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

Wednesday, December 23rd, 2026

6 round-trip options

Returning
Mon, Dec 28, 2026•5 Day Trip
$568 USD
Google Flights
Returning
Tue, Dec 29, 2026•6 Day Trip
$530 USD
Google Flights
Returning
Thu, Dec 31, 2026•8 Day Trip
$333 USD
Google Flights
Returning
Sat, Jan 2, 2027•10 Day Trip
$439 USD
Google Flights
Returning
Mon, Jan 4, 2027•12 Day Trip
$403 USD
Google Flights
Returning
Wed, Jan 6, 2027•14 Day Trip
$325 USD
Google Flights