Route Price Intelligence
Cheap Flights From Milwaukee to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$199
Deals From
$199
Usually Costs
$199 – $199
Lowest We've Seen
$107
Based on 8,348 price pointshigh confidence
Monthly Price Guide
Jan
$224
Feb
$192
Mar
$182
Apr
$182
May
$199
Jun
$199
Jul
$199
Aug
$199
Sep
$199
Oct
$199
Nov
$199
Dec
$199
Cheapest Average Expensive
Best Time to Fly from Milwaukee to Chicago
The cheapest time to fly from Milwaukee to Chicago is typically March, when fares average around $182. The most expensive month tends to be January at around $224. For the best deals, consider flying in March, April, February.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $10761 price checksWorst: $199