Roundtrip Airfares: Chicago, IL to/from San Diego, CA via Major Airlines BE $157 (Travel Oct-Dec 2025)

Roundtrip Airfares: Chicago, IL to/from San Diego, CA via Major Airlines BE $159 (Travel Oct-Dec 2025). Thumb Score: +12. Alaska, Southwest, United and American Airlines all have round trip airfares travelling to and from Chicago (ORD) and San Diego (SAN) for $159, nonstop. These are basic economy fares. On Alaska, Southwest and American you may have a personal item and a carry-on bag. On United, you may only have a personal item. There is no seat selection and no change. Travel Availability: Departs ORD: Oct 4, 7-8, 11, 14-15, 18, 21-22, 25, 28-29; Nov 1, 4-5, 8, 11-12, 15, 18-19; Dec 3, 6, 9-10, 13, 16-17