- Must visit
Art Institute of Chicago
Major art museum with global collections, notable Impressionist works, and a landmark setting beside Millennium Park.
Cheapest price
£453
Average price
£1100
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 travelling at rush hour.
The average ticket from Portland, OR to Chicago, IL will cost around £1100 if you buy it on the day, but you can find cheap train tickets today for only £453.
Of the 6 trains that leave Portland, OR for Chicago, IL every day 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
These 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 .
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.
11 Coast Starlight · 6 California Zephyr
28 Empire Builder · 1340 Borealis
504 Amtrak Cascades · 8 Empire Builder
500 Amtrak Cascades · 8 Empire Builder
28 Empire Builder
28 Empire Builder
28 Empire Builder · 8 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 coach with prices starting from £85. 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 coach costs an average of £85, and a train costs an average of £104.
Distance: 2823 km
Most popular Train | Flight | Coach |
|---|---|---|
£256 Average Price | £163 Average Price | £137 Average Price Cheapest |
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* |
0.8 - 2.5kg CO2 emissions Lowest | 8.5 - 16.9kg CO2 emissions | 2.8 - 7.1kg CO2 emissions |
![]() Most popular train company | ![]() Most popular airline | ![]() Most popular bus company |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
The table below shows live departures for Portland, OR to Chicago, IL trains for today, Sunday 23 August. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Changes | Tickets |
|---|---|---|---|---|---|
500 Amtrak Cascades · 8 Empire Builder | 6:45 Portland Union Station, Portland, OR | 56h00 | 16:45 Chicago Union Station, Chicago, IL | 1 change | |
504 Amtrak Cascades · 8 Empire Builder | 10:40 Portland Union Station, Portland, OR | 52h05 | 16:45 Chicago Union Station, Chicago, IL | 1 change | |
11 Coast Starlight · 6 California Zephyr | 14:22 Portland Union Station, Portland, OR | 70h17 | 14:39 Chicago Union Station, Chicago, IL | 1 change | |
28 Empire Builder · 8 Empire Builder | 16:45 Portland Union Station, Portland, OR | 46h00 | 16:45 Chicago Union Station, Chicago, IL | 1 change | |
28 Empire Builder · 1340 Borealis | 16:45 Portland Union Station, Portland, OR | 48h36 | 19:21 Chicago Union Station, Chicago, IL | 1 change | |
28 Empire Builder | 16:45 Portland Union Station, Portland, OR | 46h00 | 16:45 Chicago Union Station, Chicago, IL | 0 changesdirect | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare train, coach 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 £104 but you can travel from only £85 by coach.
There are 1 trains per day. The earliest train runs at 06:45, the last at 17:09. The fastest train covers the 2823 km distance in 46h 0m.
Distance 2823 km |
Average train duration 48h 2m |
Cheapest ticket price £104 |
Trains per day 7 |
Direct trains 1 |
Fastest train 46h 0m |
First train 6:45 |
Last train 17:09 |
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.
Major art museum with global collections, notable Impressionist works, and a landmark setting beside Millennium Park.
Science museum in Jackson Park with hands-on exhibits, a U-505 submarine, and broad appeal for families and curious adults.
Natural history museum on the Museum Campus, known for dinosaur fossils, gem displays, and wide-ranging science exhibits.
Lively lakefront park with Cloud Gate, gardens, public art, and frequent events at the heart of central Chicago.
Bustling avenue for architecture, shopping, river views, and easy walking between landmark buildings and major attractions.
Scenic pedestrian route along the Chicago River with terraces, bridges, boat access, and excellent close-up architecture views.
Deep-dish pizza is a Chicago classic with a tall buttery crust, layers of cheese and toppings, and chunky tomato sauce baked in a deep pan.
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 thinly sliced roast beef on a roll, often dipped in savoury juices and topped with sweet peppers or giardiniera.
Elegant fine-dining restaurant rooted in Midwestern ingredients, with polished service and a refined contemporary dining room.
Historic pizzeria known for classic Chicago deep-dish in a lively, casual setting near the Magnificent Mile.
Long-running counter-service spot famed for Italian beef sandwiches, dipped rolls and spicy giardiniera in a no-frills setting.
Expensive by US city standards: hotels, dining and attractions add up, though buses and the 'L' help keep daily costs manageable.
Tip 18-20% in restaurants, 15-20% for taxis, and $1-2 per drink or coffee in cafés if table service is given.
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