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Trains from Portland to Chicago

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Portland - Chicago Train Timetable

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Trip Summary

There are 13 daily trains from Portland to Chicago. Traveling by train from Portland to Chicago usually takes around 63 hours and 57 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£124.55
Trains per day1
Most frequent serviceAmtrak
Train lines2

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

In the last month, £255.41 was the average price of a train ticket from Portland to Chicago. 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 29 days in advance. Otherwise, expect to pay around £142.72 more than that for a same-day booking.

Average prices by travel date

£520£346£173JunJul

Over the next 30 days, the average cost of a one-way train trip from Portland to Chicago will vary between £237 and £513. 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 £273. 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

£289£231£173£115£58ASONDJFMAMJJ

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 £180 – the lowest of the year.

Alternatively, if you plan to travel from Portland to Chicago in June, expect to spend more on your train trip, as the average ticket price usually surges to £286 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

£351£280£210£140£703020100

If you want to score the best deal, you should plan to book your train trip online on Wanderu at least 29 days ahead of time. If you do that, your train ticket to Chicago from Portland will be about £142.72 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 to Chicago. Amtrak usually has more trains scheduled, with 12 trips per day. That said, it's still worth comparing the prices and trip durations:

TrainDaily TripsAvg. TimeAvg. Price
Amtrak122d 16h 28m£349.69
Amtrak Empire Builder11d 21h 25m£236.57
  • 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 12 Amtrak trains from Portland to Chicago every day, as well as 30 trips on the weekends, with prices starting from £127.

  • Amtrak Empire Builder

    Amtrak Empire Builder

    The Amtrak Empire Builder is a long-distance passenger rail service that has been in operation since 1929. The full 2,200-mile route takes 45 hours to connect Chicago with the Pacific Northwest. Don’t let the length of the trip intimidate you; the Empire Builder is one of Amtrak’s most popular services, and often rated as the most scenic train route in the country. The sightseer lounge, home to enormous windows, is the perfect place to drink in the incredible views of the Mississippi River, the North Dakota Plains, Glacier National Park, and the Columbia River Gorge. Overnight trips on the Empire Builder include the option to book sleeper cabins, for a more comfortable journey and included meals. All passengers can purchase meals or snacks in the cafe car.

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 63 hours and 57 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?

Saturday tends to be the busiest day of the week with travelers taking trains from Portland to Chicago. Ticket price also tend to be more expensive on Saturday than other days. If you are hoping to have more room on the train and even save some change check out travel options on Wednesday instead, as less people travel then and deals are more likely to be found.

When are the first and last trains of the day?

The earliest train departs Portland at 01:00 while the last train of the day leaves at 23:00. 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 13 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.

City Information

Portland

Portland, OR - PDX-0

Image credit: Unsplash

Portland, OR - PDX-1

Image credit: Unsplash

Portland, OR - PDX-2

Image credit: Unsplash

Portland is the largest city in Oregon and accordingly one the state's best vacation destinations. Also known as the City of Roses, this city along the Willamette River wows visitors with its diverse street food, quirky counterculture, and sprawling bookstores such as the world-famous Powell's Books.

Portland is the 5th best city in the United States for outdoor activities, thanks in part to open-air grounds like the expansive Forest Park. Gardens are also excellent outdoor date locales for couples on a romantic getaway: stop and smell the roses at either the International Rose Test Garden or the Portland Japanese Garden.

Once you've gotten hungry from a long day wandering outside, nearly every block downtown has a plethora of food trucks waiting to tickle your taste buds. Or, kick back at one of the many breweries in the #3 best city for craft beer in the United States. Unique locations like McMenamin's brewpubs in renovated cinemas or historic hotels do their part to "keep Portland weird."

As the biggest city in Oregon, Portland is a hub for travel throughout the Pacific Northwest. Amtrak train service and various bus services operate primarily out of Union Station, conveniently-located downtown, and nearby Portland International Airport makes it easy to travel to Portland from near and far.

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 and a top destination in Illinois.

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?

Main departure station: 110 10th Ave SW

Because some trains make multiple stops before leaving the city, there are 15 stops and stations in Portland where you can board the train.

All train stations in Portland:

  • 110 10th Ave SW

  • 433 Willamette St

  • 500 13th St SE

  • Southwest 72nd Ave & Bridgeport Rd

  • Amtrak Metrolink Station - 7724 Van Nuys Blvd

  • 601 Truxtun Ave - Transit Station

  • 3750 Empire Ave

  • Santa Fe Station - 2650 Tulare St

  • 735 S San Joaquin St

  • 200 Santa Fe Ave

  • UO - Knight Law Center - 1515 Agate St

  • 100 I St

  • 5885 Horton St

  • Union Station

  • Salesforce Plaza

Where is the train station in Chicago?

Chicago, IL - Union Station - CHIUST-0

Image credit: Jeramey Jannene

Link to image attribution

Main arrival station: Union Station

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.

Train stations in Chicago:

  • Union Station

Need a return trip from Chicago to Portland?

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