- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Oct 07
$45
Average ticket price on Oct 07
$51
Fastest journey on Oct 07
4 h 23 m
Average journey duration on Oct 07
4 h 37 m
Trains on Oct 07
3
Distance
326 km
The best way to find a cheap train ticket from Ann Arbor, MI 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 Ann Arbor, MI to Chicago, IL will cost around $51 if you buy it on the day, but the cheapest tickets can be found for only $45.
On Wed, Oct 07, we found 3 trains from Ann Arbor, MI to Chicago, IL, including 3 direct services.
On Wed, Oct 07 the direct trains cover the 326 km distance in an average of 4 h 37 m but if you time it right, some trains will get you there in just 4 h 23 m .
On Wed, Oct 07 the slowest trains will take 4 h 45 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.
355 Wolverine
351 Wolverine
353 Wolverine
351 Wolverine
353 Wolverine
355 WolverineTrains from Ann Arbor, MI to Chicago, IL run on average 3 times per day, taking around 4h 35m. Cheap train tickets for this journey start at $42 but you can travel from only $32 by bus.
There are 3 trains per day. The earliest train runs at 06:45, the last at 21:30. The fastest train covers the 202 miles (326 km) distance in 4h 18m.
Distance 202 miles (326 km) |
Average train duration 4h 35m |
Cheapest ticket price $42 |
Trains per day 3 |
Direct trains 3 |
Fastest train 4h 18m |
First train 6:45 AM |
Last train 9:30 PM |
Cheapest Month Feb |
Cheapest Day Tue |
High Season Oct - Dec |
Low Season Jan - Mar |
Busiest Day Tue |
Least Busy Day Fri |
Best time to book 21 days |
The table below shows live departures for Ann Arbor, MI to Chicago, IL trains for today, Tuesday, October 6. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
351 Wolverine | 7:19 AM Ann Arbor Station, Ann Arbor, MI | 4h23 | 10:42 AM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
353 Wolverine | 10:28 AM Ann Arbor Station, Ann Arbor, MI | 4h44 | 2:12 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
355 Wolverine | 6:40 PM Ann Arbor Station, Ann Arbor, MI | 4h45 | 10:25 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
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.
The train connection between Ann Arbor, MI and Chicago, IL is a convenient option for travelers looking to explore these vibrant cities. Operated by Amtrak, the journey offers comfortable seating and scenic views along the way. With multiple departures throughout the day, passengers can easily plan their trip while enjoying a hassle-free travel experience.
The train connection between Ann Arbor, MI and Chicago, IL takes approximately 4 hours and 18 minutes. There are 2 direct connections available per day. Passengers will depart from Ann Arbor Station, MI and arrive at Union Station, IL.
The first daily train journey departs from Ann Arbor at 11:14 AM, providing an early start for travelers heading to the vibrant city of Chicago. The last departure is scheduled for 11:00 PM, allowing late-night arrivals into the Windy City.
The cheapest ticket price for the train connection from Ann Arbor to Chicago is $41 (37€). This fare provides a convenient and comfortable way to travel between these two cities.
Welcome to the Willis Tower, formerly known as the Sears Tower, which was completed in 1973 and held the title of the tallest building in the world for nearly 25 years. This iconic skyscraper not only symbolizes Chicago's architectural innovation but also offers breathtaking views from its Skydeck on the 103rd floor, where you can step out onto glass ledges that extend four feet outside of the building! As we explore this landmark, you'll discover how it has become a vital part of Chicago’s skyline and an essential stop for visitors seeking panoramic vistas.
Next up is Millennium Park, inaugurated in 2004 as a vibrant urban space designed to bring art and culture into everyday life. Its significance lies not just in its stunning architecture—like Frank Gehry's Pritzker Pavilion—but also in how it serves as a gathering place for locals and tourists alike to enjoy concerts, festivals, and public art installations such as Anish Kapoor’s Cloud Gate (affectionately known as "The Bean"). Here at Millennium Park, you’ll experience firsthand how nature intertwines with modern design while providing endless opportunities for memorable photos.
Finally, let’s head over to Navy Pier—a historic waterfront destination that first opened its doors back in 1916. Spanning over three thousand feet along Lake Michigan's shoreline, this lively pier features unique attractions like rides at Pier Park or cultural experiences at The Shakespeare Theater Company; it's truly a hub of entertainment! As we stroll through Navy Pier today, take note of its blend between historical charm and contemporary fun—it perfectly captures what makes Chicago such an exciting city to visit!
Find answers to the most common questions about traveling from Ann Arbor, MI 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 Ann Arbor, MI to Chicago, IL trains use the Ann Arbor Station to Union Station station pair. Use this guide to compare Ann Arbor, MI and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Ann Arbor Station is 1 km from Ann Arbor city centre. Public transport options include:
Ann Arbor Station has practical services for this route, including Parking, Dining, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Information Desk, and Luggage Carts.
Food and drink options are available at Ann Arbor Station.
Ticket office support is available at Ann Arbor Station. Information desks are located in the main hall.
Lost and found is available at the station.
Available at Ann Arbor Station: Parking, Taxis, WC.
Available at Ann Arbor Station: Bike Parking.
Accessibility facilities are available at Ann Arbor Station: Ramps.
Nearby hotels include Graduate Ann Arbor, Residence Inn by Marriott Ann Arbor Downtown, Bell Tower Hotel.
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.
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