- Must visit
The Art Institute Of Chicago
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
Cheapest price
$91
Average price
$91
Fastest journey
4 h 50 m
Average duration
4 h 50 m
Trains per day
1
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 $91 if you buy it on the day, but the cheapest tickets can be found for only $91.
Of the 1 trains that leave Ann Arbor, MI for Chicago, IL on Sun, May 24, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, May 24 the direct trains cover the 326 km distance in an average of 4 h 50 m but if you time it right, some trains will get you there in just 4 h 50 m .
On Sun, May 24 the slowest trains will take 4 h 50 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
355 WolverineOmio recommends booking the train as it is the most popular option from Ann Arbor, MI to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $33. For those with little time consider booking a flight which can get you there in 1h 27m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.1 - 0.3kg. The ticket price range depends on the travel mode: a bus costs an average of $33, and a flight costs an average of $101.
Distance: 202 miles (326 km)
Most popular Train | Bus | Flight | Driving |
|---|---|---|---|
$68 Average price | $57 Average price Cheapest | $376 Average price | $64 Average price (fuel + tolls) |
4h 54m Average total duration 4h 24m Onboard + 30m Additional time* | 5h 16m Average total duration 4h 46m Onboard + 30m Additional time* | 4h 27m Average total duration Fastest 1h 27m Onboard + 3h 0m Additional time* | 3h 33m Average total duration (door-to-door) |
0.1 - 0.3kg CO2 emissions Lowest | 0.3 - 0.8kg CO2 emissions | 1.0 - 2.0kg CO2 emissions | - CO2 emissions |
![]() Most popular train company | ![]() Most popular bus company | ![]() Most popular airline | Your own car or car rental |
Direct Options | 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 Ann Arbor, MI to Chicago, IL:
A bus is $12 (€9) less than a train for this route with tickets for a train from Ann Arbor, MI to Chicago, IL costing on average $68 (€55).
A bus is $320 (€259) less than a flight for this route with tickets for a flight from Ann Arbor, MI to Chicago, IL costing on average $376 (€305).
Other travel options to Chicago, IL take longer:
Train takes on average 4h 24m.
Bus takes on average 4h 46m.
Tickets start at around $68 (€55) compared to roughly $64 (€52) in fuel and tolls — a saving of about $-4.50 (€-3.64). The journey takes 4h 24m versus 3h 33m 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 Ann Arbor, MI to Chicago, IL trains for today, Saturday, May 23. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
355 Wolverine | 6:00 PM Ann Arbor Station, Ann Arbor, MI | 4h50 | 9:50 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 train, bus, and flight 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 Ann Arbor, MI to Chicago, IL run on average 3 times per day, taking around 4h 24m. Cheap train tickets for this journey start at $43 (€35) but you can travel from only $33 (€27) 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 24m |
Cheapest ticket price $43 (€35) |
Trains per day 3 |
Direct trains 3 |
Fastest train 4h 18m |
First train 6:45 AM |
Last train 9:30 PM |
Cheapest Month Jul |
Cheapest Day Sat |
High Season Oct - Dec |
Low Season Jan - Mar |
Busiest Day Tue |
Least Busy Day Mon |
Best time to book 14 days |
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
A world-class natural history museum famous for its dinosaur fossils, ancient cultures, and major scientific collections, including the celebrated T. rex specimen SUE.
A large interactive science museum in Hyde Park with hands-on exhibits, transportation displays, and family-friendly experiences in a grand historic building.
Chicago’s signature downtown park combines major public art, gardens, and event spaces, making it one of the city’s essential first stops for visitors.
The city’s best-known stretch of Michigan Avenue is lined with landmark buildings, shops, and hotels, and serves as a central walking route for first-time visitors.
A highly popular waterfront promenade with excellent architecture views, bridges, and easy access to boat tours. It is one of the city’s most scenic urban walks.
Chicago’s iconic thick, buttery-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
Thin-sliced seasoned roast beef served on a long roll, often dipped in jus and topped with sweet peppers or giardiniera.
A celebrated West Loop restaurant with bold small plates, creative flavors, and a vibrant, modern atmosphere.
Chicago’s internationally renowned fine-dining destination known for highly creative tasting menus and theatrical presentation.
A classic Chicago pizzeria famous for buttery-crust deep-dish pizza and a relaxed, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is reasonable, but hotels, parking, and fine dining add up fast.
Tip 18-20% at restaurants; 20%+ for great service. Bars: USD 1-2 per drink. Taxis/rideshares: 10-15%. Hotels: USD 2-5 for housekeeping; USD 1-2 per bag.
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.

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