Previously seen trips
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | Bus | Portland (Park & Ride) | Chicago 95Th & Dan Ryan | No tags | ||||
| Bus | Portland (Park & Ride) | Downtown Greyhound Station | No tags | ||||
| Bus | Portland (Park & Ride) | 537-517 W. Jackson Blvd | No tags | ||||
| Bus | Portland (Park & Ride) | Chicago 95Th & Dan Ryan | No tags | ||||
FlixBus + Greyhound | Bus | Portland (Park & Ride) | 537-517 W. Jackson Blvd | No tags |
Compare 2 ways to go from Portland to Chicago
Among the sustainable travel choices, the train stands out as the good way to reach Chicago. The journey takes about 1 day, 5 hours 32 minutes and with fares starting at just $123, it presents an excellent value for a comfortable ride.
Where are the popular stops in Portland and Chicago?
Stops in Portland
- A
Greyhound Station Portland Maine
389 Congress St, Portland, ME 04102, USA
Stops in Chicago
- A630 W Harrison St, Chicago, IL 60607, USA
- C
Polk St & Canal St
500-536 W Polk St, Chicago IL 60607, USA - D
Tornado Bus S Kedzie Ave
2807 S Kedzie Ave, Chicago, IL 60623, USA - E
Cumberland CTA
5800 N Cumberland Ave, Chicago, IL 60631, USA - F
Turimex California Ave
2139 S California Ave, Chicago, IL 60608, USA
Compare bus companies
Frequently asked questions about traveling from Portland, ME to Chicago by bus
Please note that schedules, routes, or operator details shown here may be updated or vary at the time of your trip.
How much is the bus ticket from Portland to Chicago?
The cheapest bus tickets from Portland to Chicago start from $111. The average price for this route is around $155. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus ride from Portland to Chicago?
The average bus trip duration from Portland to Chicago is 1d 10h, covering a distance of 886 miles (1429 km). The quickest bus can get you there in 1d 1h and is operated by Amtrak.
Which bus companies service the Portland to Chicago route?
What is the earliest and latest departure time for the bus from Portland to Chicago?
The earliest bus departs from Portland to Chicago at 1:45pm. And the latest bus departs at 1:45pm.
What are the CO₂ emissions for the bus trip from Portland to Chicago?
A bus trip from Portland to Chicago generates an estimated 36 kg of CO₂, making it a highly eco-friendly travel option and recommended mode of travel by Busbud.
What is the best bus company from Portland to Chicago?
According to Busbud customers, the highest-rated bus company on this route is Amtrak, with an average rating of 4.1 out of 5 stars based on 5652 reviews.
Which bus company has the best Wi-Fi from Portland to Chicago?
Based on reviews on Busbud, the bus company Amtrak has the best Wi-Fi rating with a score of 3.6.
Which bus company has the most timely service from Portland to Chicago?
According to Busbud traveller reviews, the most timely bus company on this route is Amtrak, with a punctuality rating of 3.8 out of 5 stars.
Which bus company has the cleanest buses from Portland to Chicago?
According to Busbud traveller reviews, the bus company with the cleanest buses on this route is Amtrak, with a cleanliness rating of 4.5 out of 5 stars.
Find cheapest prices for buses
Price is for a one-way ticket for one passenger and based on past searches.
The cheapest trip from Portland, ME to Chicago was searched and found on Dec 20, 2025 with a price of $257To 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.
What's the cheapest way to go from Portland, ME to Chicago?
The bus is the cheapest travel choice for this destination
