Lowest Prices
We partner with the top bus & train carriers to bring you the best deals.
Best Travel Options
We help you find & compare the best buses & trains in one place.
Quick & Easy Booking
Book trips quickly with a simple, hassle-free checkout – online & on our app.
Fast Customer Support
We don’t monkey around. We respond within minutes to help you out.
Trip Summary
You can pick from 3 daily train trips between Chicago and Portland. The average train journey from Chicago to Portland takes 68 hours and 38 minutes, but some Amtrak Empire Builder train trips are as short as 46 hours and 12 minutes.
| Distance | 1754 mi (2824 km) |
| Fastest train | 46h 12m |
| Lowest price | £85.29 |
| Trains per day | 1 |
| Most frequent service | Amtrak |
| Train lines | 2 |
What is the price of a train ticket from Chicago to Portland?
In the last 30 days, the average cost of a train ticket from Chicago to Portland was £180.84. Train tickets on this route are typically priced higher due to the distance covered. You have the best chances of scoring the cheapest ticket to Portland if you book your train tickets at least 28 days in advance. Waiting to purchase until the day of your trip could end up costing you an extra £126.58.
Average prices by travel date
The average cost of a one-way train trip from Chicago to Portland is expected to fluctuate between £163 and £234 in the next 30 days. If you’re planning a train trip to Portland in the upcoming week, the cheapest price in the next 7 days for a ticket from Chicago is £163.
Monthly average prices
Prices as travel date approaches
Planning ahead pays off when it comes to booking your train trip from Chicago to Portland. By reserving your ticket on Wanderu at least 28 days before departure, you can save around £126.58. Don't miss out on these savings — book in advance!
Which train should you take from Chicago to Portland?
2 train services operate from Chicago to Portland. Amtrak usually has more trains scheduled, with 2 trips per day. That said, it's still worth comparing the prices and trip durations:
| Train | Daily Trips | Avg. Time | Avg. Price |
|---|---|---|---|
| Amtrak | 2 | 3d 6h 47m | £240.04 |
| Amtrak Empire Builder | 1 | 1d 22h 12m | £113.08 |
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 2 Amtrak trains from Chicago to Portland every day, as well as 2 trips on the weekends, with prices starting from £131.
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
The distance between Chicago and Portland is approximately 1754 miles, or 2824 kilometers. The average train journey between these two cities takes 68 hours and 38 minutes, although the absolute fastest you could get there is 46 hours and 12 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.
Trains from Chicago to Portland are the most crowded on Wednesday. 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 Friday instead, as it tends to be the least crowded day of the week.
The earliest train departs Chicago at 1:00pm while the last train of the day leaves at 3:00pm. To see all scheduled departure times, use the search function on this page to get the full schedule for your specific travel dates.
There are 3 scheduled trains on most days. There is one direct train, which you can stay on for the entire journey from Chicago to Portland. 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 Portland to Chicago.
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 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.
Portland
Image credit: Unsplash
Image credit: Unsplash
Image credit: Unsplash
Portland is the largest city in Oregon and accordingly one of 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.
Station Information
Where is the train station in Chicago?
Image credit: Jeramey Jannene
Link to image attribution
Main departure station: Chicago (Union Station), Illinois
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.
All train stations in Chicago:
Chicago (Union Station), Illinois
Where is the train station in Portland?
Image credit: Ian Sane
Link to image attributionMain arrival station: Union Station
Located in Portland’s Old Town Chinatown area at 800 Northwest Sixth Avenue, Union Station features a glowing neon sign encouraging you to “Go By Train.” Union Station serves several iconic Amtrak routes including the Cascades through the Pacific Northwest, the scenic Coast Starlight from Los Angeles to Seattle, and the long-distance Empire Builder which travels all the way to Chicago. Along with train service, Union Station serves intercity bus service via Greyhound, and connects to the Portland Streetcar, MAX Light Rail, and several local TriMet buses. There is a restaurant and bar onsite, as well as a Metropolitan Lounge reserved for Amtrak’s first- and business-class passengers.
Train stations in Portland:
Union Station
Get around town with Moovit
Need a return trip from Portland to Chicago?
Search Train TicketsPlan your next adventure
More trains from Chicago
Continue by train from Portland
Check out these popular routes
Wanderu is the simplest way to book bus and train travel.
With just a quick search on Wanderu, you can compare bus and train schedules and prices from hundreds of travel companies in one convenient place to find the trip that works best for you. Wanderu’s simple checkout process makes it easy to book cheap bus and train tickets hassle-free and with no additional fees. Most importantly, as Wanderu is an official partner of all leading bus and train companies, we always have the best bus and train deals out there.
Book buses and trains on the go with the Wanderu app.
Download our app and snag the best travel deals across North America & Europe.Learn more