Route Price Intelligence
Cheap Flights From Milwaukee to Chicago Midway
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$228
Deals From
$219
Usually Costs
$219 – $258
Lowest We've Seen
$107
Based on 4,218 price pointshigh confidence
Monthly Price Guide
Jan
—
Feb
—
Mar
$348
Apr
$210
May
$201
Jun
$219
Jul
$248
Aug
$239
Sep
$232
Oct
$258
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 March at around $348. For the best deals, consider flying in May, April, June.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $10773 price checksWorst: $219