How to travel from Portland, OR to Chicago

More than 1,000 travel companies trust us to sell their tickets all in one place.

Trenitalia
Easyjet
Deutsche Bahn
SNCF

Compare prices and tickets Prices for trains, buses and flights

Wed
Jul 06
Thu
Jul 07
Fri
Jul 08
Sat
Jul 09
Sun
Jul 10
Mon
Jul 11
Tue
Jul 12

Travel Information between Portland, OR and Chicago

distanceDistance1750 miles (2822 km)
modeAvailable travel modesBus, flight, ferry or train
fastestFastest modeFlight • $130 (€116) • 3 h 57 min
carriersPopular travel companiesGreyhound, Alaska Airlines or Amtrak

Travel 1750 miles (2822 km) by bus, flight, ferry or train from Portland, OR to Chicago. The most popular travel companies which serve this route are Greyhound, Alaska 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

There are 4 travel options from Portland, OR to Chicago: bus, flight, ferry or train.

The cheapest way to go to Chicago from Portland, OR is by taking a ferry, which costs on average $1 (€1).

This is compared to other ways of getting to Chicago:

A ferry is $196 (€176) less than a bus for this trip with tickets for a bus from Portland, OR to Chicago costing on average $196 (€176).

A ferry is $130 (€116) less than a flight for this route with tickets for a flight from Portland, OR to Chicago costing on average $130 (€116).

A ferry is generally $164 (€146) less than a train for the same journey. Taking a train costs on average $164 (€146) from Portland, OR to Chicago.

The fastest way from Portland, OR to Chicago is by flight with an average journey time of 3 h 57 min.

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

In comparison, getting to Chicago by bus can take on average 41 h 35 min.

In comparison, going by ferry can take 0 h 0 min   on average.

In comparison, taking a train requires on average 45 h 10 min   of travel time.

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

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

  • 2 buses per day.
  • Around 1 train per day.

However, we recommend checking specific travel dates for your trip to Chicago from Portland, OR as scheduled services by bus, flight, ferry or train 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:

    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 $196 (€176) with Greyhound from Portland, OR to Chicago on Omio.
    • You can travel by plane between Portland, OR and Chicago with Alaska Airlines, and you can find Alaska Airlines Portland, OR to Chicago tickets for $130 (€116) on Omio.
    • You can go to Chicago from Portland, OR by train with Amtrak. You'll see cheap train tickets for $164 (€146) with Amtrak from Portland, OR to Chicago on Omio.
    Looking to extend your trip from Portland, OR to Chicago? Many Omio customers who go from Portland, OR to Chicago usually extend their vacation to explore other popular destinations like New York City, London or Paris. If you're looking to explore New York City, London or Paris from Chicago, let Omio find you the best connections available at an affordable price.

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

    • Bus tickets cost on average $196 (€176) one way.
    • Plane tickets are costing $130 (€116) one way on average.
    • Ferry tickets are costing $1 (€1) one way on average.
    • Train tickets cost on average $164 (€146) 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.

    The Omio App Makes Travel Planning Easy

    We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.

    ios-badge
    android-badge
    Hand With Phone
    Currency
    Language