Cheap flights from Chicago to Milwaukee

One-way fares from $164 · CHI → MKE · prices found by travellers in the last 48 hours

Compare all dates Milwaukee → Chicago
Cheapest fare
$164

American Airlines · Mon, Nov 16

Cheapest month
November

from $164

Direct flights
Yes

American Airlines

Flight time
0h 59m

130 km

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Cheapest month to fly from Chicago to Milwaukee

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $164

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

American Airlines
Depart06:49 Mon, Nov 16ORD → MKE 0h 59m · Direct
$164one way, per person
View deal
See every date in November 2026 →

Plan the rest of your trip to Milwaukee

Where to stay, what to do and getting around, from our travel partners.

Where to stay

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Things to do

Things to do in MilwaukeeTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in MilwaukeePre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in MilwaukeeCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from Chicago to Milwaukee

Chicago (CHI) and Milwaukee (MKE) are about 130 km apart. Direct flights take around 0h 59m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $164, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Chicago to Milwaukee?

The cheapest one-way fare we've seen recently is $164 with American Airlines, departing Monday, November 16, 2026.

What is the cheapest month to fly from Chicago to Milwaukee?

November 2026 currently has the lowest fares, from $164 one way.

Are there direct flights from Chicago to Milwaukee?

Yes. Recent direct fares were with American Airlines.

How long is the flight from Chicago to Milwaukee?

A direct flight takes about 0h 59m. Chicago and Milwaukee are around 130 km apart.

Which airlines fly from Chicago to Milwaukee?

Recent fares on this route were with American Airlines.

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