- Portland to Chicago buses
Next departures
Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
---|---|---|---|---|---|---|---|---|
![]() | Portland (Park & Ride) | Downtown Greyhound Station | Cheapest | |||||
![]() | Portland Transportation Center | Chicago (Union Station), IL | Fastest | |||||
![]() | Portland Transportation Center | Chicago (Union Station), IL | No tags | |||||
Greyhound Lines, Inc. + FlixBus | Portland (Park & Ride) | 537-517 W. Jackson Blvd | No tags | |||||
![]() | Portland (Park & Ride) | Chicago 95Th & Dan Ryan | No tags |
Last refresh of the prices: Today at 3:33 AM EDT.
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Compare 2 ways to go from Portland to Chicago.
Among the sustainable travel choices, the bus stands out as the good way to reach Chicago. The journey takes about 1 day, 9 hours 40 minutes and with fares starting at just $138, it presents an excellent value for a comfortable ride.
Bus Portland, ME to Chicago: Trip Overview
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Greyhound Lines offers the most comprehensive intercity bus services in the United States. They operate a modern, environmentally friendly fleet that serves more than 2400 destinations and carries nearly 16 million passengers annually. When traveling with them, you can expect free WiFi, onboard entertainment, bathrooms, power outlets and decent legroom. One of the great perks of Greyhound is that they connect big cities and smaller towns in the US, where you usually can't get to by train or plane. If you're looking for safe and affordable transportation, Greyhound is a great choice.
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.
Where are the popular stops in Portland and Chicago?
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.
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 $719 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 2025-10-01.
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.
What's the cheapest way to go from Portland, ME to Chicago?
Top traveled bus routes
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Popular Buses Connecting Portland
Buses Leaving from Portland
- Bus from Portland to Las Vegas
- Bus Portland - Washington
- Portland - San Francisco
- Bus from Portland to Boston
- Bus Portland - Denver
- Portland - Dallas
- Bus from Portland to New York City
- Bus Portland - Bangor
- Portland - Providence
- Bus from Portland to Orlando
- Bus Portland - Hartford
- Portland - New Haven
- Bus from Portland to Philadelphia
- Bus Portland - Lewiston
- Portland - New Brunswick
Buses Going to Portland
- Bus from Seattle to Portland
- Bus Boston - Portland
- Washington - Portland
- Bus from Chicago to Portland
- Bus Denver - Portland
- Medford - Portland
- Bus from New York City to Portland
- Bus Manchester - Portland
- Lewiston - Portland
- Bus from Bangor to Portland
- Bus Hartford - Portland
- Philadelphia - Portland
- Bus from Newark to Portland
- Bus Waterville - Portland
- Concord - Portland
Popular Buses Connecting Chicago
Buses Leaving from Chicago
- Bus from Chicago to Columbia
- Bus Chicago - Orlando
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- Bus Chicago - Bridgeport
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- Chicago - Green Bay
- Bus from Chicago to Minneapolis
- Bus Chicago - New York City
- Chicago - Rockford
- Bus from Chicago to Milwaukee
- Bus Chicago - Champaign
- Chicago - Los Angeles
Buses Going to Chicago
- Bus from Boston to Chicago
- Bus Toronto - Chicago
- Indianapolis - Chicago
- Bus from Atlanta to Chicago
- Bus Bridgeport - Chicago
- Hamilton - Chicago
- Bus from Madison to Chicago
- Bus New York City - Chicago
- Green Bay - Chicago
- Bus from Lafayette to Chicago
- Bus Minneapolis - Chicago
- Milwaukee - Chicago
- Bus from Savannah to Chicago
- Bus Champaign - Chicago
- Detroit - Chicago
Popular routes in this country
- Bus from Fort Lauderdale to Orlando
- Bus Dallas - Houston
- Albany - New York City
- Bus from Las Vegas to Los Angeles
- Bus Tampa - Miami
- Austin - Dallas
- Bus from Dallas to Austin
- Bus Seattle - Leavenworth
- Miami - Tampa
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- Bus Houston - San Antonio
- Houston - Austin
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- Bus Orlando - Atlanta
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