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

Saturday, December 19th, 2026

5 round-trip options

Returning
Fri, Dec 25, 20266 Day Trip
$435 USD
Returning
Mon, Dec 28, 20269 Day Trip
$452 USD
Returning
Tue, Dec 29, 202610 Day Trip
$438 USD
Returning
Thu, Dec 31, 202612 Day Trip
$401 USD
Returning
Sat, Jan 2, 202714 Day Trip
$389 USD