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Compare train tickets from Portland to Chicago

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Trip Summary

There are 5 daily trains from Portland to Chicago. Traveling by train from Portland to Chicago usually takes around 59 hours and 28 minutes, but the fastest Amtrak Empire Builder train can make the trip in 45 hours and 10 minutes.

Distance1754 mi (2824 km)
Fastest train45h 10m
Lowest price£106.64
Trains per day1
Most frequent serviceAmtrak
Train lines2

What is the price of a train ticket from Portland to Chicago?

In the last month, £149.93 was the average price of a train ticket from Portland, OR to Chicago, IL. Given how far apart Portland and Chicago are from each other, there's no getting around the fact that most train tickets are on the pricier side. You can expect to find tickets at that price or lower if you book your trip at least 18 days in advance. Otherwise, expect to pay around £65.99 more than that for a same-day booking.

Average prices by travel date

£180£120£60JunJun

Over the next 30 days, the average cost of a one-way train trip from Portland to Chicago will vary between £144 and £176. Planning a train trip to Chicago within the upcoming week? The cheapest train ticket you can find from Portland over the next 7 days is £144. Make sure to book your trip as soon as possible as train fares tend to go up as you get closer to your travel date.

Monthly average prices

£194£155£117£78£39JASONDJFMAMJ

If you are trying to decide when to travel from Portland to Chicago by train so you can score the best possible deal, your best bet would be to plan your trip for October. That’s when the average price for a train ticket is expected to be just £137 – the lowest of the year.

Alternatively, if you plan to travel from Portland to Chicago in December, expect to spend more on your train trip, as the average ticket price usually surges to £194 at that time of year. However, if you book your trip ahead of time, you have a high chance of scoring a ticket at a lower price.

Prices as travel date approaches

£247£198£148£99£493020100

If you want to score the best deal, you should plan to book your train trip online on Wanderu at least 18 days ahead of time. If you do that, your train ticket to Chicago from Portland will be about £65.99 cheaper compared to what you would pay if you book at the last minute.

Which train should you take from Portland to Chicago?

2 train services operate from Portland, Oregon to Chicago, Illinois. Amtrak usually has more trains scheduled, with 3 trips per day. That said, it's still worth comparing the prices and trip durations:

TrainDaily TripsAvg. TimeAvg. Price
Amtrak32d 20h 24m£189.73
Amtrak Empire Builder21d 21h 10m£115.56
  • Amtrak

    Amtrak

    Amtrak is the largest passenger railroad service in America, offering daily intercity trains to hundreds of destinations across the contiguous United States, as well as several cities in Canada. Every Amtrak train comes equipped with comfortable seats with extra legroom, as well as several four-seat areas with tables in the middle. In addition, each car has a freshly cleaned restroom, free WiFi and power outlets at every seat. There are also snack bars where you can purchase drinks or food during your journey. On average, there are 3 Amtrak trains from Portland to Chicago every day, as well as 3 trips on the weekends, with prices starting from £125.

    AMT-0AMT-1AMT-2AMT-3AMT-4AMT-5AMT-6AMT-7AMT-8AMT-9

Frequently Asked Questions

Is it safe to travel by train from Portland to Chicago during the COVID-19 pandemic?

Our train partners have implemented several different policies to keep you safe during the COVID-19 pandemic. From limiting vehicle capacity to enhancing cleaning protocols and upgrading air filters, train carriers are committed to maintaining a safe environment. For details on what each company is doing to ensure their fleet remains safe for travel, click here.

In addition, federal law requires all train passengers to wear a face covering for the entire duration of the trip. Please make sure you are wearing a face mask or you may not be allowed to board the train.

Please visit our COVID-19 Travel Guide for more information on all carrier policies and the latest travel advisories issued by every U.S. state, Canadian province, and European country.

Can you take a train all the way from Portland to Chicago?

Yes, there are trains that can take you the entire way from Portland to Chicago. However, there are also some trips on this route that require you to board another vehicle, such as a bus or a shuttle, during your journey. This is worth paying attention to as you book your trip, since a direct train may be preferable for its speed and convenience.

How long is the train journey from Portland to Chicago?

The distance between Portland and Chicago is approximately 1754 miles, or 2824 kilometers. The average train journey between these two cities takes 59 hours and 28 minutes, although the absolute fastest you could get there is 45 hours and 10 minutes.

Looking for ways to pass the time? Most trains are equipped with Wi-Fi, which means you can stream music, browse social media or get some work done during your ride. That said, in case your train has a spotty signal, or is among the few without Wi-Fi, we also recommend downloading TV shows and movies to your mobile device in advance of your trip. That way the ride will fly by whatever the Wi-Fi situation.

When are trains the most crowded?

Trains from Portland to Chicago are the most crowded on Sunday. Tickets also tend to be more expensive then. If you are looking for a great deal on your train tickets or just want extra room to stretch out, consider traveling on Monday instead, as it tends to be the least crowded day of the week.

When are the first and last trains of the day?

The earliest train departs Portland at 08:00 while the last train of the day leaves at 16:00. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.

Is there a direct train from Portland to Chicago?

There are 5 scheduled trains on most days. There is one direct train, which you can stay on for the entire journey from Portland to Chicago. In contrast, taking a non-direct train would require you to transfer trains during your trip.

You can also take a train for your return trip from Chicago to Portland. If you're not not set on traveling by train, you could always take the bus from Portland to Chicago for £149.71.

City Information

Chicago

Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials.

You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.

Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.

Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.

Station Information

Where is the train station in Portland?

Departure stations

There is one train station in Portland.

Where is the train station in Chicago?

Arrival stations

The historic Chicago Union Station is the United States' third busiest train station and a hub for 15 Amtrak train lines with destinations throughout the country. The station also serves bus carriers like Greyhound, Indian Trails and Jefferson Lines, and offers connections to Metra commuter lines. Union Station is also just a quick walk to the nearest Chicago L lines. The current station was built in 1925, to replace the original one dating back to 1881, and today wows visitors with its impressive facade, massive columns, and opulent Great Hall. Located right in downtown and adjacent to the Chicago Loop, Union Station is equipped with many services and amenities, including phone charging stations, shops, and various food and drink options.

Need a return trip from Chicago to Portland?

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