- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price on Oct 08
$253
Average ticket price on Oct 08
$453
Fastest journey on Oct 08
1 d 22 h
Average journey duration on Oct 08
2 d 6 h 34 m
Trains on Oct 08
4
Distance
2823 km
The best way to find a cheap train ticket from Portland, OR to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Portland, OR to Chicago, IL will cost around $453 if you buy it on the day, but the cheapest tickets can be found for only $253.
On Thu, Oct 08, we found 4 trains from Portland, OR to Chicago, IL, including 4 direct services.
On Thu, Oct 08 the direct trains cover the 2823 km distance in an average of 2 d 6 h 34 m but if you time it right, some trains will get you there in just 1 d 22 h .
On Thu, Oct 08 the slowest trains will take 2 d 22 h 17 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.








Trains from Portland, OR to Chicago, IL run on average 5 times per day, taking around 51h 0m. Cheap train tickets for this journey start at $199 (€166) but you can travel from only $97 (€81) 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 2m.
Distance 1754 miles (2823 km) |
Average train duration 51h 0m |
Cheapest ticket price $199 (€166) |
Trains per day 5 |
Direct trains 1 |
Fastest train 45h 2m |
First train 6:45 AM |
Last train 5:09 PM |
Cheapest Month Nov |
Cheapest Day Sun |
High Season Jan - Mar |
Low Season Apr - Jun |
Busiest Day Wed |
Least Busy Day Wed |
Best time to book 14 days |
The table below shows live departures for Portland, OR to Chicago, IL trains for today, Tuesday, October 6. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
500 Amtrak Cascades · 8 Empire Builder | 6:45 AM Portland Union Station, Portland, OR | 56h00 | 4:45 PM Chicago Union Station, Chicago, IL | 1 transfer | |
504 Amtrak Cascades · 8 Empire Builder | 10:40 AM Portland Union Station, Portland, OR | 52h05 | 4:45 PM Chicago Union Station, Chicago, IL | 1 transfer | |
11 Coast Starlight · 3812 Connecting Bus · 712 Gold Runner · 5812 Connecting Bus | 2:22 PM Portland Union Station, Portland, OR | 93h27 | 1:49 PM Chicago Union Station, Chicago, IL | 4 transfers | |
11 Coast Starlight · 3710 Connecting Bus · 710 Gold Runner · 5810 Connecting Bus | 2:22 PM Portland Union Station, Portland, OR | 93h27 | 1:49 PM Chicago Union Station, Chicago, IL | 4 transfers | |
11 Coast Starlight · 422 Texas Eagle | 2:22 PM Portland Union Station, Portland, OR | 93h27 | 1:49 PM Chicago Union Station, Chicago, IL | 1 transfer | |
11 Coast Starlight · 6 California Zephyr | 2:22 PM Portland Union Station, Portland, OR | 70h17 | 2:39 PM Chicago Union Station, Chicago, IL | 1 transfer | |
11 Coast Starlight · 3712 Connecting Bus · 712 Gold Runner · 5812 Connecting Bus | 2:22 PM Portland Union Station, Portland, OR | 93h27 | 1:49 PM Chicago Union Station, Chicago, IL | 4 transfers | |
28 Empire Builder | 4:45 PM Portland Union Station, Portland, OR | 46h00 | 4:45 PM Chicago Union Station, Chicago, IL | 0 transfersDirect | |
28 Empire Builder · 8 Empire Builder | 4:45 PM Portland Union Station, Portland, OR | 46h00 | 4:45 PM Chicago Union Station, Chicago, IL | 1 transfer | |
28 Empire Builder · 1340 Borealis | 4:45 PM Portland Union Station, Portland, OR | 48h46 | 7:31 PM Chicago Union Station, Chicago, IL | 1 transfer | |
![]() | 12:45 AM Portland, OR | 46h00 | 10:45 PM Chicago, IL | 0 transfersDirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Discover the best of Chicago, IL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago, IL trip today.
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Major natural history museum with Sue the T. rex, ancient cultures, and strong family appeal.
Hands-on science museum in a grand former fair building, popular for exhibits and a U-505 submarine.
Lively lakefront park with Cloud Gate, Crown Fountain, gardens, and major public art in central Chicago.
Famous shopping boulevard lined with architecture, hotels, riverfront views, and major city energy.
Scenic pedestrian-friendly riverwalk with boat docks, public art, bridges, and standout skyline perspectives.
Deep-dish pizza is Chicago’s iconic pie with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked on top.
The Chicago-style hot dog is an all-beef frank on a poppy seed bun with mustard, relish, onion, tomato, pickle, peppers, and celery salt.
Italian beef is thin-sliced roast beef piled onto a roll, often dipped in savory juices and topped with sweet peppers or spicy giardiniera.
Classic spot for juicy Italian beef sandwiches, especially dipped and topped with spicy giardiniera, with a casual local feel.
Legendary stand for Chicago-style hot dogs and char-grilled sausages, served fast in a no-frills local landmark.
World-famous fine dining destination offering a highly creative tasting menu and refined service in an elegant setting.
Moderate for a major US city: hotels can be pricey, but transit is affordable and dining ranges from cheap eats to upscale options.
Tip 18-20% at restaurants, $1-2 per drink at bars, 10-15% for taxis, and optional small change at cafes.
Find answers to the most common questions about traveling from Portland, OR to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.

Most Portland, OR to Chicago, IL trains use the Portland Union Station to Union Station station pair. Use this guide to compare Portland, OR and Chicago, IL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
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.
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.
Here are some other resources that might have the information you need