- Must visit
Art Institute of Chicago
Major art museum with global collections, notable Impressionist works, and a landmark setting beside Millennium Park.
Cheapest price on 07 Oct
£23
Average ticket price on 07 Oct
£26
Fastest journey on 07 Oct
1 h 29 m
Average journey duration on 07 Oct
1 h 29 m
Trains on 07 Oct
14
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 travelling at rush hour.
The average ticket from Milwaukee, WI to Chicago, IL will cost around £26 if you buy it on the day, but you can find cheap train tickets today for only £23.
On Wed 07 Oct, we found 14 trains from Milwaukee, WI to Chicago, IL, including 14 direct services.
These direct trains cover the 134 km distance in an average of 1 h 29 m but if you time it right, some trains will get you there in just 1 h 29 m .
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.
336 Hiawatha Service
336 Hiawatha Service
342 Hiawatha Service
342 Hiawatha Service
338 Hiawatha Service
336 Hiawatha Service
342 Hiawatha Service
334 Hiawatha Service
338 Hiawatha Service
332 Hiawatha ServiceTrains from Milwaukee, WI to Chicago, IL run on average 13 times per day, taking around 1h 29m. Cheap train tickets for this journey start at £17 but you can travel from only £10 by coach.
There are 13 trains per day. The earliest train runs at 06:10, the last at 23:25. The fastest train covers the 134 km distance in 1h 19m.
Distance 134 km |
Average train duration 1h 29m |
Cheapest ticket price £17 |
Trains per day 13 |
Direct trains 13 |
Fastest train 1h 19m |
First train 6:10 |
Last train 23:25 |
Cheapest Month Sept |
Cheapest Day Tue |
High Season Jul - Sept |
Low Season Jan - Mar |
Busiest Day Sun |
Least Busy Day Thu |
Best time to book 28 days |
The table below shows live departures for Milwaukee, WI to Chicago, IL trains for today, Tuesday 6 October. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Changes | Tickets |
|---|---|---|---|---|---|
330 Hiawatha Service | 6:15 Milwaukee Intermodal Station, Milwaukee, WI | 1h52 | 8:07 Chicago Union Station, Chicago, IL | 0 changesdirect | |
330 Hiawatha Service | 6:26 Airport Amtrak Station, Milwaukee, WI | 1h41 | 8:07 Chicago Union Station, Chicago, IL | 0 changesdirect | |
332 Hiawatha Service | 8:05 Milwaukee Intermodal Station, Milwaukee, WI | 1h39 | 9:44 Chicago Union Station, Chicago, IL | 0 changesdirect | |
332 Hiawatha Service | 8:15 Airport Amtrak Station, Milwaukee, WI | 1h29 | 9:44 Chicago Union Station, Chicago, IL | 0 changesdirect | |
334 Hiawatha Service | 11:00 Milwaukee Intermodal Station, Milwaukee, WI | 1h39 | 12:39 Chicago Union Station, Chicago, IL | 0 changesdirect | |
334 Hiawatha Service | 11:10 Airport Amtrak Station, Milwaukee, WI | 1h29 | 12:39 Chicago Union Station, Chicago, IL | 0 changesdirect | |
336 Hiawatha Service | 13:05 Milwaukee Intermodal Station, Milwaukee, WI | 1h39 | 14:44 Chicago Union Station, Chicago, IL | 0 changesdirect | |
336 Hiawatha Service | 13:15 Airport Amtrak Station, Milwaukee, WI | 1h29 | 14:44 Chicago Union Station, Chicago, IL | 0 changesdirect | |
338 Hiawatha Service | 15:00 Milwaukee Intermodal Station, Milwaukee, WI | 1h39 | 16:39 Chicago Union Station, Chicago, IL | 0 changesdirect | |
338 Hiawatha Service | 15:10 Airport Amtrak Station, Milwaukee, WI | 1h29 | 16:39 Chicago Union Station, Chicago, IL | 0 changesdirect | |
1340 Borealis | 17:44 Milwaukee Intermodal Station, Milwaukee, WI | 1h47 | 19:31 Chicago Union Station, Chicago, IL | 0 changesdirect | |
1340 Borealis | 17:55 Airport Amtrak Station, Milwaukee, WI | 1h36 | 19:31 Chicago Union Station, Chicago, IL | 0 changesdirect | |
342 Hiawatha Service | 19:35 Milwaukee Intermodal Station, Milwaukee, WI | 1h39 | 21:14 Chicago Union Station, Chicago, IL | 0 changesdirect | |
342 Hiawatha Service | 19:45 Airport Amtrak Station, Milwaukee, WI | 1h29 | 21:14 Chicago Union Station, Chicago, IL | 0 changesdirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
Major art museum with global collections, notable Impressionist works, and a landmark setting beside Millennium Park.
Science museum in Jackson Park with hands-on exhibits, a U-505 submarine, and broad appeal for families and curious adults.
Natural history museum on the Museum Campus, known for dinosaur fossils, gem displays, and wide-ranging science exhibits.
Lively lakefront park with Cloud Gate, gardens, public art, and frequent events at the heart of central Chicago.
Bustling avenue for architecture, shopping, river views, and easy walking between landmark buildings and major attractions.
Scenic pedestrian route along the Chicago River with terraces, bridges, boat access, and excellent close-up architecture views.
Deep-dish pizza is a Chicago classic with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked in a deep pan.
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 thinly sliced roast beef on a roll, often dipped in savoury juices and topped with sweet peppers or giardiniera.
Elegant fine-dining restaurant rooted in Midwestern ingredients, with polished service and a refined contemporary dining room.
Historic pizzeria known for classic Chicago deep-dish in a lively, casual setting near the Magnificent Mile.
Long-running counter-service spot famed for Italian beef sandwiches, dipped rolls and spicy giardiniera in a no-frills setting.
Expensive by US city standards: hotels, dining and attractions add up, though buses and the 'L' help keep daily costs manageable.
Tip 18-20% in restaurants, 15-20% for taxis, and $1-2 per drink or coffee in cafés if table service is given.
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