Find coaches from Portland, ME to Chicago

Next departures

Next departures from Portland to Chicago on 31 October
Operated byVehicle typeDeparture timeDeparture locationTrip durationArrival timeArrival locationRecommendedPrice and booking link
Greyhound Lines, Inc.
Portland (Park & Ride)
Chicago 95Th & Dan RyanCheapest
Greyhound Lines, Inc.
Portland (Park & Ride)
Downtown Greyhound StationFastest
Amtrak
Portland Transportation Center
Chicago (Union Station), ILNo tags
Greyhound Lines, Inc. + FlixBus
Portland (Park & Ride)
537-517 W. Jackson BlvdNo tags
Amtrak
Portland Transportation Center
Chicago (Union Station), ILNo tags

Last refresh of the prices: Yesterday at 5:43 PM EDT.

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Compare 2 ways to travel from Portland to Chicago

busbud logoWe recommend taking the train

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$205, it presents an excellent value for a comfortable ride.

2train per day
1d 5hAverage duration
1428 kmDistance
130kgCO₂ emissions
Bus
Average priceUS$88 - US$334Average duration1d 9h
36kg CO₂e
Train
Average priceUS$205 - US$365Average duration1d 5h
130kg CO₂e

Bus Portland, ME to Chicago: Trip Overview

Average ticket priceUS$167
Average bus trip duration1d 9h
Number of daily buses3
Earliest bus departure13:45
Distance1430 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 on the trip Portland, ME - Chicago

  1. How much does a bus ticket from Portland to Chicago cost?

    The bus ticket price from Portland to Chicago starts at US$88. The best way to find cheap bus tickets from Portland to Chicago is to book your tickets as early as possible. Prices tend to rise as your travel date approaches, so book in advance to secure the best prices!

  2. How long is the bus ride from Portland to Chicago?

    The average travel time between Portland and Chicago is around 1d 9h, although the fastest bus will take about 1d 7h. This is the time it takes to travel the 1434 km that separates the two cities.

  3. How many daily bus connections are there between Portland and Chicago?

    The number of buses from Portland to Chicago can differ depending on the day of the week. On average, there are 3 on this route. Some buses run direct routes, while others have layovers. Simplify your bus trip from Portland to Chicago by comparing and selecting the bus that fits your travel style and budget on Busbud.

  4. Which bus companies travel from Portland to Chicago?

    When taking the bus from Portland to Chicago, you can travel comfortably and safely with Greyhound, Amtrak.

Find cheapest prices for buses

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

Best price found
29/10
US$159
30/10
No data
Today
US$160
01/11
No data
02/11
No data
03/11
No data
04/11
No data
05/11
No data
busbud logoThe cheapest trip from Portland, ME to Chicago was searched and found on 29 Oct 2025 with a price of US$159

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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