Route Price Intelligence
Cheap Flights From Milwaukee to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$248
Deals From
$228
Usually Costs
$228 – $277
Lowest We've Seen
$107
Based on 6,754 price pointshigh confidence
Monthly Price Guide
Jan
$297
Feb
$267
Mar
$253
Apr
$234
May
$239
Jun
$287
Jul
$279
Aug
$238
Sep
$237
Oct
$267
Nov
—
Dec
—
Cheapest Average Expensive
Best Time to Fly from Milwaukee to Chicago Midway
The cheapest time to fly from Milwaukee to Chicago Midway is typically April, when fares average around $234. The most expensive month tends to be January at around $297. For the best deals, consider flying in April, September, August.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $10760 price checksWorst: $208