The cheapest and fastest trains from Portage, WI to Chicago, IL
Cheapest price
$26
Average price
$42
Fastest journey
3 h 26 m
Average duration
4 h 20 m
Trains per day
3
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 $42 if you buy it on the day, but the cheapest tickets can be found for only $26.
Of the 3 trains that leave Portage, WI for Chicago, IL on Fri, Dec 19, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Fri, Dec 19 the direct trains cover the 239 km distance in an average of 4 h 20 m but if you time it right, some trains will get you there in just 3 h 26 m .
On Fri, Dec 19 the slowest trains will take 6 h 4 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.






Travel Information
Compare train, bus, and flight for Portage, WI to Chicago, IL
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 bus with prices starting from €30. For those with little time consider booking a flight which can get you there in 1h 7m. The ticket price range depends on the travel mode: a bus costs an average of €30, and a flight costs an average of €239.
Distance: 148 miles (239 km)
Compare train with
Most popular Train | Flight | Bus |
|---|---|---|
€49 Average price | €271 Average price | €39 Average price Cheapest |
3h 55m Average total duration 3h 25m Onboard + 30m Additional time* | 4h 7m Average total duration Fastest 1h 7m Onboard + 3h 0m Additional time* | 5h 4m Average total duration 4h 34m Onboard + 30m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Portage, WI to Chicago, IL train times
The table below shows live departures for Portage, WI to Chicago, IL trains for today, Thursday, December 18. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 6:17 PM Portage, WI | 3h28 | 9:45 PM Chicago, IL | 0 transfersDirect | |
![]() | 8:50 PM Portage, WI | 3h31 | 12:21 AM Chicago, IL | 0 transfersDirect | |
![]() | 8:55 PM Portage, WI | 3h26 | 12:21 AM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Portage, WI to Chicago, IL by train, bus, or flight
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.
Dec 19
Dec 20
Dec 21
Dec 22
Dec 23
Dec 24
Dec 25
Why should you book Portage to Chicago trains with Omio?
Amtrak operates all train services from Portage to Chicago. Omio is the only official third party seller for Amtrak tickets.
Why book with Omio vs Amtrak?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Amtrak with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from Portage to Chicago.
Why book with Omio over Trainline and Rail Europe?
- Official reseller: Amtrak tickets can only be bought on Omio or Amtrak's website as Omio is the only official third party seller for Amtrak tickets. Trainline, RailEurope, and Rail.Ninja do not sell Amtrak tickets as they are not official sellers.
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from Portage to Chicago.
Journey information
Overview: Train from Portage, WI to Chicago, IL
Trains from Portage, WI to Chicago, IL run on average 5 times per day, taking around 3h 25m. Cheap train tickets for this journey start at $24 (€19) 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 26m.
Distance 148 miles (239 km) |
Average train duration 3h 25m |
Cheapest ticket price $24 (€19) |
Trains per day 5 |
Direct trains 3 |
Fastest train 3h 26m |
First train 06:10 |
Last train 15:58 |
Train companies: Amtrak from Portage, WI to Chicago, IL trainsAmtrak trains will get you between Portage, WI and Chicago, IL from $24 (€19). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
Traveling by train from Portage, WI to Chicago, IL
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.
Train Connection: Portage, WI to Chicago, IL
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.
Portage, WI to Chicago, IL Train Connection
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.
Train Tickets Price for Portage, WI to Chicago, IL
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.
Exploring Chicago's Iconic Attractions
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.
FAQs: Trains from Portage, WI to Chicago, IL
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.

popular train stations
Popular train stations from Portage, WI to Chicago, IL
- Elevators, ramps.
- Free of charge
- The station consists of an enclosed brick shelter and a platform.
- Bus: Local bus services available
- 5:00 AM - 12:00 AM Monday - Sunday
- Free
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
- The Chicago Firehouse Restaurant
- Lou Mitchell's
- Outside the main entrance.
- Elevators, ramps, restrooms.
- $1
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
- Located in the main hall
- Located in the main hall
- Avis
- Budget
- Enterprise
- Located in the main hall
- Free
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
- Bus: Several lines available
- CTA: Blue Line, Pink Line
More options for your journey from Portage, WI to Chicago, IL
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