Route Price Intelligence
Cheap Flights From Milwaukee to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$195
Great Deal
Under $171
Typical Range
$171 – $219
Lowest We've Seen
$107
Based on 238 price pointshigh confidence
Monthly Price Guide
Jan
$205
Feb
$205
Mar
$219
Apr
$219
May
—
Jun
—
Jul
$373
Aug
$195
Sep
$171
Oct
$171
Nov
$195
Dec
$204
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 $171. The most expensive month tends to be July at around $373. For the best deals, consider flying in October, September, 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: October8,218 fares analyzedTypical low: $217
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