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, Sep 6 - Thu, Sep 18

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$215 Roundtrip, found 4 days ago

$215

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sat, Sep 6 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Sep 18, priced at $215 found 4 days ago

Sat, Sep 6 - Fri, Sep 12

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$223 Roundtrip, found 4 days ago

$223

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sat, Sep 6 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Sep 12, priced at $223 found 4 days ago

Sun, Sep 7 - Thu, Sep 18

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$234 Roundtrip, found 4 days ago

$234

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sun, Sep 7 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Sep 18, priced at $234 found 4 days ago

Sat, Sep 6 - Thu, Sep 11

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$239 Roundtrip, found 4 days ago

$239

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sat, Sep 6 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Sep 11, priced at $239 found 4 days ago

Fri, Sep 5 - Thu, Sep 18

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$242 Roundtrip, found 4 days ago

$242

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, Sep 5 from O'Hare Intl. to Luis Munoz Marin Intl., returning Thu, Sep 18, priced at $242 found 4 days ago

Sun, Sep 7 - Fri, Sep 12

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$243 Roundtrip, found 4 days ago

$243

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sun, Sep 7 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Sep 12, priced at $243 found 4 days ago

Sat, Nov 1 - Sat, Nov 1

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$243 Roundtrip, found 2 hours ago

$243

Roundtrip

found 2 hours ago

Select Frontier Airlines flight, departing Sat, Nov 1 from Midway Intl. to Luis Munoz Marin Intl., returning Sat, Nov 1, priced at $243 found 2 hours ago

Sat, Nov 1 - Wed, Nov 5

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$248 Roundtrip, found 2 hours ago

$248

Roundtrip

found 2 hours ago

Select Frontier Airlines flight, departing Sat, Nov 1 from Midway Intl. to Luis Munoz Marin Intl., returning Wed, Nov 5, priced at $248 found 2 hours ago

Fri, Sep 5 - Fri, Sep 12

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$250 Roundtrip, found 4 days ago

$250

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Fri, Sep 5 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Sep 12, priced at $250 found 4 days ago

Sat, Aug 30 - Sat, Sep 6

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$257 Roundtrip, found 4 days ago

$257

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Aug 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sat, Sep 6, priced at $257 found 4 days ago

Sun, Oct 5 - Mon, Oct 6

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$258 Roundtrip, found 7 hours ago

$258

Roundtrip

found 7 hours ago

Select Spirit Airlines flight, departing Sun, Oct 5 from O'Hare Intl. to Luis Munoz Marin Intl., returning Mon, Oct 6, priced at $258 found 7 hours ago

Wed, Oct 29 - Sun, Nov 2

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$258 Roundtrip, found 2 hours ago

$258

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Wed, Oct 29 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Nov 2, priced at $258 found 2 hours ago

Sat, Sep 6 - Wed, Sep 10

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$261 Roundtrip, found 4 days ago

$261

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sat, Sep 6 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Sep 10, priced at $261 found 4 days ago

Thu, Oct 30 - Fri, Oct 31

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$261 Roundtrip, found 2 hours ago

$261

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Thu, Oct 30 from O'Hare Intl. to Luis Munoz Marin Intl., returning Fri, Oct 31, priced at $261 found 2 hours ago

Sat, Nov 1 - Sun, Nov 2

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$263 Roundtrip, found 2 hours ago

$263

Roundtrip

found 2 hours ago

Select Frontier Airlines flight, departing Sat, Nov 1 from Midway Intl. to Luis Munoz Marin Intl., returning Sun, Nov 2, priced at $263 found 2 hours ago

Wed, Jul 30 - Wed, Aug 13

ORD

O'Hare Intl.

BQN

Rafael Hernandez

$286 Roundtrip, found 6 days ago

$286

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Wed, Jul 30 from O'Hare Intl. to Rafael Hernandez, returning Wed, Aug 13, priced at $286 found 6 days ago

Mon, Sep 15 - Tue, Sep 23

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$351 Roundtrip, found 5 days ago

$351

Roundtrip

found 5 days ago

Select Delta flight, departing Mon, Sep 15 from Midway Intl. to Luis Munoz Marin Intl., returning Tue, Sep 23, priced at $351 found 5 days ago

Wed, Oct 29 - Sun, Nov 2

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$352 Roundtrip, found 2 hours ago

$352

Roundtrip

found 2 hours ago

Select JetBlue Airways flight, departing Wed, Oct 29 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Nov 2, priced at $352 found 2 hours ago

Wed, Oct 29 - Sun, Nov 2

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$382 Roundtrip, found 2 hours ago

$382

Roundtrip

found 2 hours ago

Select United flight, departing Wed, Oct 29 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Nov 2, priced at $382 found 2 hours ago

Wed, Mar 4 - Tue, Mar 10

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$382 Roundtrip, found 4 days ago

$382

Roundtrip

found 4 days ago

Select American Airlines flight, departing Wed, Mar 4 from O'Hare Intl. to Luis Munoz Marin Intl., returning Tue, Mar 10, priced at $382 found 4 days ago