Route Price Intelligence
Cheap Flights From Milwaukee to Chicago
Live pricing benchmarks, monthly patterns, and historical lows for this route.
Typical Price
$195
Great Deal
Under $195
Typical Range
$195 – $219
Lowest We've Seen
$107
Based on 271 price pointshigh confidence
Monthly Price Guide
Jan
$205
Feb
$205
Mar
$209
Apr
$209
May
$195
Jun
$195
Jul
$209
Aug
$195
Sep
$171
Oct
$171
Nov
$195
Dec
$204
Cheapest Average Expensive
Best Time to Fly from Milwaukee to Chicago
The cheapest time to fly from Milwaukee to Chicago is typically October, when fares average around $171. The most expensive month tends to be July at around $209. For the best deals, consider flying in October, September, November.
Typical Price by Travel Month
Median round-trip fare for each month, with the typical price range, from our ongoing tracking of this route
Cheapest month: November5,027 fares analyzedTypical low: $219
Other Destinations From Milwaukee
Abidjan(ABJ)Albuquerque(ABQ)Acapulco(ACA)Accra(ACC)Izmir(ADB)Addis Ababa(ADD)Adelaide(ADL)Malaga(AGP)Aguascalientes(AGU)Auckland(AKL)Albany(ALB)Algiers(ALG)Ahmedabad(AMD)Amman(AMM)Amsterdam(AMS)Anchorage(ANC)Stockholm(ARN)Asuncion(ASU)Athens(ATH)Atlanta(ATL)Aruba(AUA)Abu Dhabi(AUH)Austin(AUS)Bahrain(BAH)