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

Tuesday, December 15th, 2026

8 round-trip options

Returning
Sun, Dec 20, 20265 Day Trip
$318 USD
Returning
Mon, Dec 21, 20266 Day Trip
$317 USD
Returning
Wed, Dec 23, 20268 Day Trip
$317 USD
Returning
Thu, Dec 24, 20269 Day Trip
$265 USD
Returning
Fri, Dec 25, 202610 Day Trip
$307 USD
Returning
Sat, Dec 26, 202611 Day Trip
$402 USD
Returning
Mon, Dec 28, 202613 Day Trip
$402 USD
Returning
Tue, Dec 29, 202614 Day Trip
$352 USD