Flights from Chicago › United States
Cheap flights Chicago to San Diego
On this route, the single ticket is usually the best choice: simpler, and the connection is guaranteed.
- With a single ticketfrom €974 Nov · 5h 24m · 1 stopover in Denver
Getzy compares the single ticket with thousands of combinations and tells you which one is worth it.
Indicative prices seen recently, to check when you book
Which day to go in November?
Lowest price found for each departure day (single ticket or combination).
- Cheapest · Wednesday 4 November€97
- Monday 2 November€115
- Sunday 1 November€121
Cheapest month to fly Chicago to San Diego
OctNovDecJan
Lowest price by departure month · one-way, single ticket
The cheapest month
January 2027
from €96
Which way to San Diego?
More cheap destinations from Chicago
Deals in your inbox
The best prices from your city, once a week. Unsubscribe in one click.