- Must visit
Portland Art Museum
The City'S Major Art Museum, Known For Native American Art, Northwest Works, And Rotating International Exhibitions In A Historic Downtown Setting.
Cheapest price
$316
Average price
$1042
Fastest journey
1 d 22 h 12 m
Average duration
2 d 7 h 53 m
Trains per day
3
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 $1042 if you buy it on the day, but the cheapest tickets can be found for only $316.
Of the 3 trains that leave Chicago, IL for Portland, OR on Thu, Jul 02, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Jul 02 the direct trains cover the 2823 km distance in an average of 2 d 7 h 53 m but if you time it right, some trains will get you there in just 1 d 22 h 12 m .
On Thu, Jul 02 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.






Omio 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 $104. 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 $104, and a train costs an average of $126.
Distance: 1754 miles (2823 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$457 Average price | $335 Average price Cheapest | $377 Average price | $428 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 (€34) less than a bus for this route with tickets for a bus from Chicago, IL to Portland, OR costing on average $377 (€311).
A flight is $122 (€100) less than a train for this route with tickets for a train from Chicago, IL to Portland, OR costing on average $457 (€377).
Other travel options to Portland, OR take longer:
Train takes on average 48h 24m.
Bus takes on average 75h 22m.
Tickets start at around $457 (€377) compared to roughly $428 (€353) in fuel and tolls — a saving of about $-29.14 (€-24.01). 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, Wednesday, July 1. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
3 Southwest Chief · 14 Coast Starlight | 1:30 PM Chicago Union Station, Chicago, IL | 76h10 | 3:40 PM Portland Union Station, Portland, OR | 1 transfer | |
5 California Zephyr · 14 Coast Starlight | 2:00 PM Chicago Union Station, Chicago, IL | 75h40 | 3:40 PM Portland Union Station, Portland, OR | 1 transfer | |
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 | |
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 $126 (€104) but you can travel from only $104 (€85) 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 $126 (€104) |
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 — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Portland trip today.
The City'S Major Art Museum, Known For Native American Art, Northwest Works, And Rotating International Exhibitions In A Historic Downtown Setting.
A Large, Hands-On Science Museum On The Eastside With Interactive Exhibits, A Planetarium, And Family-Friendly Displays Popular With Visitors Of All Ages.
While Best Known As A Garden, The Cultural Village Includes Gallery Exhibits And Programs Interpreting Japanese Arts And Design In A Contemporary Setting.
A Major Urban Park Encompassing Gardens, Trails, And Cultural Sites, Making It One Of Portland'S Essential Outdoor Destinations.
One Of The Largest Urban Forest Parks In The United States, Popular For Hiking, Quiet Nature, And Escaping The City Without Going Far.
A Central Riverfront Green Space With Walking Paths, Bridges, And Event Views, Ideal For First-Time Visitors Exploring Downtown.
Portland is one of the United States’ leading beer cities, known for independent breweries and a wide range of IPAs, lagers, sours, and seasonal ales.
Specialty coffee is central to Portland food culture, with carefully sourced beans, espresso drinks, and pour-overs shaping the city’s everyday rituals.
Playful, over-the-top doughnuts became a Portland food icon here, with unusual toppings and flavors that helped define the city’s quirky dessert scene.
Well-known French-inspired restaurant with inventive tasting menus, rich seasonal dishes, and an intimate, lively dining room.
Popular Southern restaurant famous for fried chicken, waffles, and hearty brunch in a bustling, casual setting.
Classic downtown seafood restaurant serving oysters, salmon, crab, and other Pacific Northwest specialties in a historic setting.
Portland is pricier than many U.S. cities for hotels and dining, though food carts and casual spots help keep daily costs manageable.
Tip 18-20% in restaurants; 20%+ for great service. Tip USD 1-2 per drink at bars, round up taxis, and tip hotel staff USD 2-5 as appropriate.
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.
Here are some other resources that might have the information you need