San Juan (SJU) to Chicago (ORD) flight deal in economy from $227

American AirlinesAAAmerican Airlines
Round Trip•Economy
Puerto RicoSJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico
United StatesORD

O'Hare International Airport

Chicago, United States
$462 USD
-51%$227 USD
Verified 1 day ago
Extremely Rare Availability
4% of dates checked are available within 10% of the lowest price

Wednesday, September 16th, 2026

9 round-trip options

Returning
Tue, Sep 22, 2026•6 Day Trip
$316 USD
Google Flights
Returning
Wed, Sep 23, 2026•7 Day Trip
$321 USD
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Returning
Thu, Sep 24, 2026•8 Day Trip
$316 USD
Google Flights
Returning
Fri, Sep 25, 2026•9 Day Trip
$316 USD
Google Flights
Returning
Sat, Sep 26, 2026•10 Day Trip
$316 USD
Google Flights
Returning
Sun, Sep 27, 2026•11 Day Trip
$316 USD
Google Flights
Returning
Mon, Sep 28, 2026•12 Day Trip
$316 USD
Google Flights
Returning
Tue, Sep 29, 2026•13 Day Trip
$316 USD
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Returning
Wed, Sep 30, 2026•14 Day Trip
$321 USD
Google Flights