By air
Flights from Chicago to San Diego
Fly from Chicago to San Diego (SAN), direct — then arrive and explore.
Searched and booked on Aviasales. Head Your Way may earn a commission at no extra cost to you.
Flight details and fares
Chicago to San Diego at a glance
- Arrival airport
- SAN
- Routing
- Direct found
- Recent fare from
- £186
- Fare found
- 2026-09-12
£186 is the cheapest recent one-way fare our flight-data partner found for Chicago to San Diego; live prices move daily by date and demand. Check current Chicago to San Diego fares and pick your dates:
Are there direct flights from Chicago to San Diego?
Yes, our latest harvest found a direct, non-stop fare for Chicago to San Diego (found 2026-09-12). Direct availability varies by season and airline, so confirm non-stop routings for your exact dates in the search above.
Keep planning San Diego
The fare is the cheapest our flight-data partner (Travelpayouts) found for Chicago to San Diego, found around 2026-09-12: a recent SIGNAL, NOT a live or guaranteed quote, always check current fares before booking. The direct/indirect status reflects the routing found at that check and can vary by season and date. Airport codes from OurAirports. How Head Your Way compiles its data.