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 3 days ago

$215

Roundtrip

found 3 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 3 days ago

Sat, Sep 6 - Fri, Sep 12

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$223 Roundtrip, found 3 days ago

$223

Roundtrip

found 3 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 3 days ago

Sun, Sep 7 - Thu, Sep 18

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$234 Roundtrip, found 3 days ago

$234

Roundtrip

found 3 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 3 days ago

Sat, Sep 6 - Thu, Sep 11

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$239 Roundtrip, found 3 days ago

$239

Roundtrip

found 3 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 3 days ago

Fri, Sep 5 - Thu, Sep 18

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$242 Roundtrip, found 3 days ago

$242

Roundtrip

found 3 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 3 days ago

Sun, Sep 7 - Fri, Sep 12

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$243 Roundtrip, found 3 days ago

$243

Roundtrip

found 3 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 3 days ago

Sat, Oct 4 - Sat, Oct 4

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$243 Roundtrip, just found

$243

Roundtrip

just found

Select Frontier Airlines flight, departing Sat, Oct 4 from Midway Intl. to Luis Munoz Marin Intl., returning Sat, Oct 4, priced at $243 just found

Fri, Sep 5 - Fri, Sep 12

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$250 Roundtrip, found 3 days ago

$250

Roundtrip

found 3 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 3 days ago

Sat, Aug 30 - Sat, Sep 6

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$257 Roundtrip, found 3 days ago

$257

Roundtrip

found 3 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 3 days ago

Sun, Oct 5 - Mon, Oct 6

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$258 Roundtrip, just found

$258

Roundtrip

just found

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

Sat, Sep 6 - Wed, Sep 10

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$261 Roundtrip, found 3 days ago

$261

Roundtrip

found 3 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 3 days ago

Thu, Oct 2 - Sun, Oct 5

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$261 Roundtrip, just found

$261

Roundtrip

just found

Select Spirit Airlines flight, departing Thu, Oct 2 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Oct 5, priced at $261 just found

Sat, Oct 4 - Sun, Oct 5

MDW

Midway Intl.

SJU

Luis Munoz Marin Intl.

$263 Roundtrip, just found

$263

Roundtrip

just found

Select Frontier Airlines flight, departing Sat, Oct 4 from Midway Intl. to Luis Munoz Marin Intl., returning Sun, Oct 5, priced at $263 just found

Sun, Oct 5 - Wed, Oct 8

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$264 Roundtrip, just found

$264

Roundtrip

just found

Select Spirit Airlines flight, departing Sun, Oct 5 from O'Hare Intl. to Luis Munoz Marin Intl., returning Wed, Oct 8, priced at $264 just found

Mon, Sep 29 - Sun, Oct 5

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$268 Roundtrip, just found

$268

Roundtrip

just found

Select Spirit Airlines flight, departing Mon, Sep 29 from O'Hare Intl. to Luis Munoz Marin Intl., returning Sun, Oct 5, priced at $268 just found

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 4 days ago

$351

Roundtrip

found 4 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 4 days ago

Wed, Mar 4 - Tue, Mar 10

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$382 Roundtrip, found 3 days ago

$382

Roundtrip

found 3 days ago

Select United flight, departing Wed, Mar 4 from O'Hare Intl. to Luis Munoz Marin Intl., returning Tue, Mar 10, priced at $382 found 3 days ago

Wed, Mar 4 - Tue, Mar 10

ORD

O'Hare Intl.

SJU

Luis Munoz Marin Intl.

$382 Roundtrip, found 3 days ago

$382

Roundtrip

found 3 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 3 days ago

Tue, Jul 29 - Sat, Aug 9

ORD

O'Hare Intl.

BQN

Rafael Hernandez

$696 Roundtrip, found 6 days ago

$696

Roundtrip

found 6 days ago

Select JetBlue Airways flight, departing Tue, Jul 29 from O'Hare Intl. to Rafael Hernandez, returning Sat, Aug 9, priced at $696 found 6 days ago