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Portland
Direct trip to Chicago traveling by flights, train
Chicago
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Alternative routes
Portland
Travel by flights to Minneapolis
Minneapolis
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Chicago
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Portland
Travel by flights, bus, train to Seattle
Seattle
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Chicago
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How to get from Portland to Chicago?

Planning to travel to Portland from Chicago and looking for the best transportation options for your trip? We know that it is often difficult to choose the best way of transportation for a trip from Portland to Chicago, whether it is for price, time or convenience reasons. Vivanoda will help you to find all the transportation solutions to travel between Portland and Chicago, be it by plane, train, bus or carpool.

With detailed information about each mode of transportation and about the transport companies (Amtrak, Greyhound, MegaBus - US, FlixBus or Southwest Airlines), you will be able to easily compare fares, timetables and travel times, in order to choose the option that best suits your needs.

Whether you're a budget traveler or looking for a quick and convenient way to get from Portland to Chicago, we've got all the information you need to plan an unforgettable Portland Chicago trip.

For your trip from Portland to Chicago, you have several transportation options

Bus tickets from Portland to Chicago

Buses are often the most economical choice for travel from Portland to Chicago, offering direct travel options or with intermediate stops.

Portland to Chicago train tickets

If you like to travel more ecologically and economically, the Portland Chicago train is ideal and meets your expectations.

Portland to Chicago cheap flights

Many flights connect Portland to Chicago every day, offering a fast and convenient option for travelers. If you are in a hurry, flying is the fastest way to get to Chicago in record time.

Whichever way you choose, our price comparison tool will help you find the Portland to Chicago transportation option that best suits your needs and budget.

Portland Chicago Travel Information

Departure city
Portland
United States
Oregon
Destination city
Chicago
United States
Illinois
Distance
1754 mi
Direct connection
Yes, direct connection by flights and train
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Plan your trip from Portland to Chicago easily with Vivanoda

Plan your trip from Portland to Chicago easily with Vivanoda

With Vivanoda you can easily compare all available transportation options like flights, trains, buses and carpools according to your preferences and budget. You can also filter the results by price, travel time, schedule and comfort options. Thanks to its ease of use and clarity, Vivanoda allows you to find in a few clicks the tickets between Portland and Chicago that best suit your needs. Vivanoda also displays all the special offers and promotions of different airlines like Amtrak, Greyhound, MegaBus - US, FlixBus or Southwest Airlines to help you save on your tickets. So don't hesitate and use Vivanoda now to prepare your trip between Portland and Chicago with peace of mind!

Comparison of the different ways to travel between Portland and Chicago

Advantages and disadvantages of traveling by train from Portland to Chicago?
Speed Portland to Chicago trains are often much faster than buses or cars.
Environmentally friendly The Portland Chicago train is considered a more environmentally friendly way to travel than flying or driving alone.
Accessibility The train stations in Portland or Chicago are located in the city center, making it easy to access other means of transportation to get to the city center.
Cost Portland Chicago train tickets can be more expensive than bus or carpool tickets, especially on high-speed trains.
Flexibility Portland Chicago train schedules can be limited and it may be more difficult to change trains when needed.
Advantages and disadvantages of flying from Portland to Chicago?
Speed Flying between Portland and Chicago is the fastest way to travel the 1754 mi between Portland and Chicago.
Choice of airlines There are many airlines operating flights from Portland to Chicago, both direct and with a stopover, giving travelers a wide choice.
Security Checks Travelers to Chicago often have to arrive at Portland airport early due to strict security checks.
Environmental disadvantages Flights from Portland to Chicago have a negative impact on the environment due to greenhouse gas emissions, as flying is one of the most polluting modes of transportation.
Prices Airline tickets from Portland to Chicago can be more expensive than train or bus tickets, especially during busy periods (vacations, weekends, etc.).
Advantages and disadvantages of a bus trip from Portland to Chicago?
Flexibility Bus companies offer many schedule options for travel between Portland and Chicago, which can be convenient if you have specific time constraints.
On-board services Modern buses that travel between Portland and Chicago are usually equipped with comfortable seats, air conditioning, free Wi-Fi, power outlets and toilets.
Price The price of bus tickets from Portland to Chicago are often much cheaper than train or plane tickets to Chicago (and sometimes cheaper than carpooling as well), making it an affordable option for budget-conscious travelers.
Comfort Portland-Chicago buses can be less comfortable than trains, due to reduced legroom and suspension quality.
Travel time Buses from Portland to Chicago are mostly much slower than trains to Chicago to cover the 1754 mi distance of the trip.

