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

Tuesday, December 29th, 2026

9 round-trip options

Returning
Sun, Jan 3, 2027•5 Day Trip
$662 USD
Google Flights
Returning
Mon, Jan 4, 2027•6 Day Trip
$662 USD
Google Flights
Returning
Wed, Jan 6, 2027•8 Day Trip
$567 USD
Google Flights
Returning
Thu, Jan 7, 2027•9 Day Trip
$566 USD
Google Flights
Returning
Fri, Jan 8, 2027•10 Day Trip
$566 USD
Google Flights
Returning
Sat, Jan 9, 2027•11 Day Trip
$562 USD
Google Flights
Returning
Sun, Jan 10, 2027•12 Day Trip
$562 USD
Google Flights
Returning
Mon, Jan 11, 2027•13 Day Trip
$562 USD
Google Flights
Returning
Tue, Jan 12, 2027•14 Day Trip
$562 USD
Google Flights