
Testing VGA-2198 Headline Subtitle Ania Liz 11,500Miles*+taxes and fees
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Popular Chicago to Puerto Rico flight itineraries
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*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. Additional bag and optional fees for products and services may apply.

Related flights.
- Miami - Puerto Rico
- Dallas - Puerto Rico
- Charlotte - Puerto Rico
- Philadelphia - Puerto Rico
- Los Angeles - Puerto Rico
- Orlando - Puerto Rico
- Austin - Puerto Rico
- Phoenix - Puerto Rico
- Tampa - Puerto Rico
- San Francisco - Puerto Rico
- New York - Puerto Rico
- Raleigh - Puerto Rico
- Boston - Puerto Rico
- Seattle - Puerto Rico
- Washington, D.C. - Puerto Rico
Explore American Airlines's Top-Pick Destinations
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From | To | Fare type | Travel dates | Price |
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Chicago (ORD) | San Juan (SJU) | Round trip I Economy | 09/14/25 - 09/20/25 | from $355Fare subject to changes Updated: 21 hours ago |
Chicago (CHI) | San Juan (SJU) | Round trip I Economy | 05/07/25 - 05/14/25 | from $377Fare subject to changes Updated: 8 hours ago |
Testing VGA-1996 Ania Prepro
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From | To | Fare type | Travel dates | Price | Booking |
---|---|---|---|---|---|
Chicago (ORD) | London (LHR) | Round trip I Premium Economy | 10/11/25 - 10/24/25 | from $1,567Fare subject to changes Updated: 9 hours ago | |
Chicago (ORD) | Rome (FCO) | Round trip I Premium Economy | 08/25/25 - 12/13/25 | from $1,972Fare subject to changes Updated: 2 hours ago | |
Chicago (ORD) | Athens (ATH) | Round trip I Premium Economy | 08/02/25 - 08/20/25 | from $2,440Fare subject to changes Updated: 16 hours ago | |
Chicago (ORD) | Madrid (MAD) | Round trip I Premium Economy | 10/08/25 - 10/14/25 | from $1,486Fare subject to changes Updated: 13 hours ago | |
Chicago (ORD) | Barcelona (BCN) | Round trip I Premium Economy | 08/12/25 - 08/19/25 | from $1,705Fare subject to changes Updated: 16 hours ago | |
Chicago (ORD) | Paris (CDG) | Round trip I Premium Economy | 09/29/25 - 11/03/25 | from $1,573Fare subject to changes Updated: 13 hours ago | |
Chicago (ORD) | Dublin (DUB) | Round trip I Premium Economy | 08/18/25 - 12/23/25 | from $1,624Fare subject to changes Updated: 16 hours ago | |
Chicago (ORD) | Tokyo (TYO) | Round trip I Premium Economy | 09/29/25 - 10/13/25 | from $3,411Fare subject to changes Updated: 16 hours ago | |
Chicago (ORD) | Honolulu (HNL) | Round trip I Premium Economy | 04/29/25 - 05/09/25 | from $1,442Fare subject to changes Updated: 9 hours ago | |
Chicago (ORD) | Tokyo (HND) | Round trip I Premium Economy | 06/16/25 - 06/30/25 | from $6,448Fare subject to changes Updated: 11 hours ago | |
Chicago (ORD) | London (LON) | Round trip I Premium Economy | 10/04/25 - 10/12/25 | from $1,687Fare subject to changes Updated: 13 hours ago | |
Chicago (ORD) | Naples (NAP) | Round trip I Premium Economy | 09/09/25 - 09/19/25 | from $2,397Fare subject to changes Updated: 13 hours ago | |
Chicago (ORD) | Maui (OGG) | Round trip I Premium Economy | 09/16/25 - 09/21/25 | from $1,456Fare subject to changes Updated: 13 hours ago | |
Chicago (CHI) | London (LON) | Round trip I Premium Economy | 05/14/25 - 05/20/25 | from $1,749Fare subject to changes Updated: 10 hours ago | |
Chicago (ORD) | Lisbon (LIS) | Round trip I Premium Economy | 04/27/25 - 05/06/25 | from $1,825Fare subject to changes Updated: 14 hours ago | |
Chicago (ORD) | Kona (KOA) | Round trip I Premium Economy | 05/22/25 - 05/27/25 | from $2,491Fare subject to changes Updated: 7 hours ago | |
Chicago (ORD) | Sydney (SYD) | Round trip I Premium Economy | 08/24/25 - 09/07/25 | from $3,812Fare subject to changes Updated: 12 hours ago | |
Chicago (ORD) | Venice (VCE) | Round trip I Premium Economy | 10/12/25 - 10/30/25 | from $1,974Fare subject to changes Updated: 14 hours ago | |
Chicago (CHI) | Paris (PAR) | Round trip I Premium Economy | 10/08/25 - 10/16/25 | from $1,578Fare subject to changes Updated: 15 hours ago | |
Chicago (ORD) | Amsterdam (AMS) | Round trip I Premium Economy | 09/07/25 - 09/20/25 | from $2,277Fare subject to changes Updated: 15 hours ago |
Interlinking Feature (TC#4) #%#Origin.Country#%#
- Interlinking Feature (TC#4) England
- Interlinking Feature (TC#4) Mexico
- Interlinking Feature (TC#4) Spain
- Interlinking Feature (TC#4) Australia
- Interlinking Feature (TC#4) Japan
- Interlinking Feature (TC#4) Cuba
- Interlinking Feature (TC#4) France
- Interlinking Feature (TC#4) the Dominican Republic
- Interlinking Feature (TC#4) Italy
- Interlinking Feature (TC#4) Puerto Rico
- Interlinking Feature (TC#4) Peru
- Interlinking Feature (TC#4) Argentina
- Interlinking Feature (TC#4) Brazil
- Interlinking Feature (TC#4) Ireland
- Interlinking Feature (TC#4) China
- Interlinking Feature (TC#4) Germany
- Interlinking Feature (TC#4) South Korea
- Interlinking Feature (TC#4) Greece
- Interlinking Feature (TC#4) Colombia
- Interlinking Feature (TC#4) the Bahamas
- Interlinking Feature (TC#4) Canada
- Interlinking Feature (TC#4) Jamaica
- Interlinking Feature (TC#4) the Netherlands
- Interlinking Feature (TC#4) to Portugal
- Interlinking Feature (TC#4) Costa Rica
- Interlinking Feature (TC#4) Aruba
- Interlinking Feature (TC#4) the U.S. Virgin Islands
- Interlinking Feature (TC#4) Sint Maarten Island
- Interlinking Feature (TC#4) Guyana