The cheapest and fastest trains from Milwaukee, WI to Chicago, IL
Cheapest price
$31
Average price
$33
Fastest journey
1 h 19 m
Average duration
1 h 19 m
Trains per day
12
Distance
134 km
The best way to find a cheap train ticket from Milwaukee, WI to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Milwaukee, WI to Chicago, IL will cost around $33 if you buy it on the day, but the cheapest tickets can be found for only $31.
Of the 12 trains that leave Milwaukee, WI for Chicago, IL on Sun, Feb 22, 12 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Feb 22 the direct trains cover the 134 km distance in an average of 1 h 19 m but if you time it right, some trains will get you there in just 1 h 19 m .
On Sun, Feb 22 the slowest trains will take 1 h 19 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
338 Hiawatha Service
332 Hiawatha Service
336 Hiawatha Service
342 Hiawatha Service
336 Hiawatha Service
338 Hiawatha Service
332 Hiawatha Service
336 Hiawatha Service
342 Hiawatha Service
334 Hiawatha ServiceTravel Information
Compare train and bus for Milwaukee, WI to Chicago, IL
Omio recommends booking the train as it is the most popular option from Milwaukee, WI to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from €15. For those with little time consider booking a train which can get you there in 1h 31m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.0 - 0.1kg. The ticket price range depends on the travel mode: a bus costs an average of €15, and a train costs an average of €19.
Distance: 83 miles (134 km)
Compare train with
Most popular Train | Bus |
|---|---|
€25 Average price | €23 Average price Cheapest |
2h 1m Average total duration Fastest 1h 31m Onboard + 30m Additional time* | 2h 17m Average total duration 1h 47m Onboard + 30m Additional time* |
0.0 - 0.1kg CO2 emissions Lowest | 0.1 - 0.3kg CO2 emissions |
![]() Most popular train company | ![]() Most popular bus company |
Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Live departures
Milwaukee, WI to Chicago, IL train times
The table below shows live departures for Milwaukee, WI to Chicago, IL trains for today, Saturday, February 21. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
330 Hiawatha Service | 12:15 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h42 | 1:57 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
330 Hiawatha Service | 12:26 PM Airport Amtrak Station, Milwaukee, WI | 1h31 | 1:57 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
332 Hiawatha Service | 2:05 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h29 | 3:34 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
332 Hiawatha Service | 2:15 PM Airport Amtrak Station, Milwaukee, WI | 1h19 | 3:34 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
334 Hiawatha Service | 5:00 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h29 | 6:29 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
334 Hiawatha Service | 5:10 PM Airport Amtrak Station, Milwaukee, WI | 1h19 | 6:29 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
336 Hiawatha Service | 7:05 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h29 | 8:34 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
336 Hiawatha Service | 7:15 PM Airport Amtrak Station, Milwaukee, WI | 1h19 | 8:34 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
338 Hiawatha Service | 9:00 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h29 | 10:29 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
338 Hiawatha Service | 9:10 PM Airport Amtrak Station, Milwaukee, WI | 1h19 | 10:29 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
1340 Borealis | 11:44 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h37 | 1:21 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
1340 Borealis | 11:55 PM Airport Amtrak Station, Milwaukee, WI | 1h26 | 1:21 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
| Sunday, February 22 | |||||
342 Hiawatha Service | 1:35 AM Milwaukee Intermodal Station, Milwaukee, WI | 1h29 | 3:04 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
![]() | 1:35 AM Milwaukee, WI | 1h29 | 3:04 AM Chicago, IL | 0 transfersDirect | |
342 Hiawatha Service | 1:45 AM Airport Amtrak Station, Milwaukee, WI | 1h19 | 3:04 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
Find all the dates and times for this journey
Compare prices and tickets Milwaukee, WI to Chicago, IL by train or bus
Compare train and bus prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Feb 22
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Feb 28
Mar 01
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Why should you book Milwaukee, WI to Chicago, IL trains with Omio?
Why book with Omio vs Amtrak?
- Compare with other providers: On Omio, you can not only buy tickets for Amtrak, but also compare tickets for the likes of Greyhound to find the best option for your trip from Milwaukee, WI to Chicago, IL.
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Amtrak with all available travel options, which are train and bus to ensure you get the best deal for traveling from Milwaukee, WI to Chicago, IL.
How far in advance should I book train tickets from Milwaukee, WI to Chicago, IL?
Journey information
Overview: Train from Milwaukee, WI to Chicago, IL
Trains from Milwaukee, WI to Chicago, IL run on average 12 times per day, taking around 1h 31m. Cheap train tickets for this journey start at $24 (€19) but you can travel from only $19 (€15) by bus.
There are 12 trains per day. The earliest train runs at 06:10, the last at 23:25. The fastest train covers the 83 miles (134 km) distance in 1h 19m.
Distance 83 miles (134 km) |
Average train duration 1h 31m |
Cheapest ticket price $24 (€19) |
Trains per day 12 |
Direct trains 12 |
Fastest train 1h 19m |
First train 06:10 |
Last train 23:25 |
Train companies: Amtrak, Greyhound from Milwaukee, WI to Chicago, IL trainsAmtrak, Greyhound trains will get you between Milwaukee, WI and Chicago, IL from $19 (€15). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
Greyhound
FAQs: Trains from Milwaukee, WI to Chicago, IL
Find answers to the most common questions about traveling from Milwaukee, WI to Chicago, IL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

popular train stations
Popular train stations from Milwaukee, WI to Chicago, IL
- 24 hours Monday - Sunday
- Free
- Parking is available 24/7 with access from St. Paul Avenue.
- Milwaukee ChopHouse
- The Capital Grille
- Outside the main entrance.
- Elevators, ramps.
- $0.50
- Hilton Milwaukee City Center
- Hyatt Regency Milwaukee
- The Pfister Hotel
- Located in the main hall
- Avis
- Enterprise
- Hertz
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak ticketing and waiting area
- Hall 2: intercity bus services
- Bus: Several lines available
- Amtrak: Hiawatha Service to Chicago
- 5:00 AM - 12:00 AM Monday - Sunday
- Free
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
- The Chicago Firehouse Restaurant
- Lou Mitchell's
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $1
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
- Located in the main hall
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
- Bus: Several lines available
- CTA: Blue Line, Pink Line
Most popular train connections from Milwaukee, WI
More options for your journey from Milwaukee, WI to Chicago, IL
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