Find coaches from Portland, ME to Chicago

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Previously seen journeys

One passenger / one way

  • Departure time: 19 September at
    Departure city: Portland
    Departure location: Portland (Park & Ride)
    Arrival time: 20 September at
    Destination city: Chicago
    Destination location: 537-517 W. Jackson Blvd
    Operated by: GreyhoundGreyhound
    Vehicle: BusDuration:
  • Departure time: 19 September at
    Departure city: Portland
    Departure location: Portland (Park & Ride)
    Arrival time: 20 September at
    Destination city: Chicago
    Destination location: Chicago 95Th & Dan Ryan
    Operated by: GreyhoundGreyhound
    Vehicle: BusDuration:
  • Departure time: 19 September at
    Departure city: Portland
    Departure location: Portland (Park & Ride)
    Arrival time: 20 September at
    Destination city: Chicago
    Destination location: Downtown Greyhound Station
    Operated by: GreyhoundGreyhound
    Vehicle: BusDuration:
  • Departure time: 11 October at
    Departure city: Portland
    Departure location: Portland (Park & Ride)
    Arrival time: 12 October at
    Destination city: Chicago
    Destination location: Downtown Greyhound Station
    Operated by: GreyhoundGreyhound
    Vehicle: BusDuration:
  • Departure time: 11 October at
    Departure city: Portland
    Departure location: Portland (Park & Ride)
    Arrival time: 12 October at
    Destination city: Chicago
    Destination location: Chicago 95Th & Dan Ryan
    Operated by: GreyhoundGreyhound
    Vehicle: BusDuration:

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Compare 2 ways to travel from Portland to Chicago

Bus
Average priceUS$108 - US$301Average duration1d 9h
36kg CO₂e5 out of 5 stars
CheapestMost eco-friendly
Train
Average priceUS$311 - US$320Average duration1d 5h
130kg CO₂e1 out of 5 stars
Fastest
busbud logoBusbud recommends taking the train from Portland to Chicago

Among the sustainable travel choices, the train stands out as a good way to reach Chicago. The journey takes about 1 day, 5 hours 32 minutes and with fares starting at just US$311, it presents an excellent value for a comfortable ride.

3train per day
1d 5hAverage duration
US$311Cheapest ticket
130kgCO₂ emissions

Bus Portland, ME to Chicago: Trip Overview

Average ticket priceUS$202
Average bus trip duration1d 9h
Number of daily buses2
Earliest bus departure13:45
Distance887 miles

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 on the trip Portland, ME - Chicago

  1. How far is Chicago from Portland by coach?

    The distance between Portland and Chicago by coach is approximately 889 miles (1434 km).

  2. What is the best way to go from Portland to Chicago without flying?

    You have the option to select the coach for your journey on this route. The coach ensures a pleasant travel experience, granting you the opportunity to appreciate the scenery as you make your way to your final stop. You might also find carpooling options to travel between the two cities.

Find cheapest prices for buses

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

Best price found
28/08
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29/08
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Today
US$122
31/08
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01/09
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busbud logoThe cheapest trip from Portland, ME to Chicago was searched and found on 30 Aug 2025 with a price of US$122

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.

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 the smallest carbon footprint of all motorized transport modes. A bus going from Portland to Chicago will emit half the CO2 emitted by a train, and radically less 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.

What's the cheapest way to go from Portland, ME to Chicago?

busbud logoThe bus is the cheapest travel choice for this destination

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?

The Best Way To Book Bus and Train Tickets

Busbud helps you easily search, compare and book intercity bus tickets on a worlwide scale with our comprehensive list of bus routes and schedules. With Busbud, wherever you go, you have a worldwide bus station within reach and available in your own language and currency. Busbud prides itself on its worldwide partnerships. We make it possible for you to buy tickets with its large network of trustworthy bus partners like Greyhound, Eurolines, ALSA, OUIBUS (BlaBlaBus), National Express and many others.

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