San Juan (SJU) to Chicago (ORD) flight deal in economy from $237
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$529 USD
-55%$237 USD
Verified 16 days agoDecember 2026
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Extremely Rare Availability
2% of dates checked are available within 10% of the lowest price
Wednesday, December 23rd, 2026
8 round-trip options
Returning
Tue, Dec 29, 2026•6 Day Trip
$579 USD
Returning
Wed, Dec 30, 2026•7 Day Trip
$542 USD
Returning
Thu, Dec 31, 2026•8 Day Trip
$518 USD
Returning
Fri, Jan 1, 2027•9 Day Trip
$489 USD
Returning
Sat, Jan 2, 2027•10 Day Trip
$479 USD
Returning
Sun, Jan 3, 2027•11 Day Trip
$462 USD
Returning
Mon, Jan 4, 2027•12 Day Trip
$457 USD
Returning
Tue, Jan 5, 2027•13 Day Trip
$462 USD