Question 1

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

Accepted Answer

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.

Question 2

Is it safe to travel by train from Milwaukee to Chicago during the COVID-19 pandemic?

Accepted Answer

Our train partners have implemented several different policies to keep you safe during the COVID-19 pandemic. From limiting vehicle capacity to enhancing cleaning protocols and upgrading air filters, train carriers are committed to maintaining a safe environment. For details on what each company is doing to ensure their fleet remains safe for travel, click here.
Although masks are no longer required on public transportation, we stand behind CDC guidelines that encourage passengers to wear a mask over their nose and mouth while on the train or in stations.
Please visit our COVID-19 Travel Guide for more information on all carrier policies and the latest travel advisories issued by every U.S. state, Canadian province, and European country.

Question 3

When are trains the most crowded?

Accepted Answer

On a weekly basis, the greatest number of passengers tend to travel by trains from Milwaukee to Chicago on Tuesday. Tickets for Tuesday tend to also be the most expensive. For savvy travelers looking for cheaper priced tickets search for travel departing on Monday. Monday also tend to have less passengers which may make boarding faster and let you snag your perfect seat.

Question 4

Which train should you take from Milwaukee to Chicago?

Accepted Answer

Amtrak Hiawatha is the one and only train line which connects Milwaukee to Chicago.  However, there are 7 trains per day to choose from.

Question 5

What is the price of a train ticket from Milwaukee to Chicago?

Accepted Answer

In the last month, the average price of a train ticket from Milwaukee to Chicago was $25.00. This is basically as cheap as train fares can get. The further in advance you book your travels, the more likely it is you can find tickets at this price or lower.

Question 6

Is there a direct train from Milwaukee to Chicago?

Accepted Answer

There are 7 scheduled trains on most days. 14 of these are direct connections to Chicago. While direct trains may still make stops along the way, you will not need to switch trains at any point. If you're looking to get to your destination faster, a direct train is the convenient and time-efficient choice.
You can also take a train for your return trip from Chicago to Milwaukee.

Question 7

How long is the train journey from Milwaukee to Chicago?

Accepted Answer

The distance between Milwaukee and Chicago is approximately 81 miles, or 131 kilometers. The average train journey between these two cities takes  1 hour  26 minutes, although the absolute fastest you could get there is  1 hour  19 minutes.  As a relatively short ride, taking the train is an easy way to travel between these two cities.

Question 8

When are the first and last trains of the day?

Accepted Answer

The earliest train departs Milwaukee at 6:00am while the last train of the day leaves at 7:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

Question 9

Get around town with Moovit

Accepted Answer

Find the best way to get to and from any station in Chicago by public transit, courtesy of Moovit. Search now

Question 10

Where is the train station in Chicago?

Accepted Answer

Chicago has one train station.

Question 11

Where is the train station in Milwaukee?

Accepted Answer

There are two stations in Milwaukee where you can board the train to Chicago.

Question 12

Prices as travel date approaches

Accepted Answer

The price of train trips from Milwaukee to Chicago doesn't fluctuate much throughout the year, so you don’t need to book your tickets super far in advance. However, to avoid last-minute price surges or sold-out tickets, we recommend purchasing your train tickets at least 48 hours before departure.

Question 13

Average prices by travel date

Accepted Answer

The cost of a one-way train trip from Milwaukee to Chicago is expected to stay pretty stable over the next four weeks. No matter which day you travel, you can expect to pay about  for your ticket.

Question 14

Monthly average prices

Accepted Answer

Taking the train from Milwaukee to Chicago usually costs about the same throughout the year. In general, train ticket prices for this route are fairly consistent, so expect to pay around  whenever you decide to travel.

Question 15

Need a return trip from Chicago to Milwaukee?

Accepted Answer

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Question 16

Wanderu is the simplest way to book bus and train travel.

Accepted Answer

With just a quick search on Wanderu, you can compare bus and train schedules and prices from hundreds of travel companies in one convenient place to find the trip that works best for you. Wanderu’s simple checkout process makes it easy to book cheap bus and train tickets hassle-free. Most importantly, as Wanderu is an official partner of all leading bus and train companies, we always have the best bus and train deals out there.