Cheap train tickets from Milwaukee to Chicago


Schedule & Pricing Info

How much are train tickets from Milwaukee to Chicago?

Lowest Price$25.00
Fastest1h 19m
trains per day13
train companies1
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train Trip Reviews from Wanderu Customers

Overall score for Milwaukee to Chicago
Based on 8 reviews

Based on 8 reviews
Users that traveled with Amtrak Hiawatha report that they were happy with the WiFi on board 75 percent of the time.
Ratings (Out of 5)
February 15, 2020Solo travel
The comfort and quiet and wifi made it possible for me to work.
Wifi connection
Get there more than 5 minutes before departure!
December 14, 2019Visiting friends
Allowed me to go to my sister's bachelorette party in Chicago without having to worry about parking or driving. Cost less than parking would have and much lower stress!
December 2, 2019Business
Everything i love how it was moving
Heat that would be great
September 13, 2019Solo travel
Super spacious and quiet
August 31, 2019Solo travel
Staff were very courteous and quick to provide alternate transportation on another train when the original train was cancelled
Original train was cancelled without much notice
Arrive at the station early

Is it better to fly, drive or take the train from Milwaukee to Chicago?

Your best bet is to take the train from Milwaukee to Chicago, as it’s likely to be the fastest option at a reasonable price. You can purchase a train ticket for around $25, and the ride takes about 1.5 hours.

Compare that to flying, which can cost upwards of $200. Bus tickets average $9, but the ride takes about two hours without factoring in traffic (which you should definitely consider if you’re headed to Chicago during rush hour). Driving yourself is also likely to be a more expensive option, as you have to consider the price of gas, parking and tolls.

How do you find cheap train tickets from Milwaukee to Chicago?

The most surefire way to find the lowest-priced train tickets from Milwaukee to Chicago is to plan ahead and book your train travel earlier. In the past 30 days, the cheapest average price users have found for trains from Milwaukee to Chicago was $25.49. If your travel date is still a number of days out, by booking your trip 11 days before you plan to travel, you could save an average of $0.16 compared to a typical last-minute fare. Trying to save on a last-minute fare and have a bit of flexibility on what day to travel? Take a look at midweek schedules, as these tend to be less busy and are often cheaper than buying tickets to travel on Friday, or a weekend departure.

How long is the train ride from Milwaukee to Chicago?

The distance between Milwaukee and Chicago is approximately 81.48 miles, or 131.10 kilometers. The average travel time for a train between these two cities is around 1 hour and 26 minutes, although the absolute fastest you could get there is 1 hour and 19 minutes.

Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.

What is the busiest day for trains from Milwaukee to Chicago?

On Thursday trains from Milwaukee to Chicago are the busiest. If you are looking for a great deal on your train tickets or to have extra room to stretch out, you might consider traveling on Monday instead, as that tends to be the least traveled day of the week.

What train companies travel from Milwaukee to Chicago?

Typically there are 13 schedules to compare for your trip to Chicago. One train carrier operates regular service on the Milwaukee to Chicago route. Amtrak Hiawatha offers the most scheduled departures between Milwaukee to Chicago, usually offering 13 trips per day. 13 train trips per day are direct connections to Chicago, if you're looking to get there faster, direct schedules will typically be more time efficient.

Are you not set on traveling by train? Take a look at Bus tickets from Milwaukee to Chicago, which start at $1.00.

One train company connects Milwaukee to Chicago

Amtrak Hiawatha

Amtrak Hiawatha train tickets from Milwaukee to Chicago start from $25.00, and on average cost $25.62. Daily there are 13 Amtrak Hiawatha schedules to Chicago. Amtrak Hiawatha in Milwaukee leaves from Airport - 5601 S 6th St and one other station. And in Chicago trains arrive at Union Station - 225 S Canal St,

From Milwaukee to Chicago train travel on Amtrak Hiawatha takes 1 hours and 27 minutes. If you are looking to get to Chicago faster, Amtrak Hiawatha offers more express schedule options with a travel time of 1 hours and 19 minutes.

If you're considering a weeked trip, Amtrak Hiawatha offers 13 schedules for you to choose from. You can expect to pay $25.00 for a one-way train ticket to Chicago.

Loyalty rewards
Extra legroom
Power outlet
Air conditioning
Avg. Time
1h 27m
Avg. Price

Plan your next adventure

There are 2 train stations in Milwaukee with trains to Chicago. For this route, the busiest departing train stations are:
  • Intermodal Station - 433 W ST Paul Ave
  • Airport - 5601 S 6th St
There is one train station where trains from Milwaukee arrive in Chicago:
  • Union Station - 225 S Canal St

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