Route Price Intelligence
Cheap Flights From Milwaukee to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$219
Great Deal
Under $195
Typical Range
$195 – $237
Lowest We've Seen
$107
Based on 255 price pointshigh confidence
Monthly Price Guide
Jan
$228
Feb
$237
Mar
—
Apr
—
May
—
Jun
$373
Jul
$195
Aug
$195
Sep
$181
Oct
$195
Nov
$195
Dec
$219
Cheapest Average Expensive
Best Time to Fly from Milwaukee to Chicago Midway
The cheapest time to fly from Milwaukee to Chicago Midway is typically September, when fares average around $181. The most expensive month tends to be June at around $373. For the best deals, consider flying in September, October, 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: November1,732 fares analyzedTypical low: $195
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