Cheap train tickets from Milwaukee to Chicago

Find and compare the best ground travel options in one place.

Trip Summary

There are usually 7 daily train trips available from Milwaukee to Chicago. Traveling by train from Milwaukee to Chicago usually takes one hour and 28 minutes, but the fastest Amtrak Hiawatha train can make the trip in one hour and 19 minutes.

Distance
81 mi (131 km)
Fastest train
1h 19m
Lowest price
$21.00
Trains per day
7
Most frequent service
Amtrak Hiawatha
Train lines
2

Millions of travelers trust Wanderu every year to get:

Lowest Prices

We find the cheapest bus & train tickets, so you can wander for less.

Best Travel Options

We partner with 500+ carriers to bring you the most bus & train options.

Quick & Easy Booking

Book trips quickly with a simple, hassle-free checkout – online & on our app.

Fast Customer Support

We don’t monkey around. We respond within minutes to help you out.

See what travelers are saying about Wanderu:

Download our free app!

4.8 Rating

5k Reviews

4.5 Rating

4.8k Reviews

Chiku

Milwaukee to Chicago Train Schedule

Wanderu mascot

Wander into savings:
Get deals in your inbox!

Sign up to get the latest deals on bus & train tickets sent directly to you.

Train Trip Reviews from Wanderu Customers

Average score for trains from Milwaukee to Chicago (Based on 57 ratings and reviews)

4.8

5.0

Patricia

December 24, 2025 - Business

Amtrak Hiawatha
Pros: No stop signs Quicker than greyhound Easy location to get around the city Cons: Cleaner seats and trains Tips: No

5.0

Kimberly

June 29, 2025 - Couples trip

Amtrak Hiawatha
Pros: I was able to sleep comfortably on the ride back home. Cons: Nothing. Everything was great. Tips: Use wanderu; you won't regret it.

4.0

US

June 26, 2025 - Visiting friends

Amtrak Hiawatha
Pros: The trip was calme fast and safe Cons: I could improve the train is good Tips: Take take train is more easy and more fast

5.0

Maricel

May 18, 2025 - Solo travel

Amtrak Hiawatha
Pros: very comfortable

5.0

Maricel

April 20, 2025 - Solo travel

Amtrak Hiawatha
Pros: Safe and sound trip Cons: None Tips: Bring your own snacks

Milwaukee to Chicago Route Map

Route map from Milwaukee to Chicago
See more details

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

In the last month, the average price of a train ticket from Milwaukee to Chicago was $27.32. This is basically as cheap as train fares can get. Good news! You can find the cheapest tickets if you book your trip at least 27 days prior to the travel date. You’ll likely pay around $4.83 more if you wait to book until the last minute.

Average train ticket prices from Milwaukee to Chicago by travel date

$45$30$15AugSep

Over the next 30 days, a one-way train trip from Milwaukee to Chicago will cost between $25 and $31. Book in advance to secure the best price in the next few weeks.

Average train ticket prices from Milwaukee to Chicago by month

$50$40$30$20$10JFMAMJJASOND

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 $29 whenever you decide to travel.

Prices as travel date approaches

$50$40$30$20$1001020

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.

What train companies travel from Milwaukee to Chicago?

There are multiple trains that travel from Milwaukee to Chicago, including Amtrak Hiawatha, Amtrak Borealis. Here is what you should know about the 2 most popular train lines:

TRAINDaily TripsAvg. TimeAvg. Price
Amtrak Hiawatha61h 27m$28.58
Amtrak Borealis11h 31m$38.00
  • Since 1971, the Amtrak Hiawatha Service has operated along an 86-mile track from Milwaukee to Chicago. Amtrak Hiawatha offers a fast connection between the two cities, with an average journey time of only 90 minutes. There are 6 Hiawatha trips from Milwaukee to Chicago each day, and 11 daily trips on weekends. Each train comes equipped with onboard WiFi and checked luggage options. Unfortunately, there is no cafe car onboard, so pack snacks if traveling makes you hangry.

