Flights from Chicago to Barrio Pueblo

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, Jun 21 - Wed, Jun 25

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$233 Roundtrip, found 4 days ago

$233

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sat, Jun 21 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Jun 25, priced at $233 found 4 days ago

Mon, Jun 2 - Mon, Jun 2

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$255 Roundtrip, found 4 days ago

$255

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Mon, Jun 2 from O'Hare Intl. to Luis Munoz Marin Intl., returning Mon, Jun 2, priced at $255 found 4 days ago

Fri, May 30 - Sat, Jun 7

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$256 Roundtrip, found 4 days ago

$256

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, May 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Jun 7, priced at $256 found 4 days ago

Fri, May 30 - Mon, Jun 2

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$260 Roundtrip, found 4 days ago

$260

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, May 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Mon, Jun 2, priced at $260 found 4 days ago

Fri, May 30 - Tue, Jun 3

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$262 Roundtrip, found 4 days ago

$262

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, May 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Tue, Jun 3, priced at $262 found 4 days ago

Wed, Jun 18 - Wed, Jun 25

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$263 Roundtrip, found 4 days ago

$263

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Wed, Jun 18 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Jun 25, priced at $263 found 4 days ago

Sun, Jun 1 - Sat, Jun 7

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$268 Roundtrip, found 4 days ago

$268

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sun, Jun 1 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Jun 7, priced at $268 found 4 days ago

Tue, Jun 24 - Wed, Jun 25

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$269 Roundtrip, found 4 days ago

$269

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Tue, Jun 24 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Jun 25, priced at $269 found 4 days ago

Mon, Jun 23 - Wed, Jun 25

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$272 Roundtrip, found 4 days ago

$272

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Mon, Jun 23 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Jun 25, priced at $272 found 4 days ago

Fri, May 30 - Fri, May 30

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$273 Roundtrip, found 4 days ago

$273

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, May 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, May 30, priced at $273 found 4 days ago

Thu, May 29 - Fri, May 30

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$274 Roundtrip, found 4 days ago

$274

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Thu, May 29 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, May 30, priced at $274 found 4 days ago

Fri, Sep 19 - Thu, Sep 25

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$279 Roundtrip, found 3 hours ago

$279

Roundtrip

found 3 hours ago

Select Frontier Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Sep 25, priced at $279 found 3 hours ago

Sun, Sep 21 - Mon, Sep 22

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$281 Roundtrip, found 3 hours ago

$281

Roundtrip

found 3 hours ago

Select Frontier Airlines flight, departing Sun, Sep 21 from O'Hare Intl. to Luis Munoz Marin Intl., returning Mon, Sep 22, priced at $281 found 3 hours ago

Mon, Sep 22 - Thu, Sep 25

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$282 Roundtrip, found 3 hours ago

$282

Roundtrip

found 3 hours ago

Select Spirit Airlines flight, departing Mon, Sep 22 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Sep 25, priced at $282 found 3 hours ago

Fri, Jun 20 - Wed, Jun 25

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$284 Roundtrip, found 4 days ago

$284

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, Jun 20 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Jun 25, priced at $284 found 4 days ago

Tue, Aug 26 - Wed, Sep 10

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$292 Roundtrip, found 4 days ago

$292

Roundtrip

found 4 days ago

Select JetBlue Airways flight, departing Tue, Aug 26 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Sep 10, priced at $292 found 4 days ago

Fri, Aug 15 - Sat, Aug 16

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$303 Roundtrip, found 5 days ago

$303

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Aug 15 from Midway Intl. to Luis Munoz Marin Intl., returning Sat, Aug 16, priced at $303 found 5 days ago

Fri, Sep 19 - Thu, Sep 25

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$382 Roundtrip, found 3 hours ago

$382

Roundtrip

found 3 hours ago

Select United flight, departing Fri, Sep 19 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Sep 25, priced at $382 found 3 hours ago

Tue, Aug 26 - Fri, Sep 5

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$391 Roundtrip, found 4 days ago

$391

Roundtrip

found 4 days ago

Select Delta flight, departing Tue, Aug 26 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Sep 5, priced at $391 found 4 days ago

Fri, Sep 19 - Thu, Sep 25

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$391 Roundtrip, found 3 hours ago

$391

Roundtrip

found 3 hours ago

Select American Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Sep 25, priced at $391 found 3 hours ago