Book Train Tickets from

Milwaukee to Chicago

Fri, Feb 24
$25
Sat, Feb 25
$15
Sun, Feb 26
$25
Mon, Feb 27
$25
Tue, Feb 28
$25
Wed, Mar 1
$25
Thu, Mar 2
$25
Fri, Mar 3
$25
Sat, Mar 4
$15
Sun, Mar 5
$25
Mon, Mar 6
$25
Tue, Mar 7
$25
Wed, Mar 8
$25
Thu, Mar 9
$25

Upcoming train trips on Fri, Feb 24 See all

6:15am
1h 42m
7:57am
$27.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
6:26am
1h 31m
7:57am
$27.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
8:05am
1h 29m
9:34am
$27.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
8:15am
1h 19m
9:34am
$27.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
11:00am
1h 29m
12:29pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
11:10am
1h 19m
12:29pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
1:00pm
1h 29m
2:29pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
1:10pm
1h 19m
2:29pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
3:00pm
1h 29m
4:29pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
3:10pm
1h 19m
4:29pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
5:45pm
1h 29m
7:14pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
5:55pm
1h 19m
7:14pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
7:35pm
1h 29m
9:04pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US
7:45pm
1h 19m
9:04pm
$25.00 Amtrak
Milwaukee, WI, US
Chicago, IL, US

Why book on Wanderu?

  • Lowest Prices
  • $0 Wanderu Fees
  • The Most Options
Find the best deals on train tickets from Milwaukee to Chicago on Wanderu. Wanderu searches hundreds of bus and train companies to find you the fastest, cheapest and most comfortable bus and train tickets to Chicago. Milwaukee to Chicago schedules are served by Greyhound Bus Lines, Amtrak Train, Megabus, Tornado Bus Company. Book your train tickets from Milwaukee to Chicago in under a minute. We only list the safest and most reputable bus and train companies, so you are sure to have a perfect trip. Depart Milwaukee from Intermodal Station - 433 W ST Paul Ave, 3400 N Maryland Ave, 2200 E Kenwood Blvd and arrive in Chicago at Union Station - 225 S Canal St, Turimex Chicago Station, Van Buren St btwn S Canal St and S Clinton St.

Our Travel Options

When reserving your trip with Wanderu, you'll find low prices on trains across the US, Canada and Europe. If you want to see even more options, Wanderu can also help you browse deals for a bus from Milwaukee to Chicago, ensuring that you're able to find the perfect schedule and price your trip.


Tornado Bus Company is a leading bus company that operates buses in Texas, Florida, Arkansas, IllinoisNorth Carolina and others in the US and as well as in MatamorosReynosa and several other Mexican states.

Megabus is an intercity bus service providing clean, and dependable rides to major cities in the USA. Heard about MegaBus $1 tickets? Read about them and Megabus discounts now.

Greyhound Bus Lines is the largest bus carrier in the US. Spanning all the way from the East Coast to the West Coast, they cover over 1000 cities all over the United States.

Amtrak is USA's premier train carrier. Serving both the coasts as well as taking travelers from east to west and back, amtrak is both a convenient and comfortable way to travel.

QUICKVIEW

TRAVELING FROM Milwaukee TO Chicago BY Train

AVERAGE PRICE

$25

FASTEST TIME

1h 19m

TRIPS PER DAY

13

Train CARRIERS

1

When is the best time to travel from Milwaukee to Chicago?

The busiest time of the week for travel to Chicago from Milwaukee by Train is at 8am on Friday. If you plan to travel around this time, book your tickets well in advance as they may sell out.

10pm on Sunday is when the least number of people travel by Train on this route. If you’re looking for a little extra space, departing around this time is your best chance to be on an uncrowded Train.

BUSIEST ON

Fri

LEAST BUSY ON

Sun