Search Portland OR to Chicago  bus tickets



Portland OR to Chicago bus - cost & duration

Cheapest price$174.00
Shortest Duration45h 0m
Trips per day5
bus carriers1
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How to book cheap Portland OR to Chicago bus tickets?

The best way to find cheap deals on bus tickets from Portland to Chicago is by booking earlier as most bus companies increase the price as the departure date approaches. Based on the last 30 days, the cheapest average bus fares from Portland to Chicago were $192.00. By booking 15 days out, tickets are on average $27.00 cheaper than those that are booked last minute.

What is the busiest time to travel by bus from Portland to Chicago?

The busiest time of the week for travel from Portland OR to Chicago by bus is usually around 12:00 PM on Wednesday. When planning to travel around this time, tickets should be booked well in advance as they may sell out and you may find buses more full than usual. Around 10:00 AM on Sunday tends to be when the fewest number of bus tickets are sold. If you’re looking for a little extra space, buses departing at this time are the least likely to be crowded.

Greyhound from Portland OR to Chicago has the most daily schedules

On average there are 5 scheduled bus trips per day. Greyhound has the most regularly scheduled departures from Portland OR to Chicago, with an average of 5 trips per day and 112 monthly trips. One bus carrier currently travels from Portland to Chicago. Of the 5 trips there all of the schedules require a connection as there are no direct trips. A connection will generally require disembarking from the bus and boarding another bus to complete your trip.

Need more travel options? Traveling by Train from Portland OR to Chicago starts at $148.00.

1 carriers offer Portland OR to Chicago bus trips


Book Greyhound from Portland to Chicago from $173.00. There are 5 trips per day offered by Greyhound from Portland to Chicago and you can expect on average to pay $225.07 for a Greyhound ticket to Chicago. In Portland, Greyhound departs to Chicago from Union Station - 800 NW 6th Ave, In Chicago, Greyhound arrives at Union Station - 225 S Canal St and 3 other stations.

An average trip on Greyhound from Portland to Chicago takes 49 hours and 34 minutes, while the fastest available Greyhound trip will get you to Chicago in 45 hours and 0 minutes,

On weekends, Greyhound offers 5 trips per day. A one way ticket costs $226.79 for a weekend trip to Chicago.

Extra legroom
Power outlet
Air conditioning
Avg. Time
2d 1h 34m
Avg. Price

Plan your next adventure:

Depending on the bus line you travel with, your options include one station that has bus departures from Portland. Most bus trips to Chicago will depart from Union Station - 800 NW 6th Ave.
  • Union Station - 800 NW 6th Ave
Bus trips arrive in Chicago at 4 stations, depending on which bus line you are traveling with. Union Station - 225 S Canal St, Dan Ryan Bus Station, Bus Station - 630 W Harrison St, 5800 N Cumberland Ave are the main bus stations in Chicago for trips arriving from Portland.
  • Union Station - 225 S Canal St
  • Dan Ryan Bus Station
  • Bus Station - 630 W Harrison St
  • 5800 N Cumberland Ave