- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$34
Average price
$36
Fastest journey
1 h 19 m
Average duration
1 h 24 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 $36 if you buy it on the day, but the cheapest tickets can be found for only $34.
Of the 12 trains that leave Milwaukee, WI for Chicago, IL on Sat, Aug 22, 12 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Aug 22 the direct trains cover the 134 km distance in an average of 1 h 24 m but if you time it right, some trains will get you there in just 1 h 19 m .
On Sat, Aug 22 the slowest trains will take 1 h 29 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.
334 Hiawatha Service
342 Hiawatha Service
338 Hiawatha Service
336 Hiawatha Service
338 Hiawatha Service
342 Hiawatha Service
338 Hiawatha Service
1340 Borealis
336 Hiawatha Service
338 Hiawatha ServiceOmio 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 $24.
Distance: 83 miles (134 km)
Most popular Train | Bus | Driving |
|---|---|---|
$27 Average price | $23 Average price Cheapest | $24 Average price (fuel + tolls) |
2h 1m Average total duration Fastest 1h 31m Onboard + 30m Additional time* | 2h 17m Average total duration 1h 47m Onboard + 30m Additional time* | 1h 30m Average total duration (door-to-door) |
0.0 - 0.1kg CO2 emissions Lowest | 0.1 - 0.3kg CO2 emissions | - CO2 emissions |
![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Milwaukee, WI to Chicago, IL:
A bus is $0.11 (€0.09) less than a train for this route with tickets for a train from Milwaukee, WI to Chicago, IL costing on average $29 (€24).
Other travel options to Chicago, IL take longer:
Bus takes on average 1h 46m.
Tickets start at around $29 (€24) compared to roughly $24 (€19) in fuel and tolls — a saving of about $-5.09 (€-4.09). The journey takes 1h 31m versus 1h 30m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for Milwaukee, WI to Chicago, IL trains for today, Friday, August 21. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
342 Hiawatha Service | 7:35 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h29 | 9:04 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
342 Hiawatha Service | 7:45 PM Airport Amtrak Station, Milwaukee, WI | 1h19 | 9:04 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
| Saturday, August 22 | |||||
330 Hiawatha Service | 6:15 AM Milwaukee Intermodal Station, Milwaukee, WI | 1h52 | 8:07 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
330 Hiawatha Service | 6:26 AM Airport Amtrak Station, Milwaukee, WI | 1h41 | 8:07 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
334 Hiawatha Service | 11:00 AM Milwaukee Intermodal Station, Milwaukee, WI | 1h39 | 12:39 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
334 Hiawatha Service | 11:10 AM Airport Amtrak Station, Milwaukee, WI | 1h29 | 12:39 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
336 Hiawatha Service | 1:05 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h39 | 2:44 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
336 Hiawatha Service | 1:15 PM Airport Amtrak Station, Milwaukee, WI | 1h29 | 2:44 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
338 Hiawatha Service | 3:00 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h29 | 4:29 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
338 Hiawatha Service | 3:10 PM Airport Amtrak Station, Milwaukee, WI | 1h19 | 4:29 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
1340 Borealis | 5:44 PM Milwaukee Intermodal Station, Milwaukee, WI | 1h37 | 7:21 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
1340 Borealis | 5:55 PM Airport Amtrak Station, Milwaukee, WI | 1h26 | 7:21 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare bus and train 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.
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 $23 (€19) but you can travel from only $20 (€16) 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 29m.
Distance 83 miles (134 km) |
Average train duration 1h 31m |
Cheapest ticket price $23 (€19) |
Trains per day 12 |
Direct trains 12 |
Fastest train 1h 29m |
First train 6:10 AM |
Last train 11:25 PM |
Cheapest Month Sep |
Cheapest Day Tue |
High Season Jul - Sep |
Low Season Jan - Mar |
Busiest Day Sun |
Least Busy Day Thu |
Best time to book 6 days |
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
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.

Most Milwaukee, WI to Chicago, IL trains use the Milwaukee Intermodal Station to Union Station station pair. Use this guide to compare Milwaukee, WI and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Milwaukee Intermodal Station is 1 km from Milwaukee city centre. Public transport options include:
Milwaukee Intermodal Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: Milwaukee ChopHouse, The Capital Grille
Free. ATMs are available in the train station.
Ticket office support is available at Milwaukee Intermodal Station. Information desks are located in the main hall.
Luggage storage is available at Milwaukee Intermodal Station. Lost and found is available at the station.
Available at Milwaukee Intermodal Station: Parking, Taxis, WC.
Available at Milwaukee Intermodal Station: Bike Parking, Car Rental.
Accessibility facilities are available at Milwaukee Intermodal Station: Elevators, ramps.
Nearby hotels include Hilton Milwaukee City Center, Hyatt Regency Milwaukee, The Pfister Hotel.
Airport Amtrak Station is 11 km from Milwaukee city centre. Public transport options include:
Airport Amtrak Station has practical services for this route, including Accessibility.
Accessibility facilities are available at Airport Amtrak Station.
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Here are some other resources that might have the information you need