning Tue, Oct 21, priced at $286 found 1 day ago

Tue, Aug 26 - Thu, Aug 28

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$290 Roundtrip, found 2 days ago

$290

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Tue, Aug 26 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Aug 28, priced at $290 found 2 days ago

Sat, Aug 30 - Sat, Aug 30

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$308 Roundtrip, found 2 days ago

$308

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Aug 30, priced at $308 found 2 days ago

Sun, Aug 31 - Sun, Aug 31

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$309 Roundtrip, found 2 days ago

$309

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Sun, Aug 31 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Aug 31, priced at $309 found 2 days ago

Tue, Oct 7 - Sat, Oct 11

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$321 Roundtrip, found 4 days ago

$321

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Oct 7 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Oct 11, priced at $321 found 4 days ago

Tue, Oct 14 - Wed, Oct 15

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$357 Roundtrip, found 1 day ago

$357

Roundtrip

found 1 day ago

Select JetBlue Airways flight, departing Tue, Oct 14 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Oct 15, priced at $357 found 1 day ago

Sun, Feb 1 - Sun, Feb 15

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$387 Roundtrip, found 19 hours ago

$387

Roundtrip

found 19 hours ago

Select American Airlines flight, departing Sun, Feb 1 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Feb 15, priced at $387 found 19 hours ago

Sat, Aug 30 - Tue, Sep 2

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$412 Roundtrip, found 2 days ago

$412

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Tue, Sep 2, priced at $412 found 2 days ago