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.
In addition, federal law requires all train passengers to wear a face covering for the entire duration of the trip. Please make sure you are wearing a face mask or you may not be allowed to board the train.
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

Trains from Milwaukee to Chicago are the most crowded on Wednesday. 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, Wisconsin to Chicago, Illinois. 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, £18.12 was the average price of a train ticket from Milwaukee, WI to Chicago, IL. This is about as inexpensive as train tickets ever get. You are more likely to find a ticket at this price or lower if you book online in advance of your travel date.

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. If you're not not set on traveling by train, you could always take the bus from Milwaukee to Chicago for £11.60.

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 06:00 while the last train of the day leaves at 19:00. 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

Where is the train station in Chicago?

Accepted Answer

Chicago has one train station.

Question 10

Where is the train station in Milwaukee?

Accepted Answer

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

Question 11

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 12

Average prices by travel date

Accepted Answer

Over the next four weeks, the average daily price of train tickets to Chicago from Milwaukee is expected to remain pretty much the same. As a result, a one-way train trip will cost about  regardless of the day you pick to travel.

Question 13

Monthly average prices

Accepted Answer

Traveling from Milwaukee to Chicago by train will cost you about the same regardless of the time of year for which you plan your trip. In general, train ticket prices for that route don’t fluctuate much throughout the year, so expect to pay around  whenever you decide to board the train to Chicago.

Question 14

Need a return trip from Chicago to Milwaukee?

Accepted Answer

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Question 15

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.

	Distance	81 mi (131 km)
	Fastest train	1h 19m
	Lowest price	£18.12
	Trains per day	14
	Most frequent service	Amtrak Hiawatha
	Train lines	1

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