Next departures
| Operated by | Vehicle type | Departure time | Departure location | Trip duration | Arrival time | Arrival location | Recommended | Price and booking link |
|---|---|---|---|---|---|---|---|---|
 | City of Portland | Chicago 95Th & Dan Ryan | Cheapest | |||||
 | Portland Transportation Center | Chicago (Union Station), IL | Fastest | |||||
| Portland Transportation Center | Chicago (Union Station), IL | No tags | |||||
| City of Portland | Downtown Greyhound Station | No tags | |||||
| Portland Transportation Center | Chicago (Union Station), IL | No tags |
Last refresh of the prices: Yesterday at 17:10 EST.
Compare 2 ways to travel 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 £92, 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 travelling by bus from Portland, ME to Chicago
Please note that timetables, routes, or operator details shown here may be updated or vary at the time of your journey.
How much is the bus ticket from Portland to Chicago?
The cheapest coach tickets from Portland to Chicago start from £101. The average price for this route is around £129. Busbud recommends that you book your tickets in advance for a better chance to get the lowest possible price.
How long is the bus journey from Portland to Chicago?
The average bus journey time from Portland to Chicago is 1d 10h, covering a distance of 886 miles. The fastest bus can take 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 13:45. And the latest bus departs at 23:59.
What are the CO₂ emissions for the bus trip from Portland to Chicago?
A bus journey from Portland to Chicago produces an estimated 36 kg of CO₂, making it a highly eco-friendly choice and a mode of travel recommended by Busbud.
Which 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 5752 reviews.
Which company has the best Wi-Fi from Portland to Chicago?
Based on Busbud reviews, the bus company Amtrak has the best Wi-Fi rating with a score of 3.6.
Which bus company offers the most punctual service from Portland to Chicago?
According to Busbud traveller reviews, the most punctual bus company on this route is FlixBus, with a punctuality rating of 3.9 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 3 Feb 2026 with a price of £100To 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 £100 to £854 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 £106, which is on 2026-02-05.
What's the cheapest way to go from Portland, ME to Chicago?
The Bus is the cheapest travel choice for this destination
