Bus Tickets from Portland, ME to Chicago

Previously seen trips

Next departures for Portland to Chicago on October 6
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Greyhound
Portland (Park & Ride)
Downtown Greyhound StationNo tags
Greyhound
Portland (Park & Ride)
Chicago 95Th & Dan RyanNo tags
FlixBus + Greyhound
Portland (Park & Ride)
537-517 W. Jackson BlvdNo tags
Greyhound
Portland (Park & Ride)
Downtown Greyhound StationNo tags
Greyhound
Portland (Park & Ride)
Chicago 95Th & Dan RyanNo tags

Accepted payments

  • Visa
  • MasterCard
  • American Express
  • China Union Pay
  • Diners Club Canada
  • Discover Click to Pay
  • JCB payment
  • Klarna (Pay over time)
  • Google Pay

Bus Portland, ME to Chicago: Trip Overview

Average ticket price$168
Average bus trip duration1d 9h
Number of daily buses3
Earliest bus departure1:45pm
Distance887 miles (1430 km)

Portland to Chicago Bus

Busbud helps you find a bus from Portland to Chicago. Get the best fare and schedule, book a round trip ticket or find buses with WiFi and electrical outlets.

We make sure you can find a bus service from Portland to Chicago from the most reliable bus companies operating this trip.

Discover how much the bus trip from Portland to Chicago will cost you. Use our filters and sorting features to find the cheapest bus tickets or luxury buses.

Frequently asked questions for your trip Portland, ME - Chicago

Find cheapest prices for buses

Price is for a one-way ticket for one passenger and based on past searches.

Best price found
10/04
No data
10/05
No data
Today
No data
10/07
$101
10/08
No data
10/09
No data
10/10
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10/11
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busbud logoThe cheapest trip from Portland, ME to Chicago was searched and found on Oct 7, 2025 with a price of $101

To save money and be sure you have the best seat, it's a good idea to buy your bus tickets from Portland, ME to Chicago, as early as possible.

You can expect to pay from $101 to $675 for a bus ticket from Portland, ME to Chicago based on the last 2 days. You can expect to find the cheapest price for the trip at $101 which is on 2025-10-07.

About Bus Travel

Bus Travel Tips

Make friends with the driver. They usually know a lot about your destination and may even recommend which side of the bus to sit on to get the best views on the road between Portland and Chicago!

Start sightseeing the minute your bus leaves the station. If you're on the night bus from Portland to Chicago, get comfy and count the stars.

Buses have one of the smallest carbon footprints of motorized transport modes. A bus going from Portland to Chicago will emit less CO2 than a car or an airplane.

Make a music playlist for your bus ride from Portland to Chicago, and enjoy the scenery to tunes from your own personal soundtrack.

Did you know?

Did you know there are on average 4,400 intercity bus departures every day in the US only? This number has been growing for 9 years in a row, yay!

It takes 27 hours to go by bus from Lima to Cusco, one of the craziest bus trips on the world. This route is used daily by locals and backpackers.

One of the longest bus route in the world goes all the way from Ontario to Alberta in Canada (with the same bus). This trip is 3,435 km or 2,135 miles long and the price is a bit under $100.

Will you be returning to Portland, ME by bus?

Bus from Chicago to Portland, ME

You can also go to Chicago by train

Train from Portland, ME to Chicago

Why choose Busbud?

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