How to travel from Portland, OR to Chicago, IL

Fri, Jul 19
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Travel Information to Chicago, IL from Portland, OR

distanceDistance1750 miles (2822 km)
modeAvailable travel modesTrain, bus or flight
priceTicket price range$96 - $140
cheapestCheapest modeFlight • $96 (€83) • 4 h
fastestFastest modeFlight • $96 (€83) • 4 h
carriersPopular travel companiesFlixBus, United or Amtrak

Travel 1750 miles (2822 km) by train, bus or flight to Chicago, IL from Portland, OR. The most popular travel companies which serve this trip are FlixBus, United or Amtrak among others. Travelers can even take a direct bus, flight or train from Portland, OR to Chicago, IL.

Travel options
from Portland, OR to Chicago, IL

How to get from Portland, OR to Chicago, IL by train, bus or flight.

Our recommendation
bus

The best way to travel from Portland, OR to Chicago, IL is by taking a bus because it’s the best combination of price and speed.

FlixBus
04:50PM41h35
Portland, OR
10:25AMChicago, IL
$1811One-way
0 transfers
Cheapest
FlixBus
04:50PM41h35
Portland, OR
10:25AMChicago, IL
$1811One-way
0 transfers
Fastest
FlixBus
04:50PM41h35
Portland, OR
10:25AMChicago, IL
$1811One-way
0 transfers
Other options
Greyhound
03:25AM82h40
Portland, OR
02:05PMChicago, IL
$2591One-way
0 transfers

Find all the dates and times for this journey by train, bus, flight, and ferry .

Compare prices and tickets Prices for trains, buses and flights

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Jul 19
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All travel companies: Airlines and Train from Portland to Chicago

Travel on Amtrak, United and American Airlines travel between Portland and Chicago at great prices. Omio finds you travel times and tickets for over 1000 travel companies all in one place.

Amtrak is a passenger train service based in the United States. It operates more than 300 trains daily including trains to Chicago from Portland, connecting more than 500 destinations in 46 states and three Canadian provinces. Amtrak offers a variety of train types, including the Acela Express, Northeast Regional, Keystone Service, and the Auto Train. The Acela Express is the fastest train, reaching speeds of up to 150 mph. The Northeast Regional is the most popular, offering frequent service between major cities in the Northeast. The Keystone Service is a regional service connecting Philadelphia and Harrisburg, Pennsylvania. The Auto Train is a unique service that allows passengers to transport their cars along with them. Amtrak offers a variety of ticket types, including Saver, Value, Flexible, and Business Class. Saver tickets are the most affordable, while Business Class tickets offer the most amenities, such as complimentary meals and access to the Amtrak Metropolitan Lounge. Onboard facilities vary by train type, but all Amtrak trains offer comfortable seating, Wi-Fi, and power outlets. The most popular routes for Amtrak include the Northeast Corridor, which runs between Washington, D. C. And Boston, and the Pacific Surfliner, which runs between San Diego and San Luis Obispo, California. Other popular routes include the Capitol Corridor, which runs between San Jose and Sacramento, California, and the Empire Builder, which runs between Chicago and Seattle.

    American Airlines is one of the leading airlines in the USA and the world; they offer Main Cabin, Business and First Class tickets for your travel between Portland and Chicago.

      FAQs: Travel from Portland, OR to Chicago, IL

      FAQs: Travel to Chicago, IL easily. Whether you want fast, cheap or something entirely different, our travel experts have collected everything you need to know so you can find the best option from Portland, OR to Chicago, IL.
      FAQs

      There are 3 travel options to Chicago, IL from Portland, OR. You can take a train, bus or flight.

      The cheapest way to go to Chicago, IL from Portland, OR is by taking a flight, which costs on average $96 (€83).

      This is compared to other ways of getting from Portland, OR to Chicago, IL:

      Taking a flight costs $44 (€38) less than taking a bus, which average ticket prices of $140 (€121).

      A flight is $37 (€32) less than a train for this journey with tickets for a train from Portland, OR to Chicago, IL costing on average $133 (€114).

      The fastest way to get to Chicago, IL from Portland, OR is by flight with an average travel time of 4 h.

      Other travel options to Chicago, IL take longer:

      Bus takes 41 h 35 min on average.

      Getting to Chicago, IL by train takes 46 h on average.

      The Portland, OR to Chicago, IL distance is around 1750 miles (2822 km).

      The average frequency per day from Portland, OR to Chicago, IL is:

      • 1 bus a day.
      • 1 train per day.

      However, we recommend checking specific travel dates for your trip between Portland, OR and Chicago, IL as scheduled services by train, bus or flight can vary by season or day of the week.

      These are the most popular departure and arrival points when traveling from Portland, OR to Chicago, IL:

        The following travel companies offer services from Portland, OR to Chicago, IL:

        • FlixBus can take you to Chicago, IL by bus. If searching for a good deal on buses, you can find tickets for FlixBus from Portland, OR to Chicago, IL for $140 (€121).
        • Travel with United, Alaska Airlines, American Airlines or Spirit Airlines to go to Chicago, IL by plane. For a good deal on tickets, you can find Spirit Airlines Portland, OR to Chicago, IL tickets on Omio for $96 (€83).
        • Amtrak can get you to Chicago, IL by train. You can find a good deal for train tickets with Amtrak from Portland, OR to Chicago, IL for $133 (€114) on Omio.

        Yes, there are direct services available from Portland, OR to Chicago, IL with the following travel companies:

        • Direct train available with Amtrak 1 direct train per day.

        Direct services tend to save you time and add more convenience in getting you to Chicago, IL as you won't need to transfer at another stop in between, so it's worth paying attention to before booking your tickets to Chicago, IL from Portland, OR.

        Many of our customers traveling from Portland, OR to Chicago, IL don't make Chicago, IL their final stop. Some of the destinations worth visiting after Chicago, IL are San Francisco, CA, Indianapolis, IN, New York, NY, Milwaukee, WI or Champaign, IL, either of which you could add to your trip itinerary. Check Omio for the best and cheapest ways to travel from Chicago, IL to any of these top destinations today!

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