San Diego (SAN) to Chicago (ORD) flight deal in economy from $237

American AirlinesAAAmerican Airlines
Round Trip•Economy
United StatesSAN

San Diego International Airport

San Diego, United States
United StatesORD

O'Hare International Airport

Chicago, United States
$333 USD
-29%$237 USD
Verified about 10 hours ago
Fair Availability
28% of dates checked are available within 10% of the lowest price

Saturday, December 19th, 2026

6 round-trip options

Returning
Thu, Dec 24, 2026•5 Day Trip
$327 USD
Google Flights
Returning
Fri, Dec 25, 2026•6 Day Trip
$342 USD
Google Flights
Returning
Sun, Dec 27, 2026•8 Day Trip
$553 USD
Google Flights
Returning
Tue, Dec 29, 2026•10 Day Trip
$651 USD
Google Flights
Returning
Thu, Dec 31, 2026•12 Day Trip
$327 USD
Google Flights
Returning
Sat, Jan 2, 2027•14 Day Trip
$433 USD
Google Flights