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Portland, OR to Chicago, IL Bus

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14/12/2025
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Portland, OR to Chicago, IL by bus

The journey from Portland, OR to Chicago, IL by bus is 2,826.15 km and takes 77 hrs 27 mins. There are 6 connections per day, with the first departure at 2:00 a.m. and the last at 8:00 p.m.. It is possible to travel from Portland, OR to Chicago, IL by bus for as little as $192.88 or as much as $682.43. The best price for this journey is $192.88.

Lowest Price $192.88
Journey Duration 77 hrs 27 mins
Connection per Day 6
Lowest Price $192.88
Highest Price $682.43
First Departure 2:00 a.m.
Last Departure 8:00 p.m.
Distance 2,826.15 km
Departure Portland, OR
Arrival Chicago, IL
Carriers Greyhound Lines, Inc., Greyhound

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Best time to book cheap bus tickets from Portland, OR to Chicago, IL

The cheapest Portland, OR - Chicago, IL bus tickets can be found for as low as $197.74 if you’re lucky, or $316.06 on average. The most expensive ticket can cost as much as $474.08.

Find the best day to travel to Chicago, IL by bus

When travelling to Chicago, IL by bus, if you want to avoid crowds you can check how frequently our customers are travelling in the next 30-days using the graph below. On average, the peak hours to travel are between 6:30am and 9am in the morning, or between 4pm and 7pm in the evening. Please keep this in mind when travelling to your point of departure as you may need some extra time to arrive, particularly in big cities!

Services on board Greyhound and FlixBus from Portland, OR to Chicago, IL
Compare services on board when travelling from Portland, OR to Chicago, IL by bus.
Facilities Greyhound FlixBus
wifi WiFi check check
power_sockets Power sockets check check
luggage Luggage check check
air_con Air conditioning check check
accessibility Accessibility check check
food_and_drink Food and drink cross check
bicycle Bicycle cross check
entertainment_portal Entertainment Portal cross check
mobility_and_wheelchair_services landingPage.services.mobility_and_wheelchair_services cross check

Portland, OR to Chicago, IL CO2 Emissions by Bus

Ecology
Train
197.83kg
Bus
211.96kg
Flight
565.23kg
Car
452.18kg

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Frequently Asked Questions

How much is a bus ticket from Portland, OR to Chicago, IL?
A bus ticket from Portland, OR to Chicago, IL is $340.46. However the price varies depending on how early you buy, and if it's peak time to travel. Occasionally you can find them for as cheap as $192.88.
What's the cheapest bus ticket from Portland, OR to Chicago, IL?
The cheapest ticket you can get from Portland, OR to Chicago, IL is $192.88. We recommend booking as early as possible and off-peak hours to get the cheapest ticket possible. Off-peak times are usually from 09:30 to 16:00, and after 19:00.
What's the distance between Portland, OR and Chicago, IL by bus?
Portland, OR to Chicago, IL is 2,826.15 km.
How long does the bus between Portland, OR and Chicago, IL take?
Portland, OR to Chicago, IL is on average 77 hrs 27 mins. However the fastest option will get you there in 60 hrs 20 mins.
Which companies operate from Portland, OR to Chicago, IL?
The bus journey from Portland, OR to Chicago, IL is covered by 2 operator(s). On Virail you can find these carriers that provide services on this route: Greyhound Lines, Inc., Greyhound and FlixBus.
How many bus connections per day go from Portland, OR to Chicago, IL?
Portland, OR to Chicago, IL has 6 connection(s) per day on average.
What time does the first bus from Portland, OR to Chicago, IL leave?
The earliest bus from Portland, OR to Chicago, IL departs at 2:00 a.m.. However be sure to check with us the schedule on the day you want to leave as the time may differ.
What time does the last bus from Portland, OR to Chicago, IL depart?
The latest bus from Portland, OR to Chicago, IL departs at 8:00 p.m.. However be sure to check with us the schedule on the day you want to leave as the time may differ.
Should I book my ticket from Portland, OR to Chicago, IL in advance?
If you can, we recommend booking your ticket as early as possible to ensure you get better savings. The cheapest bus ticket we have found is $192.88 but this may be subject to change depending on the day of travel, hour you wish to depart and how far in advance you book.
What's the fastest journey time between Portland, OR to Chicago, IL by bus?
The fastest journey time by bus between Portland, OR and Chicago, IL is 60 hrs 20 mins.
Is there a direct bus from Portland, OR to Chicago, IL?
Yes, there is a direct bus between Portland, OR and Chicago, IL.
What are the CO2 emissions for Portland, OR to Chicago, IL by bus?
The bus journey from Portland, OR to Chicago, IL creates 211.96kg of CO2 emissions.

