San Juan (SJU) to Chicago (ORD) flight deal in economy from $307
SJULuis Muñoz Marín International Airport
San Juan, Puerto Rico
ORDO'Hare International Airport
Chicago, United States
$532 USD
-42%$307 USD
Verified 1 day agoDecember 2026
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Limited Availability
10% of dates checked are available within 10% of the lowest price
Thursday, December 24th, 2026
10 round-trip options
Returning
Tue, Dec 29, 2026•5 Day Trip
$599 USD
Returning
Wed, Dec 30, 2026•6 Day Trip
$540 USD
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Thu, Dec 31, 2026•7 Day Trip
$527 USD
Returning
Fri, Jan 1, 2027•8 Day Trip
$487 USD
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Sat, Jan 2, 2027•9 Day Trip
$462 USD
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Sun, Jan 3, 2027•10 Day Trip
$471 USD
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Mon, Jan 4, 2027•11 Day Trip
$457 USD
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Tue, Jan 5, 2027•12 Day Trip
$457 USD
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Wed, Jan 6, 2027•13 Day Trip
$478 USD
Returning
Thu, Jan 7, 2027•14 Day Trip
$462 USD