- Must visit
Portland Art Museum
World-class collections spanning Native American, Asian, and Northwest art. A cornerstone cultural stop in the South Park Blocks.
Cheapest price on Sep 30
$265
Average ticket price on Sep 30
$1075
Fastest journey on Sep 30
1 d 22 h 12 m
Average journey duration on Sep 30
2 d 6 h 27 m
Trains on Sep 30
4
Distance
2823 km
The best way to find a cheap train ticket from Chicago, IL to Portland, OR is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Portland, OR will cost around $1075 if you buy it on the day, but the cheapest tickets can be found for only $265.
On Wed, Sep 30, we found 4 trains from Chicago, IL to Portland, OR, including 4 direct services.
On Wed, Sep 30 the direct trains cover the 2823 km distance in an average of 2 d 6 h 27 m but if you time it right, some trains will get you there in just 1 d 22 h 12 m .
On Wed, Sep 30 the slowest trains will take 3 d 3 h 15 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.








The table below shows live departures for Chicago, IL to Portland, OR trains for today, Tuesday, September 29. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
27 Empire Builder | 3:05 PM Chicago Union Station, Chicago, IL | 46h12 | 11:17 AM Portland Union Station, Portland, OR | 0 transfersDirect | |
7 Empire Builder · 27 Empire Builder | 3:05 PM Chicago Union Station, Chicago, IL | 46h12 | 11:17 AM Portland Union Station, Portland, OR | 1 transfer | |
7 Empire Builder · 507 Amtrak Cascades | 3:05 PM Chicago Union Station, Chicago, IL | 52h40 | 5:45 PM Portland Union Station, Portland, OR | 1 transfer | |
| Wednesday, September 30 | |||||
![]() | 4:10 PM Chicago, IL | 50h07 | 6:17 PM Portland, OR | 0 transfersDirect | |
![]() | 7:25 PM Chicago, IL | 75h15 | 10:40 PM Portland, OR | 0 transfersDirect | |
Find all the dates and times for this journey
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.
Trains from Chicago, IL to Portland, OR run on average 4 times per day, taking around 51h 31m. Cheap train tickets for this journey start at $171 (€142) but you can travel from only $99 (€82) by flight.
There are 1 trains per day. The earliest train runs at 06:45, the last at 17:09. The fastest train covers the 1754 miles (2823 km) distance in 45h 7m.
Distance 1754 miles (2823 km) |
Average train duration 51h 31m |
Cheapest ticket price $171 (€142) |
Trains per day 4 |
Direct trains 1 |
Fastest train 45h 7m |
First train 6:45 AM |
Last train 5:09 PM |
Cheapest Month Oct |
Cheapest Day Sat |
High Season Apr - Jun |
Low Season Oct - Dec |
Busiest Day Wed |
Least Busy Day Wed |
Best time to book 14 days |
Discover the best of Portland, OR — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Portland, OR trip today.
World-class collections spanning Native American, Asian, and Northwest art. A cornerstone cultural stop in the South Park Blocks.
Hands-on museum famed for the USS Blueback submarine, science labs, and family-friendly exhibits on technology and nature.
Eclectic museum of movie props, oddities, and outsider collections in Northwest Portland. Fun, quirky, and uniquely local.
A 165-acre woodland park with serene paths, a rose garden, and Japanese Garden access. One of Portland's signature green spaces.
Beloved downtown square known as Portland's living room. Hosts events, people-watching, and easy access to major central sights.
Large urban forest with miles of trails for hiking and running. A local favorite for quick immersion in nature near downtown.
A toasted bread ring with a malty crust and chewy center. Portland shops helped make the city's bagel scene a modern local obsession.
Traditional regional chowder from the Pacific Northwest, usually with local clams, cream, potatoes, and herbs. A staple on many Portland seafood menus.
Fresh oysters from the Oregon coast, prized for their briny, clean flavor. Portland is a major city showcase for the state's shellfish culture.
Acclaimed bagel shop serving naturally leavened bagels with classic toppings in a casual neighborhood space.
Pioneering specialty coffee roaster with expertly brewed coffee and a minimalist café atmosphere loved by locals.
Iconic Portland brewery and pub pouring house beers with hearty pub fare in a lively, long-running local setting.
Moderate for U.S. city travel: hotels and dining are mid-priced, transit is reasonable, and budget food is easy to find.
Tip 18-20% at restaurants, more for great service. Taxis: 10-15%. Cafes: round up or tip $1-2 for drinks.
Find answers to the most common questions about traveling from Chicago, IL to Portland, OR 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 Portland, OR, this guide helps you travel smarter and with confidence.

Most Chicago, IL to Portland, OR trains use the Union Station to Portland Union Station station pair. Use this guide to compare Chicago, IL and Portland, OR train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Portland Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lost and Found Office, Ticket Office, Bike Parking, Bike Rental, Car Rental, Information Desk, and Luggage Carts.
Food options include: Wilf's Restaurant & Bar, Al-Amir Lebanese Restaurant
Free. ATMs are available in the train station.
Ticket office support is available at Portland Union Station. Information desks are located in the main hall.
Luggage storage is available at Portland Union Station. Lost and found is available at the station.
Available at Portland Union Station: Parking, Taxis, WC.
Available at Portland Union Station: Bike Parking, Bike Rental, Car Rental.
Accessibility facilities are available at Portland Union Station: Elevators, ramps, restrooms.
Nearby hotels include Embassy Suites by Hilton Portland Downtown, The Benson, a Coast Hotel, Courtyard by Marriott Portland City Center.
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