Go local from Portland, OR

Buses Portland, OR - Seattle, WABuses Portland, OR - Eugene, OR

Trending routes

Buses Portland, OR - New York, NYBuses Portland, OR - MontrealBuses Portland, OR - Washington, DCBuses Portland, OR - VancouverBuses Portland, OR - Houston, TXBuses Portland, OR - San Antonio, TXBuses Portland, OR - Dallas, TXBuses Portland, OR - Austin, TXBuses Portland, OR - Los Angeles, CABuses Portland, OR - Fort Lauderdale, FLBuses Portland, OR - Phoenix, AZBuses Portland, OR - Philadelphia, PA

Weekend getaways from Portland, OR

Buses Portland, OR - Sacramento, CABuses Portland, OR - Spokane, WABuses Portland, OR - Bellingham, WABuses Portland, OR - Missoula, MTBuses Portland, OR - VancouverBuses Portland, OR - Elko, NV

International routes from Portland, OR and nearby areas

Buses Portland, OR - VancouverBuses Portland, OR - MontrealBuses Eugene, OR - VancouverBuses Seattle, WA - VancouverBuses Seattle, WA - OttawaBuses Seattle, WA - TorontoBuses Seattle, WA - Montreal

Other destinations from Portland, OR

Buses Portland, OR - Philadelphia, PABuses Portland, OR - Washington, DCBuses Portland, OR - San Diego, CABuses Portland, OR - Los Angeles, CABuses Portland, OR - Austin, TXBuses Portland, OR - Columbus, OHBuses Portland, OR - Milwaukee, WIBuses Portland, OR - San Francisco, CABuses Portland, OR - Seattle, WABuses Portland, OR - Houston, TXBuses Portland, OR - Fresno, CABuses Portland, OR - San Antonio, TX

Main routes to Chicago, IL

Buses Philadelphia, PA - Chicago, ILBuses Washington, DC - Chicago, ILBuses San Diego, CA - Chicago, ILBuses Los Angeles, CA - Chicago, ILBuses Austin, TX - Chicago, ILBuses Columbus, OH - Chicago, ILBuses Memphis, TN - Chicago, ILBuses San Francisco, CA - Chicago, ILBuses Indianapolis, IN - Chicago, ILBuses Houston, TX - Chicago, ILBuses Las Vegas, NV - Chicago, ILBuses San Antonio, TX - Chicago, IL

Related routes

Trains Portland, OR - Chicago, ILTrains Chicago, IL - Portland, ORBuses Chicago, IL - Portland, OR

Other popular routes

Buses Windsor, Ontario - Fort McMurrayBuses Windsor, Ontario - ChilliwackBuses Windsor, Ontario - LethbridgeBuses Windsor, Ontario - Prince GeorgeBuses Detroit, MI - Philadelphia, PABuses Spokane, WA - New York, NYBuses Tampa, FL - Philadelphia, PABuses Windsor, Ontario - Hope, British ColumbiaBuses Chicago, IL - San Francisco, CABuses Houston, TX - Baton Rouge, LABuses Lakeland, FL - Phoenix, AZBuses Detroit, MI - Austin, TXBuses Detroit, MI - Washington, DCBuses Oshawa - Windsor, OntarioBuses Louisville, KY - Phoenix, AZBuses Detroit, MI - Plattsburgh, NYBuses Kitchener - Chatham, OntarioBuses Madison, WI - Washington, DCBuses Baltimore, MD - New York, NYBuses Cleveland, OH - Pittsburgh, PA