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

Monday, September 14th, 2026

6 round-trip options

Returning
Sun, Sep 20, 20266 Day Trip
$277 USD
Returning
Tue, Sep 22, 20268 Day Trip
$247 USD
Returning
Thu, Sep 24, 202610 Day Trip
$257 USD
Returning
Fri, Sep 25, 202611 Day Trip
$277 USD
Returning
Sat, Sep 26, 202612 Day Trip
$247 USD
Returning
Mon, Sep 28, 202614 Day Trip
$257 USD