- Must visit
Art Institute Of Chicago
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
Cheapest price
$694
Average price
$1250
Fastest journey
1 d 22 h
Average duration
2 d 6 h 4 m
Trains per day
5
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 $1250 if you buy it on the day, but the cheapest tickets can be found for only $694.
Of the 5 trains that leave Portland, OR for Chicago, IL on Wed, Jul 08, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Wed, Jul 08 the direct trains cover the 2823 km distance in an average of 2 d 6 h 4 m but if you time it right, some trains will get you there in just 1 d 22 h .
On Wed, Jul 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.
28 Empire Builder · 8 Empire Builder
11 Coast Starlight · 6 California Zephyr
504 Amtrak Cascades · 8 Empire Builder
500 Amtrak Cascades · 8 Empire Builder
28 Empire Builder
28 Empire Builder
28 Empire Builder · 8 Empire Builder
504 Amtrak Cascades · 8 Empire Builder
500 Amtrak Cascades · 8 Empire Builder
11 Coast Starlight · 6 California ZephyrOmio 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 $134. 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 $134, and a train costs an average of $172.
Distance: 1754 miles (2823 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$397 Average price | $359 Average price | $316 Average price Cheapest | $428 Average price (fuel + tolls) |
48h 5m Average total duration 47h 35m Onboard + 30m Additional time* | 7h 17m Average total duration Fastest 4h 17m Onboard + 3h 0m Additional time* | 73h 20m Average total duration 72h 50m 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 $44 (€36) less than a flight for this route with tickets for a flight from Portland, OR to Chicago, IL costing on average $359 (€296).
A bus is $81 (€67) less than a train for this route with tickets for a train from Portland, OR to Chicago, IL costing on average $397 (€326).
Other travel options to Chicago, IL take longer:
Train takes on average 47h 35m.
Bus takes on average 72h 50m.
Tickets start at around {cheapestPrice} compared to roughly {drivingPriceInCents} in fuel and tolls — a saving of about {savingsAmount}. The journey takes {durationInMinutes} versus {drivingDurationInMinutes} 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, Tuesday, July 7. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
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 | |
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 · 1340 Borealis | 4:45 PM Portland Union Station, Portland, OR | 48h36 | 7:21 PM Chicago Union Station, Chicago, IL | 1 transfer | |
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 | |
| Wednesday, July 8 | |||||
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 | |
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 47h 35m. Cheap train tickets for this journey start at $172 (€141) but you can travel from only $59 (€48) 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 36m.
Distance 1754 miles (2823 km) |
Average train duration 47h 35m |
Cheapest ticket price $172 (€141) |
Trains per day 7 |
Direct trains 1 |
Fastest train 45h 36m |
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 Sun |
Least Busy Day Sun |
Best time to book 42 days |
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the world’s leading art museums, famous for Impressionist masterpieces, American art, and major special exhibitions.
A top natural history museum known for Sue the T. rex, ancient cultures, fossils, and broad science collections.
A large hands-on science museum with a German submarine, space exhibits, and interactive engineering displays.
Chicago’s signature downtown park, home to Cloud Gate, gardens, public art, and major seasonal events.
The city’s best-known avenue for architecture, shopping, and bustling urban energy along North Michigan Avenue.
A popular pedestrian waterfront with excellent skyline views, bridges, and easy access to boat architecture tours.
A thick, buttery crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce. It is one of Chicago’s most iconic and debated local specialties.
An all-beef hot dog on a poppy seed bun topped with yellow mustard, relish, onions, tomato, pickle spear, sport peppers, and celery salt. It is a classic local street food served without ketchup.
Thinly sliced seasoned roast beef piled onto an Italian roll, often dipped in its juices and topped with sweet peppers or giardiniera. It is a defining working-class Chicago sandwich.
Chicago’s world-famous fine-dining restaurant known for highly creative tasting menus and theatrical presentation. It offers one of the city’s most celebrated upscale dining experiences.
A beloved casual institution best known for breaded steak sandwiches and hearty Italian-American comfort food. It has a loyal local following and an old-school atmosphere.
A legendary Chicago chain celebrated for buttery-crust deep-dish pizza and a classic casual atmosphere. One of the city’s best-known places to try this signature dish.
Chicago is pricey for hotels and dining, but budget eats and public transit help keep daily costs manageable.
Tip 18-20% at restaurants; 15-20% for taxis and rideshares; USD 1-2 per drink at bars; USD 1-2 per bag for bellhops; USD 2-5 per night for housekeeping.
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