- 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
$460
Average price
$2742
Fastest journey
1 d 22 h 12 m
Average duration
2 d 22 h 2 m
Trains per day
7
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 $2742 if you buy it on the day, but the cheapest tickets can be found for only $460.
It's difficult to get from Chicago, IL to Portland, OR without transferring at least once.
5 California Zephyr · 14 Coast Starlight
3 Southwest Chief · 14 Coast Starlight
421 Texas Eagle · 5717 AMTRAK · 717 Gold Runner · 14 Coast Starlight
421 Texas Eagle · 5817 AMTRAK · 717 Gold Runner · 14 Coast Starlight
421 Texas Eagle · 14 Coast Starlight
7 Empire Builder · 27 Empire Builder
7 Empire Builder · 507 Amtrak Cascades
5 California Zephyr · 14 Coast Starlight
3 Southwest Chief · 14 Coast Starlight
421 Texas Eagle · 5717 AMTRAK · 717 Gold Runner · 14 Coast StarlightOmio recommends booking the train as it is the most popular option from Chicago, IL to Portland, OR among Omio's users. If you are prioritising price take the flight with prices starting from $105. For those with little time consider booking a flight which can get you there in 4h 56m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.8 - 2.5kg. The ticket price range depends on the travel mode: a flight costs an average of $105, and a train costs an average of $128.
Distance: 1754 miles (2823 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$464 Average price | $341 Average price Cheapest | $383 Average price | $434 Average price (fuel + tolls) |
48h 54m Average total duration 48h 24m Onboard + 30m Additional time* | 7h 56m Average total duration Fastest 4h 56m Onboard + 3h 0m Additional time* | 75h 52m Average total duration 75h 22m Onboard + 30m Additional time* | 30h 53m Average total duration (door-to-door) |
0.8 - 2.5kg CO2 emissions Lowest | 8.5 - 16.9kg CO2 emissions | 2.8 - 7.1kg CO2 emissions | - CO2 emissions |
Direct Options | Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Chicago, IL to Portland, OR:
A flight is $42 less than a bus for this route with tickets for a bus from Chicago, IL to Portland, OR costing on average $383.
A flight is $123 less than a train for this route with tickets for a train from Chicago, IL to Portland, OR costing on average $464.
Other travel options to Portland, OR take longer:
Train takes on average 48h 24m.
Bus takes on average 75h 22m.
Tickets start at around $464 compared to roughly $434 in fuel and tolls — a saving of about $-29.58. The journey takes 48h 24m versus 30h 53m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for Chicago, IL to Portland, OR trains for today, Saturday, August 15. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 8:05 PM Chicago, IL | 52h40 | 12:45 AM Portland, OR | 0 transfersDirect | |
![]() | 9:05 PM Chicago, IL | 46h12 | 7:17 PM Portland, OR | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare train, flight, and bus 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 6 times per day, taking around 48h 24m. Cheap train tickets for this journey start at $128 but you can travel from only $105 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 46h 12m.
Distance 1754 miles (2823 km) |
Average train duration 48h 24m |
Cheapest ticket price $128 |
Trains per day 6 |
Direct trains 1 |
Fastest train 46h 12m |
First train 6:45 AM |
Last train 5:09 PM |
Cheapest Month Oct |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Wed |
Least Busy Day Wed |
Best time to book 70 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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