- Must visit
The Art Institute Of Chicago
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
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The cheapest and fastest trains from Portland, OR to Chicago, IL
Showing times and prices for May 24
Cheapest price
$620
Average price
$657
Fastest journey
1 d 22 h
Average duration
2 d 5 h 24 m
Trains per day
5
Distance
2823 km
Cheap tickets
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 $657 if you buy it on the day, but the cheapest tickets can be found for only $620.
Fast trains
Of the 5 trains that leave Portland, OR for Chicago, IL on Sun, May 24, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, May 24 the direct trains cover the 2823 km distance in an average of 2 d 5 h 24 m but if you time it right, some trains will get you there in just 1 d 22 h .
On Sun, May 24 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 Builder4:45 PM46h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$6201One-way0 transfers- 11 Coast Starlight · 6 California Zephyr2:22 PM70h17Portland Union Station, Portland, OR2:39 PMChicago Union Station, Chicago, IL$6261One-way1 transfer
- 28 Empire Builder · 1340 Borealis4:45 PM48h41Portland Union Station, Portland, OR7:26 PMChicago Union Station, Chicago, IL$6581One-way1 transfer
- 500 Amtrak Cascades · 8 Empire Builder6:45 AM56h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$6891One-way1 transfer
- 28 Empire Builder · 8 Empire Builder4:45 PM46h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$6941One-way1 transfer
- 28 Empire Builder · 8 Empire Builder4:45 PM46h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$6941One-way1 transfer
- 28 Empire Builder4:45 PM46h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$6201One-way0 transfers
- 28 Empire Builder · 1340 Borealis4:45 PM48h41Portland Union Station, Portland, OR7:26 PMChicago Union Station, Chicago, IL$6581One-way1 transfer
- 500 Amtrak Cascades · 8 Empire Builder6:45 AM56h00Portland Union Station, Portland, OR4:45 PMChicago Union Station, Chicago, IL$6891One-way1 transfer
- 11 Coast Starlight · 6 California Zephyr2:22 PM70h17Portland Union Station, Portland, OR2:39 PMChicago Union Station, Chicago, IL$6261One-way1 transfer
Travel Information
Compare train, bus, and flight for Portland, OR to Chicago, IL
Omio 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 $136. 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 $136, and a train costs an average of $175.
Distance: 1754 miles (2823 km)
Compare train with
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$403 Average price | $365 Average price | $321 Average price Cheapest | $435 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.
The cheapest way to travel from Portland, OR to Chicago, IL is a bus with an average price of $321 (€260).
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 $365 (€296).
A bus is $82 (€67) less than a train for this route with tickets for a train from Portland, OR to Chicago, IL costing on average $403 (€326).
The fastest way to travel from Portland, OR to Chicago, IL is by flight with an average journey time of 4h 17m.
Other travel options to Chicago, IL take longer:
Train takes on average 47h 35m.
Bus takes on average 72h 50m.
It's helpful to compare your options as there are 3 ways to travel between Portland, OR and Chicago, IL including taking a train, bus, and flight.
We recommend using the train as it is the most popular way to get from Portland, OR to Chicago, IL among Omio's users.
Take the train. It's the cheaper option, and the extra time on board is usually more relaxing than driving it.
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.
Live departures
Portland, OR to Chicago, IL train times
The table below shows live departures for Portland, OR to Chicago, IL trains for today, Saturday, May 23. You can also manually refresh the results below to see updated train journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 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 · 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 · 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 · 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 | |
| 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 | |
| 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 | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Portland, OR to Chicago, IL by train, bus, or flight
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.
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Journey information
Overview: Train from Portland, OR to Chicago, IL
USAUSA
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 $175 (€141) but you can travel from only $60 (€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.
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $60 (€48)
Distance 1754 miles (2823 km) |
Average train duration 47h 35m |
Cheapest ticket price $175 (€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 |
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Cheapest alternative travel mode
Flight from $60 (€48)
Train companies: Amtrak from Portland, OR to Chicago, IL trainsAmtrak trains will get you between Portland, OR and Chicago, IL from $60 (€48). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.
