Next train departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Train | MKE Airport - Trains | Chicago (Union Station), IL | Cheapest | ||||
| Train | MKE Airport - Trains | Chicago (Union Station), IL | Fastest | ||||
| Train | MKE Airport - Trains | Chicago (Union Station), IL | No tags | ||||
| Train | MKE Airport - Trains | Chicago (Union Station), IL | No tags | ||||
| Train | MKE Airport - Trains | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Today at 00:00 CST.
Compare 2 ways to travel from Milwaukee to Chicago
Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 1 hour 29 minutes and with fares starting at just £18, it presents an excellent value for a comfortable ride.
Train Companies
Customers generally found the booking process straightforward and appreciated a pleasant, relaxing trip. They noted that bringing extra layers is advisable due to cold temperatures on board. Some mentioned minor issues such as delays caused by equipment problems and interactions with staff could be improved in certain situations.
Amtrak Milwaukee Chicago recent customer reviews
It was very relaxing and quiet had a great nap just didn’t like how cold It was but luckily I brought my sweater
Chamqual G.
The conductor was very personable. There was a 40 minute delay due to equipment issues
Jeffrey B.
It was very easy to book an e-ticket The trip was pleasant there were no problems or issues
Muriel M.
Where are the popular train stations and stops in Milwaukee and Chicago?
Frequently asked questions about travelling from Milwaukee to Chicago by train
How much does a cheap train ticket from Milwaukee to Chicago cost?
The average train ticket price from Milwaukee to Chicago is £23. The best way to find cheap train tickets from Milwaukee to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!
How long is the train trip from Milwaukee to Chicago?
A train trip between Milwaukee and Chicago is around 1h 29m, although the fastest train will take about 1h 19m. This is the time it takes to travel the 84 miles that separates the two cities.
How many daily train are there between Milwaukee and Chicago?
The number of trains from Milwaukee to Chicago can differ depending on the day of the week. On average, there are 15. Some trains are direct while others include transferring trains. Simplify your train trip from Milwaukee to Chicago by comparing and selecting the train that fits your travel style and budget on Busbud.
Which train companies travel from Milwaukee to Chicago?
When taking the train from Milwaukee to Chicago, you can travel comfortably and safely with Amtrak.
Find cheapest prices for trains
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Milwaukee to Chicago was searched and found on 19 Nov 2025 with a price of £18To save money and be sure you have the best seat, it's a good idea to buy your train tickets from Milwaukee to Chicago as early as possible.
You can expect to pay from £18 to £30 for a train ticket from Milwaukee to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at £18, which is on 2025-11-19.
What's the cheapest way to go from Milwaukee to Chicago?
The train is the cheapest travel choice for this destinationThe best way to travel between Milwaukee and Chicago 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 Chicago, choose the train, as it will take you from Milwaukee to Chicago in about 1h 29m – that's the fastest way to get there!
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