Route Price Intelligence
Cheap Flights From Madison to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$239
Great Deal
Under $239
Typical Range
$239 – $239
Lowest We've Seen
$179
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$239
Feb
$239
Mar
$239
Apr
—
May
—
Jun
—
Jul
$254
Aug
$239
Sep
$239
Oct
$239
Nov
$239
Dec
$239
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 $239. The most expensive month tends to be July at around $254. 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: August17,396 fares analyzedTypical low: $199