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

Friday, December 18th, 2026

5 round-trip options

Returning
Thu, Dec 24, 20266 Day Trip
$365 USD
Returning
Sun, Dec 27, 20269 Day Trip
$527 USD
Returning
Mon, Dec 28, 202610 Day Trip
$461 USD
Returning
Wed, Dec 30, 202612 Day Trip
$411 USD
Returning
Fri, Jan 1, 202714 Day Trip
$386 USD