Where to start from in Portland? Where do I arrive in Chicago?

Portland Departure Bus Stations

Portland Curbside Bus Stop
Map

Departure stations in Portland

Portland Union
Map

Departure airports in Portland

Portland International
Map

Chicago arrival bus stations

Union Station
Map

Chicago Arrival Stations

Chicago
Map

Chicago Arrival Airports

Midway International
Map
O'Hare International
Map
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3 tips for cheaper travel from Portland to Chicago

Have you decided to travel from Portland to Chicago and are looking for ways to save money on your travel ticket? We present you with 3 useful tips to save money on your trip. Whether you choose to take a bus, train or flights, these tips will help you find the best rates for your Portland to Chicago trip.

  • 1. Avoid rush hour traffic
    Portland-Chicago tickets are very often cheaper if you travel outside of rush hour. By avoiding these high demand times of the day, you could save money on your ticket. In addition, traveling to Chicago during off-peak hours can allow you to enjoy a more comfortable trip.
  • 2. Compare prices
    Using Vivanoda is a great way to find the best prices for your Portland-Chicago trip. It allows you to compare fares of different transportation providers in one search and find the best price for your stay in Chicago.
  • 3. Book in advance
    This is often the most popular tip for saving money on a ticket from Portland to Chicago. This is because train, plane, bus or ferry tickets are often cheaper if you buy them well in advance. This can sometimes save you tens or even hundreds of euros on your Portland-Chicago trip.

Bus Portland Chicago

The duration of the bus trip between Portland and Chicago usually varies depending on the traffic conditions and possible stops along the way. Vivanoda will allow you to see in real time all the buses traveling to Chicago for your travel date.

The average price of a bus ticket for the trip Portland-Chicago varies depending on the carrier and the time of booking. On certain busy dates, prices can double! Compare all Portland-Chicago bus prices on Vivanoda.

Passengers are generally allowed to take luggage on the Portland-Chicago bus, but it is important to check the weight and size limits with the carrier. The number of pieces of luggage is also very often limited.

The frequency of departures to Portland from Chicago varies depending on the carrier, the time period and the day of the week. To get a complete overview of all bus departures to Chicago, please specify your departure date and start a search on Vivanoda.

Most carriers allow you to book seats online for an Portland-Chicago bus. There is often a charge for this service.

Cancellation and modification policies may vary depending on the bus company, so it is important to check the terms and conditions when making a reservation. Most of the time, cancelling or changing your Portland-Chicago bus ticket will incur additional costs.

Bus companies Portland Chicago

Greyhound
Greyhound
MegaBus - US
MegaBus - US
FlixBus
FlixBus
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Trains Portland Chicago

The average train journey time from Portland to Chicago depends on the type of train you take. Regional or intercity trains to Chicago are slower than high-speed trains. Compare the duration of all trips by running a price search on Vivanoda.

Train tickets from Portland to Chicago can be refunded or exchanged but are usually more expensive. The cheapest tickets are non-refundable and non-exchangeable.

There are discounts for children, students and seniors traveling by train from Portland to Chicago that vary depending on the type of ticket and the age of the person. When you enter your age in your Vivanoda search, the prices displayed will take into account any age-related discounts.

Of course passengers can take luggage with them on the train from Portland to Chicago. There is no weight limit, but some train companies limit the amount of luggage you can take and require you to pay a supplement. On the other hand, the size of the luggage should be reasonable due to the often limited space inside the trains.

On-board catering options on trains between Portland and Chicago, including snacks, drinks and hot meals, are available either in the bar cars or through a mobile service.

Trains between Portland and Chicago are equipped with ramps and reserved seating for passengers in wheelchairs or with reduced mobility. Travelers with disabilities are encouraged to contact the assistance service prior to travel for additional assistance and optimal care in Portland.

Train companies between Portland and Chicago

Amtrak
Amtrak
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Flights Portland Chicago

Airlines Portland Chicago

Southwest Airlines
Southwest Airlines
American Airlines
American Airlines
Delta Air Lines
Delta Air Lines
Sun Country Airlines
Sun Country Airlines
Frontier Airlines
Frontier Airlines
United Airlines
United Airlines
Alaska Airlines
Alaska Airlines
Spirit Airlines
Spirit Airlines
SeaPort Airlines
SeaPort Airlines
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