Next departures from Chicago to Milwaukee on 1 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
MKE Airport - Trains
CheapestFastest
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Next departures from Chicago to Milwaukee on 2 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
MKE Airport - Trains
CheapestFastest
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Next departures from Chicago to Milwaukee on 3 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
MKE Airport - Trains
CheapestFastest
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Next departures from Chicago to Milwaukee on 4 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
MKE Airport - Trains
CheapestFastest
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Next departures from Chicago to Milwaukee on 5 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
MKE Airport - Trains
CheapestFastest
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Next departures from Chicago to Milwaukee on 6 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
MKE Airport - Trains
CheapestFastest
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Next departures from Chicago to Milwaukee on 7 December
Operated by
Vehicle type
Departure time
Departure location
Trip duration
Arrival time
Arrival location
Recommended
Price and booking link
Train
Chicago (Union Station), IL
MKE Airport - Trains
Cheapest
Train
Chicago (Union Station), IL
MKE Airport - Trains
Fastest
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
MKE Airport - Trains
No tags
Train
Chicago (Union Station), IL
Intermodal Station
No tags
Last refresh of the prices: Today at 12:42 CST.
Compare 2 ways to travel from Chicago to Milwaukee
We recommend taking the train
Among the sustainable travel choices, the train stands out as a good way to reach Milwaukee. The journey takes about 1 hour 29 minutes and with fares starting at just £18, it presents an excellent value for a comfortable ride.
Passengers have shared positive experiences, highlighting the comfortable seats and ample legroom. The staff is noted for their friendliness, and departures are punctual even when trains are full. However, some users experienced issues with non-functional WiFi during their journey. Overall, travelers enjoyed a smooth and pleasant ride with adequate luggage space available.
Amtrak Chicago Milwaukee recent customer reviews
Once we figured out we were on the wrong side of the terminal we were able to just make it on the train. After that the ride was smooth and comfortable. Tons of leg room and racks for luggage. Thoroughly enjoyed the experience.
5 out of 5 stars
Kurt R.
Very friendly staff. Departed on time. Seats for everyone even though it was a very full train.
5 out of 5 stars
Nathan K.
I like the comfortable seats. I didn't like it that the wifi didn't work for me.
Frequently asked questions about travelling from Chicago to Milwaukee by train
Please note that timetables, routes, or operator details shown here may be updated or vary at the time of your journey.
How much does a train ticket cost from Chicago to Milwaukee?
The cheapest train tickets from Chicago to Milwaukee start from £18. The average price for this train route is around £23. Busbud recommends booking your tickets in advance for the best chance of getting the lowest possible price.
How long is the train journey from Chicago to Milwaukee?
The average train journey time from Chicago to Milwaukee is 1h 29m, covering a distance of 75 miles. The fastest train gets you there in 1h 13m and is operated by Amtrak.
Which train operators serve the Chicago to Milwaukee route?
Several major train operators run on this route with 14 trains available per day.
What are the earliest and latest departure times for the train from Chicago to Milwaukee?
The earliest train from Chicago to Milwaukee departs at 06:10. And the latest train departs at 23:25.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
Best price found
28/11
£21
29/11
£28
Today
£30
01/12
£28
02/12
£18
03/12
£17
04/12
£18
05/12
£17
The cheapest trip from Chicago to Milwaukee was searched and found on 3 Dec 2025 with a price of £17
To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Chicago to Milwaukee as early as possible.
You can expect to pay from £17 to £30 for a train ticket from Chicago to Milwaukee based on the last 2 days. You can expect to find the cheapest price for the trip at £17, which is on 2025-12-03.
What's the cheapest way to go from Chicago to Milwaukee?
The train is the cheapest travel choice for this destination
The best way to travel between Chicago and Milwaukee is by train. By choosing the train, you'll get to save some money as you travel to your destination, as ticket prices cost £23 on average. If you're on a budget, you'll find cheap tickets from £18. If you're looking for the fastest way to get to Milwaukee, choose the train, as it will take you from Chicago to Milwaukee in about 1h 29m – that's the fastest way to get there!