Book Cheap Flights from Chicago to San Diego

Discounted Round-Trip Deals for Upcoming Months

Plan your next adventure with exclusive round-trip deals from Chicago to San Diego. Discover the best fares from top airlines and book your flights today with ease.

Explore Affordable One-Way and Round-Trip Options

Find cheap one-way or round-trip flights from Chicago to San Diego with no change fees. Use Google Flights to compare prices and find the perfect flight for your budget.

Last-Minute Deals and Best Round-Trip Flights

Don't miss out on incredible last-minute deals or the best round-trip flights from Midway and Chicago. Book your tickets now and secure the most affordable prices.