- 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
$26
Average price
$43
Fastest journey
3 h 16 m
Average duration
3 h 22 m
Trains per day
2
Distance
239 km
The best way to find a cheap train ticket from Portage, 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 Portage, WI to Chicago, IL will cost around $43 if you buy it on the day, but the cheapest tickets can be found for only $26.
Of the 2 trains that leave Portage, WI for Chicago, IL on Sun, May 24, 2 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 239 km distance in an average of 3 h 22 m but if you time it right, some trains will get you there in just 3 h 16 m .
On Sun, May 24 the slowest trains will take 3 h 28 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.




Omio recommends booking the train as it is the most popular option from Portage, WI to Chicago, IL among Omio's users. If you are prioritising price take the train with prices starting from $25. For those with little time consider booking a flight which can get you there in 1h 12m. The ticket price range depends on the travel mode: a train costs an average of $25, and a flight costs an average of $219.
Distance: 148 miles (239 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$49 Average price Cheapest | $355 Average price | $52 Average price | $42 Average price (fuel + tolls) |
3h 56m Average total duration 3h 26m Onboard + 30m Additional time* | 4h 12m Average total duration Fastest 1h 12m Onboard + 3h 0m Additional time* | 5h 2m Average total duration 4h 32m Onboard + 30m Additional time* | 2h 49m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Portage, WI to Chicago, IL:
A train is $3 (€2) less than a bus for this route with tickets for a bus from Portage, WI to Chicago, IL costing on average $52 (€42).
A train is $306 (€248) less than a flight for this route with tickets for a flight from Portage, WI to Chicago, IL costing on average $355 (€287).
Other travel options to Chicago, IL take longer:
Train takes on average 3h 26m.
Bus takes on average 4h 32m.
Tickets start at around $49 (€40) compared to roughly $42 (€34) in fuel and tolls — a saving of about $-7.29 (€-5.90). The journey takes 3h 26m versus 2h 49m 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 Portage, WI 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 |
|---|---|---|---|---|---|
![]() | 8:45 PM Portage, WI | 3h41 | 12:26 AM Chicago, IL | 0 transfersDirect | |
![]() | 8:55 PM Portage, WI | 5h09 | 2:04 AM Chicago, IL | 0 transfersDirect | |
![]() | 9:55 PM Portage, WI | 3h26 | 1:21 AM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare train, flight, 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.
Trains from Portage, WI to Chicago, IL run on average 5 times per day, taking around 3h 26m. Cheap train tickets for this journey start at $25 (€20) if you book in advance.
There are 3 trains per day. The earliest train runs at 06:10, the last at 15:58. The fastest train covers the 148 miles (239 km) distance in 3h 16m.
Distance 148 miles (239 km) |
Average train duration 3h 26m |
Cheapest ticket price $25 (€20) |
Trains per day 5 |
Direct trains 3 |
Fastest train 3h 16m |
First train 6:10 AM |
Last train 3:58 PM |
Cheapest Month Feb |
Cheapest Day Wed |
High Season Apr - Jun |
Low Season Oct - Dec |
Busiest Day Mon |
Least Busy Day Sun |
Best time to book 2 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.
Traveling between Portage, WI and Chicago, IL is a convenient journey made easy by Amtrak. The train service offers comfortable seating and scenic views as you traverse the distance of approximately 150 miles. With multiple daily departures, passengers can enjoy a hassle-free ride while experiencing the charm of both cities. Whether you're heading to Chicago for its vibrant culture or returning home to Portage's serene landscapes, Amtrak provides an efficient connection that enhances your travel experience.
The train connection from Portage, WI to Chicago, IL takes approximately 3 hours and 28 minutes. There is 1 direct connection available per day. Passengers will depart from Portage Station, WI and arrive at Union Station, IL.
The first daily train departs from Portage at 18:17 and arrives in Chicago at 19:17. This convenient schedule allows travelers to enjoy an evening journey between these two cities.
The cheapest ticket price for the train connection from Portage to Chicago is $34 (30.6€). The average ticket price tends to be around $62 (55.8€), making it a convenient option for travelers looking to explore these two cities in the Midwest.
Welcome to the Willis Tower, once known as the Sears Tower, which held the title of the tallest building in the world for 25 years after its completion in 1973. 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 The Ledge—glass boxes that extend beyond the building’s edge! As we explore this landmark, you'll appreciate how it has become a central part of Chicago's skyline and an enduring symbol of American ingenuity.
Next up is Millennium Park, a vibrant urban oasis that opened in 2004 and quickly became one of Chicago’s most beloved attractions. Home to stunning art installations like Anish Kapoor's Cloud Gate (affectionately known as "The Bean"), this park serves as a cultural hub with free concerts and events throughout summer months. Its unique blend of nature and modern design makes it an essential stop for anyone wanting to experience both relaxation and artistic inspiration right in downtown Chicago.
Finally, let’s head over to Navy Pier—a historic waterfront destination that first opened in 1916 primarily as a shipping facility before evolving into a family-friendly entertainment complex. Stretching over six city blocks along Lake Michigan, Navy Pier features thrilling rides like The Centennial Wheel alongside charming gardens and diverse dining options—all while offering spectacular views of both lakefront sunsets and city skylines. Whether you're here for leisure or adventure, Navy Pier captures what makes Chicago truly special: its rich history combined with lively contemporary culture.
Find answers to the most common questions about traveling from Portage, 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.

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