Route Price Intelligence
Cheap Flights From Chicago to San Diego
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$307
Deals From
$251
Usually Costs
$251 – $347
Lowest We've Seen
$95
Based on 8,754 price pointshigh confidence
Monthly Price Guide
Jan
$347
Feb
$347
Mar
$424
Apr
$225
May
$230
Jun
$290
Jul
$285
Aug
$270
Sep
$347
Oct
$347
Nov
$347
Dec
$347
Cheapest Average Expensive
Best Time to Fly from Chicago to San Diego
The cheapest time to fly from Chicago to San Diego is typically April, when fares average around $225. The most expensive month tends to be March at around $424. For the best deals, consider flying in April, May, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $9589 price checksWorst: $287