  • Amtrak Borealis train tickets from Milwaukee to Chicago start from $38, and on average cost $38. Daily there are 1 Amtrak Borealis schedules to Chicago. Amtrak Borealis in Milwaukee leaves from Airport - 5601 S 6th St and one other station. And in Chicago trains arrive at Union Station.

    From Milwaukee to Chicago train travel on Amtrak Borealis takes 1 hours and 31 minutes. If you are looking to get to Chicago faster, Amtrak Borealis offers more express schedule options with a travel time of 1 hours and 26 minutes.

    If you're considering a weeked trip, Amtrak Borealis offers 2 schedules for you to choose from. You can expect to pay $38 for a one-way train ticket to Chicago.

Frequently asked questions about traveling by 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.

There are 7 daily scheduled trains, all of which are direct trains that take you the entire way from Milwaukee to Chicago. You can also take a train for your return trip from Chicago to Milwaukee. If you're not set on traveling by train, you could always take the bus from Milwaukee to Chicago for $16.

TRIPS PER DAY

7

DIRECT TRIPS

7

The distance between Milwaukee and Chicago is approximately 81 miles, or 131 kilometers. The average train journey between these two cities takes 1 hour 28 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.

DISTANCE (MI)

81

DISTANCE (KM)

131

The earliest train departs Milwaukee at 6:15am while the last train of the day leaves at 7:45pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

EARLIEST TRAIN

6:15am

LATEST TRAIN

7:45pm

Trains from Milwaukee to Chicago are the most crowded on Saturday. 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 Sunday instead, as it tends to be the least crowded day of the week.

MOST CROWDED

Saturday

LEAST CROWDED

Sunday

City Information

Milwaukee

MKE-0MKE-1MKE-2

Nestling on the banks of the great Lake Michigan, Milwaukee has some of the most scenic views around, making it every photographer’s perfect destination. Boasting 85 miles of scenic waterfront bike lanes, Milwaukee is the perfect spot to ride a bike and enjoy the sunset together with your friends. It is also the home of the Harley Davidson Museum, a vast waterfront gallery that offers 11 permanent exhibitions. The museum features not only bikes but also special items such as a whole engine room, making it a must-visit spot for bike enthusiasts. If you are not interested in bikes, the Basilica of St. Josaphat, which is modeled after St. Peter’s Basilica in the Vatican, offers many wondrous shots.

Milwaukee’s famous German bratwursts are a must-try for all visitors, and the best place to enjoy this dish is Usinger’s. Other similar establishments include Mader’s and Milwaukee Public Market. For authentic American eats, Leon's Frozen Custard Drive-In offers amazing sloppy-joe burgers.

The Milwaukee Intermodal Station is the city’s main transportation hub. Visitors can catch both buses and trains at this location. The city is served by two airports. The Milwaukee Mitchell International Airport on the southern edge of the city handles commercial flights, while the Lawrence J. Timmerman Airport in the northwest handles private flights.

Chicago

CHI-0CHI-1CHI-2

Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.

You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.

Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.

Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.

Station Information

Where does the train leave from in Milwaukee?

Main departure station: Airport - 5601 S 6th St

Airport - 5601 S 6th St  - MKEAMT-0Airport - 5601 S 6th St  - MKEAMT-1

The Milwaukee Airport Rail Station is located on the western edge of the Milwaukee Mitchell International Airport. The station serves as a rail link for the airport and also as a more accessible transport link for residents living in the south of Milwaukee compared to the central Intermodal Station. Amtrak’s Hiawatha Service is the only train that operates at the station and runs northwards to downtown Milwaukee and southwards to Chicago Union Station, where passengers can change for travel across the entire Midwest region. The airport station also has a shuttle service to the airport terminal.

All train stations in Milwaukee:

  • Airport - 5601 S 6th St
  • Intermodal Station - 433 W ST Paul Ave

Where does the train arrive in Chicago?

Main arrival station: Union Station

Chicago, IL - Union Station - CHIUST-0CHIUST-2

The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves bus carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.

All train stations in Chicago:

  • Union Station

Need a return trip from Chicago to Milwaukee?

Search Train Tickets

Plan your next adventure

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

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.