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

Thursday, December 17th, 2026

5 round-trip options

Returning
Wed, Dec 23, 20266 Day Trip
$249 USD
Returning
Sat, Dec 26, 20269 Day Trip
$429 USD
Returning
Sun, Dec 27, 202610 Day Trip
$451 USD
Returning
Tue, Dec 29, 202612 Day Trip
$372 USD
Returning
Thu, Dec 31, 202614 Day Trip
$335 USD