Route Price Intelligence
Cheap Flights From Chicago to San Diego
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$217
Great Deal
Under $217
Typical Range
$217 – $347
Lowest We've Seen
$95
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$209
Feb
$217
Mar
$217
Apr
$217
May
$217
Jun
$270
Jul
$290
Aug
$217
Sep
$217
Oct
$217
Nov
$217
Dec
$217
Cheapest Average Expensive
Best Time to Fly from Chicago to San Diego
The cheapest time to fly from Chicago to San Diego is typically January, when fares average around $209. The most expensive month tends to be July at around $290. For the best deals, consider flying in January, October, November.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: November12,688 fares analyzedTypical low: $347
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