Route Price Intelligence
Cheap Flights From Milwaukee to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$219
Deals From
$219
Usually Costs
$219 – $219
Lowest We've Seen
$107
Based on 6,999 price pointshigh confidence
Monthly Price Guide
Jan
$219
Feb
$219
Mar
$394
Apr
$239
May
$201
Jun
$219
Jul
$219
Aug
$219
Sep
$219
Oct
$219
Nov
$219
Dec
$219
Cheapest Average Expensive
Best Time to Fly from Milwaukee to Chicago
The cheapest time to fly from Milwaukee to Chicago is typically May, when fares average around $201. The most expensive month tends to be March at around $394. For the best deals, consider flying in May, October, November.
Cheapest Fare Found (Last 90 Days)
The lowest round-trip price available on each day we checked
Best: $10781 price checksWorst: $219