Route Price Intelligence
Cheap Flights From Milwaukee to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$219
Deals From
$219
Usually Costs
$219 – $228
Lowest We've Seen
$107
Based on 2,198 price pointshigh confidence
Monthly Price Guide
Jan
—
Feb
—
Mar
—
Apr
$329
May
$201
Jun
$219
Jul
$219
Aug
$219
Sep
$228
Oct
$219
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 May, when fares average around $201. The most expensive month tends to be April at around $329. For the best deals, consider flying in May, October, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $10760 price checksWorst: $219