Search Portland ME to Chicago  bus tickets



Portland ME to Chicago bus - cost & duration

Cheapest price$109.00
Shortest Duration27h 0m
Trips per day4
bus carriers1
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How to book cheap Portland ME 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 $109.00. By booking 16 days out, tickets are on average $44.00 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 ME to Chicago by bus is usually around 12:00 PM on Tuesday. 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 8:00 AM on Friday 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 ME to Chicago has the most daily schedules

On average there are 4 scheduled bus trips per day. Greyhound has the most regularly scheduled departures from Portland ME to Chicago, with an average of 4 trips per day and 72 monthly trips. One bus carrier currently travels from Portland to Chicago. Of the 4 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 ME to Chicago starts at $139.00.

1 carriers offer Portland ME to Chicago bus trips


Book Greyhound from Portland to Chicago from $100.00. There are 4 trips per day offered by Greyhound from Portland to Chicago and you can expect on average to pay $124.34 for a Greyhound ticket to Chicago. In Portland, Greyhound departs to Chicago from Bus Terminal - 950 Congress St, In Chicago, Greyhound arrives at Bus Station - 630 W Harrison St and one other station.

An average trip on Greyhound from Portland to Chicago takes 29 hours and 31 minutes, while the fastest available Greyhound trip will get you to Chicago in 27 hours and 0 minutes,

On weekends, Greyhound offers 4 trips per day. A one way ticket costs $136.05 for a weekend trip to Chicago.

Extra legroom
Power outlet
Air conditioning
Avg. Time
5h 31m
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 Bus Terminal - 950 Congress St.
  • Bus Terminal - 950 Congress St
Bus trips arrive in Chicago at 2 stations, depending on which bus line you are traveling with. Bus Station - 630 W Harrison St, Dan Ryan Bus Station are the main bus stations in Chicago for trips arriving from Portland.
  • Bus Station - 630 W Harrison St
  • Dan Ryan Bus Station