Travel options
from Portland, OR to Chicago

You can get from Portland, OR to Chicago by train, bus or flight.

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Travel Information between Portland, OR and Chicago

distanceDistance1750 miles (2822 km)
modeAvailable travel modesBus, flight or train
priceTicket price range$153 - $170
cheapestCheapest modeFlight • $153 (€125) • 8 h 54 min
fastestFastest modeFlight • $153 (€125) • 8 h 54 min
carriersPopular travel companiesGreyhound, American Airlines or Amtrak

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

Travel Tips

Travel from Portland, OR to Chicago
Travel to Chicago 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.
FAQs
How do I get from Portland, OR to Chicago?

There are 3 ways to travel between Portland, OR and Chicago including taking a bus, flight or train.

What is the cheapest way to get from Portland, OR to Chicago?

The cheapest way to travel between Portland, OR and Chicago is by taking a flight with an average price of $153 (€125).

This is compared to other travel options to Chicago:

Taking a flight is about $17 (€14) less than taking a bus, which costs on average $170 (€138) for this journey.

A flight is generally $12 (€10) less than a train for the same trip. Taking a train costs on average $165 (€135) from Portland, OR to Chicago.

What is the fastest way from Portland, OR to Chicago?

The fastest way from Portland, OR to Chicago is by flight with an average journey time of 8 h 54 min.

There are alternative travel options to Chicago that can usually take longer:

In comparison, traveling by bus can take you on average 47 h 20 min.

In comparison, taking a train requires on average 0 h 0 min   of travel time.

How far is Chicago from Portland, OR?

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

How many scheduled departures are there a day from Portland, OR to Chicago?

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

  • 1 train a day.

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

Where do I depart from Portland, OR? Where do I arrive in Chicago?

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

    Which travel companies can get me from Portland, OR to Chicago?

    Omio works with many trusted partners that can help you travel the best way from Portland, OR to Chicago:

    • You can go to Chicago from Portland, OR by bus with Greyhound. You'll see cheap bus tickets for $170 (€138) with Greyhound from Portland, OR to Chicago on Omio.
    • You can travel by plane to Chicago from Portland, OR with American Airlines, and you can find American Airlines Portland, OR to Chicago tickets for $153 (€125) on Omio.
    • You can go to Chicago from Portland, OR by train with Amtrak. You'll see cheap train tickets for $165 (€135) with Amtrak from Portland, OR to Chicago on Omio.
    What other popular destinations should I add to my itinerary for my trip from Portland, OR to Chicago?
    Many of our customers traveling from Portland, OR to Chicago don't make Chicago their final stop. Some of the destinations worth visiting after Chicago are New York City, London or Paris, either of which you could add to your trip itinerary. Check Omio for the best and cheapest ways to travel from Chicago to any of these top destinations today!
    How early should I purchase Portland, OR to Chicago tickets online to score the best deals?

    When planning your trip from Portland, OR to Chicago, it’s good to keep in mind what tickets to book and their prices in the next 7 days:

    • Bus tickets are costing $170 (€138) one way on average.
    • Plane tickets are costing on average $153 (€125) one way.
    • Train tickets cost on average $165 (€135) one way.

    However, we recommend buying tickets from Portland, OR to Chicago online a few months in advance to get the best deals and save money on your upcoming journey.