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

Monday, October 19th, 2026

6 round-trip options

Returning
Sun, Oct 25, 20266 Day Trip
$277 USD
Returning
Tue, Oct 27, 20268 Day Trip
$247 USD
Returning
Thu, Oct 29, 202610 Day Trip
$257 USD
Returning
Fri, Oct 30, 202611 Day Trip
$272 USD
Returning
Sat, Oct 31, 202612 Day Trip
$247 USD
Returning
Mon, Nov 2, 202614 Day Trip
$257 USD