San Juan (SJU) to Chicago (ORD) flight deal in business from $879

American AirlinesAAAmerican Airlines
Round Trip•Business Class
Puerto RicoSJU

Luis Muñoz Marín International Airport

San Juan, Puerto Rico
United StatesORD

O'Hare International Airport

Chicago, United States
$1,034 USD
-15%$879 USD
Verified 13 days ago
Fair Availability
21% of dates checked are available within 10% of the lowest price

Friday, October 2nd, 2026

6 round-trip options

Returning
Wed, Oct 7, 2026•5 Day Trip
$987 USD
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Returning
Thu, Oct 8, 2026•6 Day Trip
$986 USD
Google Flights
Returning
Mon, Oct 12, 2026•10 Day Trip
$1,077 USD
Google Flights
Returning
Tue, Oct 13, 2026•11 Day Trip
$986 USD
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Returning
Thu, Oct 15, 2026•13 Day Trip
$986 USD
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Returning
Fri, Oct 16, 2026•14 Day Trip
$986 USD
Google Flights