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

Monday, December 14th, 2026

6 round-trip options

Returning
Sat, Dec 19, 2026•5 Day Trip
$353 USD
Google Flights
Returning
Sun, Dec 20, 2026•6 Day Trip
$327 USD
Google Flights
Returning
Tue, Dec 22, 2026•8 Day Trip
$249 USD
Google Flights
Returning
Thu, Dec 24, 2026•10 Day Trip
$257 USD
Google Flights
Returning
Sat, Dec 26, 2026•12 Day Trip
$494 USD
Google Flights
Returning
Mon, Dec 28, 2026•14 Day Trip
$492 USD
Google Flights