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

Sunday, December 20th, 2026

4 round-trip options

Returning
Sat, Dec 26, 20266 Day Trip
$495 USD
Returning
Tue, Dec 29, 20269 Day Trip
$438 USD
Returning
Wed, Dec 30, 202610 Day Trip
$401 USD
Returning
Fri, Jan 1, 202712 Day Trip
$376 USD