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

Thursday, December 24th, 2026

6 round-trip options

Returning
Tue, Dec 29, 2026•5 Day Trip
$454 USD
Google Flights
Returning
Wed, Dec 30, 2026•6 Day Trip
$454 USD
Google Flights
Returning
Fri, Jan 1, 2027•8 Day Trip
$310 USD
Google Flights
Returning
Sun, Jan 3, 2027•10 Day Trip
$378 USD
Google Flights
Returning
Tue, Jan 5, 2027•12 Day Trip
$249 USD
Google Flights
Returning
Thu, Jan 7, 2027•14 Day Trip
$257 USD
Google Flights