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

Other ways to get from Boston to NYC

Accepted Answer

There are usually 19 daily train trips available from Boston to New York.

Question 3

When are trains the most crowded?

Accepted Answer

Trains from Milwaukee to Chicago are the most crowded on Thursday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Monday instead, as it tends to be the least crowded day of the week.

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, £15.29 was the average price of a train ticket from Milwaukee to Chicago. This is about as inexpensive as train tickets ever get. You can expect to find tickets at that price or lower if you book your trip at least 29 days in advance. Otherwise, expect to pay around £3.02 more than that for a same-day booking.

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

Download Moovit to see all of your local transit options in Chicago. Download here

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

Since the average price of train trips from Milwaukee to Chicago remains pretty consistent throughout the year, there’s no need to book your tickets too far in advance. However, we still recommend you purchase your train tickets at least 48 hours ahead of departure time to avoid surprise last-minute surges and the risk of the train selling out.

Question 13

Average prices by travel date

Accepted Answer

Over the next 30 days, the average cost of a one-way train trip from Milwaukee to Chicago will vary between C and C. Planning a train trip to Chicago within the upcoming week? The cheapest train ticket you can find from Milwaukee over the next 7 days is C. Make sure to book your trip as soon as possible as train fares tend to go up as you get closer to your travel date.

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

Search Train Tickets

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 and with no additional fees. 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.