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

Wednesday, December 16th, 2026

5 round-trip options

Returning
Tue, Dec 22, 20266 Day Trip
$264 USD
Returning
Fri, Dec 25, 20269 Day Trip
$361 USD
Returning
Sat, Dec 26, 202610 Day Trip
$421 USD
Returning
Mon, Dec 28, 202612 Day Trip
$378 USD
Returning
Wed, Dec 30, 202614 Day Trip
$327 USD