Route Price Intelligence
Cheap Flights From Madison to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$179
Deals From
$179
Usually Costs
$179 – $199
Lowest We've Seen
$179
Based on 7,590 price pointshigh confidence
Monthly Price Guide
Jan
$224
Feb
$194
Mar
$179
Apr
$179
May
$179
Jun
$179
Jul
$209
Aug
$179
Sep
$179
Oct
$190
Nov
$179
Dec
$179
Cheapest Average Expensive
Best Time to Fly from Madison to Chicago
The cheapest time to fly from Madison to Chicago is typically November, when fares average around $179. The most expensive month tends to be January at around $224. For the best deals, consider flying in November, December, March.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $17958 price checksWorst: $199