- Must visit
Art Institute of Chicago
World-class art museum with masterpieces from Monet to Hopper and the famous Modern Wing.
Cheapest price
$339
Average price
$400
Fastest journey
1 d 22 h
Average duration
2 d 1 h 44 m
Trains per day
6
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 $400 if you buy it on the day, but the cheapest tickets can be found for only $339.
Of the 6 trains that leave Portland, OR for Chicago, IL on Sun, Aug 23, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Aug 23 the direct trains cover the 2823 km distance in an average of 2 d 1 h 44 m but if you time it right, some trains will get you there in just 1 d 22 h .
On Sun, Aug 23 the slowest trains will take 2 d 8 h 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.
28 Empire Builder
28 Empire Builder · 1340 Borealis
28 Empire Builder · 8 Empire Builder
500 Amtrak Cascades · 8 Empire Builder
504 Amtrak Cascades · 8 Empire Builder
28 Empire Builder · 8 Empire Builder
28 Empire Builder
28 Empire Builder · 1340 Borealis
504 Amtrak Cascades · 8 Empire Builder
500 Amtrak Cascades · 8 Empire BuilderOmio recommends booking the train as it is the most popular option from Portland, OR to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $118. For those with little time consider booking a flight which can get you there in 4h 17m. 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 bus costs an average of $118, and a train costs an average of $143.
Distance: 1754 miles (2823 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$355 Average price | $225 Average price | $190 Average price Cheapest | $444 Average price (fuel + tolls) |
48h 32m Average total duration 48h 2m Onboard + 30m Additional time* | 7h 17m Average total duration Fastest 4h 17m Onboard + 3h 0m Additional time* | 63h 33m Average total duration 63h 3m Onboard + 30m Additional time* | 30h 52m 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 |
![]() Most popular train company | ![]() Most popular airline | ![]() Most popular bus company | Your own car or car rental |
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 Portland, OR to Chicago, IL:
A bus is $35 (€28) less than a flight for this route with tickets for a flight from Portland, OR to Chicago, IL costing on average $225 (€181).
A bus is $165 (€133) less than a train for this route with tickets for a train from Portland, OR to Chicago, IL costing on average $355 (€285).
Other travel options to Chicago, IL take longer:
Train takes on average 48h 2m.
Bus takes on average 63h 3m.
Tickets start at around $355 (€285) compared to roughly $444 (€357) in fuel and tolls — a saving of about $89 (€72). The journey takes 48h 2m versus 30h 52m 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.
Direct services run with Amtrak.
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 Portland, OR to Chicago, IL trains for today, Saturday, August 22. 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 | |
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 AMTRAK · 712 Gold Runner · 5812 AMTRAK | 2:22 PM Portland Union Station, Portland, OR | 93h27 | 1:49 PM Chicago Union Station, Chicago, IL | 4 transfers | |
11 Coast Starlight · 3812 AMTRAK · 712 Gold Runner · 5812 AMTRAK | 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 · 3710 AMTRAK · 710 Gold Runner · 5810 AMTRAK | 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 | 48h36 | 7:21 PM Chicago Union Station, Chicago, IL | 1 transfer | |
This is the last train of the day. | |||||
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 Portland, OR to Chicago, IL run on average 7 times per day, taking around 48h 2m. Cheap train tickets for this journey start at $143 (€115) but you can travel from only $118 (€94) by bus.
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 0m.
Distance 1754 miles (2823 km) |
Average train duration 48h 2m |
Cheapest ticket price $143 (€115) |
Trains per day 7 |
Direct trains 1 |
Fastest train 46h 0m |
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 42 days |
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.
Portland, International Airport (New PDX Terminal) is 9 km from Portland city centre. Check local transport options before travel.
Portland, International Airport (New PDX Terminal) has practical services for this route, including Parking, Dining, ATM, Accessibility, WC, and Car Rental.
Food and drink options are available at Portland, International Airport (New PDX Terminal).
ATMs are available at Portland, International Airport (New PDX Terminal).
Available at Portland, International Airport (New PDX Terminal): Parking, WC.
Available at Portland, International Airport (New PDX Terminal): Car Rental.
Accessibility facilities are available at Portland, International Airport (New PDX Terminal).
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