Route Price Intelligence
Cheap Flights From Milwaukee to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$219
Great Deal
Under $219
Typical Range
$219 – $219
Lowest We've Seen
$107
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$219
Feb
—
Mar
—
Apr
$362
May
$219
Jun
$219
Jul
$219
Aug
$219
Sep
$219
Oct
$219
Nov
$219
Dec
$219
Cheapest Average Expensive
Best Time to Fly from Milwaukee to Chicago
The cheapest time to fly from Milwaukee to Chicago is typically October, when fares average around $219. The most expensive month tends to be April at around $362. 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: August18,807 fares analyzedTypical low: $200