Route Price Intelligence
Cheap Flights From Madison to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$269
Great Deal
Under $269
Typical Range
$269 – $269
Lowest We've Seen
$179
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$269
Feb
$269
Mar
$269
Apr
$269
May
$269
Jun
—
Jul
—
Aug
—
Sep
$284
Oct
$269
Nov
$269
Dec
$269
Cheapest Average Expensive
Best Time to Fly from Madison to Chicago
The cheapest time to fly from Madison to Chicago is typically October, when fares average around $269. The most expensive month tends to be September at around $284. For the best deals, consider flying in October, November, December.
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: September10,560 fares analyzedTypical low: $199