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

Tuesday, December 22nd, 2026

8 round-trip options

Returning
Sun, Dec 27, 20265 Day Trip
$532 USD
Returning
Mon, Dec 28, 20266 Day Trip
$482 USD
Returning
Wed, Dec 30, 20268 Day Trip
$397 USD
Returning
Thu, Dec 31, 20269 Day Trip
$445 USD
Returning
Fri, Jan 1, 202710 Day Trip
$439 USD
Returning
Sat, Jan 2, 202711 Day Trip
$397 USD
Returning
Mon, Jan 4, 202713 Day Trip
$393 USD
Returning
Tue, Jan 5, 202714 Day Trip
$329 USD