Amtrak
About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Duration
45h 36m
Cheapest Price
$175 (€141)
Amtrak frequency
7 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone
Complete guide to Chicago
Things to do in Chicago
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
- Must visit
Field Museum
A world-class natural history museum famous for its dinosaur fossils, ancient cultures, and major scientific collections, including the celebrated T. rex specimen SUE.
- Must visit
Museum Of Science And Industry
A large interactive science museum in Hyde Park with hands-on exhibits, transportation displays, and family-friendly experiences in a grand historic building.
- Must visit
Millennium Park
Chicago’s signature downtown park combines major public art, gardens, and event spaces, making it one of the city’s essential first stops for visitors.
- Must visit
The Magnificent Mile
The city’s best-known stretch of Michigan Avenue is lined with landmark buildings, shops, and hotels, and serves as a central walking route for first-time visitors.
- Must visit
Chicago Riverwalk
A highly popular waterfront promenade with excellent architecture views, bridges, and easy access to boat tours. It is one of the city’s most scenic urban walks.
Deep-Dish Pizza
Chicago’s iconic thick, buttery-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
Chicago-Style Hot Dog
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
Italian Beef Sandwich
Thin-sliced seasoned roast beef served on a long roll, often dipped in jus and topped with sweet peppers or giardiniera.
Girl & the Goat
A celebrated West Loop restaurant with bold small plates, creative flavors, and a vibrant, modern atmosphere.
Alinea
Chicago’s internationally renowned fine-dining destination known for highly creative tasting menus and theatrical presentation.
Lou Malnati's Pizzeria
A classic Chicago pizzeria famous for buttery-crust deep-dish pizza and a relaxed, family-friendly atmosphere.
United States Dollar
Moderate for a major U.S. city: casual food is reasonable, but hotels, parking, and fine dining add up fast.
Average meal costs
- Budget
- USD 10-18 for fast food or casual takeout.
- Mid-range
- USD 25-45 per person at a mid-range restaurant.
- Fine dining
- USD 80+ per person before drinks and tip.
- Coffee
- USD 4-7 for a coffee drink.
Tipping culture
Tip 18-20% at restaurants; 20%+ for great service. Bars: USD 1-2 per drink. Taxis/rideshares: 10-15%. Hotels: USD 2-5 for housekeeping; USD 1-2 per bag.
FAQs: Trains from Portland, OR to Chicago, IL
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.
Train ticket prices from Portland, OR to Chicago, IL can vary. The cheapest ticket starts at $175 (€141), while the average price is around $403 (€326).
The train from Portland, OR to Chicago, IL takes 45h 36m and runs 7 per day.
The first train from Portland, OR to Chicago, IL leaves at 6:45 AM.
The distance by train from Portland, OR to Chicago, IL is 1754 miles (2823 km).
The last train from Portland, OR to Chicago, IL leaves at 5:09 PM.
There is no high speed train available from Portland, OR to Chicago, IL.
Yes, there is a direct train from Portland, OR to Chicago, IL. This service operates 1 times per day, provided by Amtrak.
Unfortunately, there is no night train available from Portland, OR to Chicago, IL.
The train station in Portland, OR that goes to Chicago, IL is Portland Union Station, Portland, OR, which connects to Chicago Union Station, Chicago, IL.
The cheapest way to get from Portland, OR to Chicago, IL is by flight, with a cost of around $60 (€48).
The train journey from Portland, OR to Chicago, IL on the Amtrak Empire Builder is considered scenic, offering views of the Cascade Mountains, Columbia River Gorge, and Glacier National Park.
A day trip from Portland, OR to Chicago, IL is not feasible as the journey takes 45h 36m. However, there are 8 train trips available per day. The distance covered is 1754 miles (2823 km).
In Chicago, IL, you can explore the Museum of Science and Industry and its interactive exhibits, enjoy the vibrant neighborhoods like Wicker Park and Lincoln Park, take a river cruise to view iconic architecture, and attend a live performance at the historic Chicago Theatre. Visit Lincoln Park Zoo for a free and enjoyable day. For sights, don't miss Millennium Park with its modern art, the renowned Art Institute of Chicago, the entertainment hub of Navy Pier, panoramic views from Willis Tower Skydeck, and the fascinating exhibits at the Field Museum.
