San Diego (SAN) to Chicago (ORD) flight deal in economy from $237
SANSan Diego International Airport
San Diego, United States
ORDO'Hare International Airport
Chicago, United States
$325 USD
-27%$237 USD
Verified about 6 hours agoAugust 2026
Mon
Tue
Wed
Thu
Fri
Sat
Sun
Fair Availability
28% of dates checked are available within 10% of the lowest price
Thursday, August 27th, 2026
6 round-trip options
Returning
Wed, Sep 2, 2026•6 Day Trip
$247 USD
Returning
Thu, Sep 3, 2026•7 Day Trip
$257 USD
Returning
Fri, Sep 4, 2026•8 Day Trip
$287 USD
Returning
Sun, Sep 6, 2026•10 Day Trip
$272 USD
Returning
Mon, Sep 7, 2026•11 Day Trip
$257 USD
Returning
Tue, Sep 8, 2026•12 Day Trip
$247 USD