To fully experience Chicago, IL, plan for at least 3-4 days to visit key attractions such as Millennium Park, The Art Institute of Chicago, Navy Pier, and explore diverse neighborhoods.
Yes, you can take the train from Portland, OR to Chicago, IL.
Since neither Portland, OR nor Chicago, IL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
Popular day trips by train from Chicago, IL include Milwaukee, WI, South Bend, IN, New Buffalo, MI, Racine, WI, Elkhart, IN.
We recommend using the train as it is the most popular way to get from Portland, OR to Chicago, IL among Omio's users.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Chicago, IL, travelers should be cautious of pickpocketing and purse snatching, especially in crowded areas like public transit and popular tourist spots. Common scams include fake charity solicitations and distraction thefts. It is advisable to stay alert in neighborhoods outside downtown after dark and use authorized transportation services to avoid unlicensed taxi scams. Keeping valuables secure and being aware of surroundings helps mitigate these risks.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular train stations
Popular train stations from Portland, OR to Chicago, IL
Portland
Chicago
The major train station for departures in Portland is Portland Union Station. Find all the information you need to know about services, amenities and connections at Portland Union Station for your trip from Portland to Chicago.
Amenities at train station
Wifi
Lockers
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Lost and Found Office
Ticket Office
Bike Parking
Bike Rental
Car Rental
Information Desk
Luggage Cartsinformation
Ticket Office Hours
- 5:30 AM - 10:00 PM Monday - Sunday
Number of platforms
3Wifi
- Free
Parking
- The car park is open 24/7. Access is available via NW 6th Avenue.
Dining
- Wilf's Restaurant & Bar
- Al-Amir Lebanese Restaurant
Taxis
- Outside the main entrance.
Accessibility
- Elevators, ramps, restrooms.
WC
- $1.50
Hotel
- Embassy Suites by Hilton Portland Downtown
- The Benson, a Coast Hotel
- Courtyard by Marriott Portland City Center
Lost and Found Office
- Located in the main hall
Car Rental
- Enterprise
- Hertz
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- The station has a main entrance leading to platforms 1-3 for Amtrak services
- waiting areas and ticket counters are located in the main hall.
Public transit options for Portland Union Station
- MAX Light Rail: Green Line, Yellow Line
- Bus: Several lines available
- Streetcar: NS Line
Portland, International Airport (New PDX Terminal)
Amenities at train station
ParkingDiningATMAccessibilityWCCar Rentalinformation
Distance to city center
9 kmThe major train station for arrivals in Chicago is Union Station. Find all the information you need to know about services, amenities and connections at Union Station for your journey to Chicago from Portland.
Amenities at train station
WifiLockersParkingDiningATMTaxisAccessibilityWCHotel
LoungeLost and Found OfficeTicket OfficeBike ParkingCar RentalInformation DeskLuggage Cartsinformation
Ticket Office Hours
- 5:00 AM - 12:00 AM Monday - Sunday
Distance to city center
3 kmNumber of platforms
24Wifi
- Free
Parking
- The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
Dining
- The Chicago Firehouse Restaurant
- Lou Mitchell's
Taxis
- Outside the main entrance.
Accessibility
- Elevators, ramps, restrooms.
WC
- $1
Hotel
- The Kimpton Gray Hotel
- JW Marriott Chicago
- W Chicago - City Center
Lounge
- Located in the main hall
Lost and Found Office
- Located in the main hall
Car Rental
- Avis
- Budget
- Enterprise
Information Desk
- Located in the main hall
Luggage Carts
- Free
Station Plan
- Hall 1: main entrance, Amtrak services
- Hall 2: Metra services
- Hall 3: food court and retail shops
Public transit options for Union Station
- Bus: Several lines available
- CTA: Blue Line, Pink Line
Most popular train connections from Portland, OR
More options for your journey from Portland, OR to Chicago, IL
Here are some other resources that might have the information you need
Most popular trains to and from Chicago, IL and Portland, OR
Most popular train connections to Chicago, IL
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