The cheapest and fastest buses from Portland, ME to Chicago, IL
Cheapest price
$102
Average price
$102
Fastest journey
1 d 7 h 20 m
Average duration
1 d 7 h 20 m
Buses per day
1
Distance
1432 km
The best way to find a cheap bus ticket from Portland, ME to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Portland, ME to Chicago, IL will cost around $102 if you buy it on the day, but the cheapest tickets can be found for only $102.
Of the 1 buses that leave Portland, ME for Chicago, IL on Sat, Nov 29, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Nov 29 the direct buses cover the 1432 km distance in an average of 1 d 7 h 20 m but if you time it right, some buses will get you there in just 1 d 7 h 20 m .
On Sat, Nov 29 the slowest buses will take 1 d 7 h 20 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.


Travel Information
Compare bus, flight, and train for Portland, ME to Chicago, IL
Omio recommends booking the train as it is the most popular option from Portland, ME to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from €68. For those with little time consider booking a flight which can get you there in 2h 53m. The ticket price range depends on the travel mode: a bus costs an average of €68, and a train costs an average of €110.
Distance: 889 miles (1432 km)
Compare bus with
| Bus | Most popular Train | Flight |
|---|---|---|
€117 Average price Cheapest | €399 Average price | €215 Average price |
27h 5m Average total duration 26h 35m Onboard + 30m Additional time* | 24h 49m Average total duration 24h 19m Onboard + 30m Additional time* | 5h 53m Average total duration Fastest 2h 53m Onboard + 3h 0m Additional time* |
![]() Most popular bus company | ![]() Most popular train company | ![]() Most popular airline |
Direct Options | Direct Options | Direct Options |
Live departures
Portland, ME to Chicago, IL bus times
The table below shows live departures for Portland, ME to Chicago, IL buses for today, Friday, November 28. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 5:45 PM Portland, ME | 31h20 | 1:05 AM Chicago, IL | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Portland, ME to Chicago, IL by bus, flight, or train
Compare bus, flight, and train prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Nov 29
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Journey information
Overview: Bus from Portland, ME to Chicago, IL
Buses from Portland, ME to Chicago, IL run on average 3 times per day, taking around 26h 35m. Cheap bus tickets for this journey start at $84 (€68) if you book in advance.
The earliest bus runs at 03:15, the last at 23:50. The fastest bus covers the 889 miles (1432 km) distance in 31h 20m.
Distance 889 miles (1432 km) |
Average bus duration 26h 35m |
Cheapest ticket price $84 (€68) |
Buses per day 3 |
Fastest bus 31h 20m |
First bus 03:15 |
Last bus 23:50 |
Bus providers: Greyhound from Portland, ME to Chicago, ILYou can travel by bus between Portland, ME to Chicago, IL with Greyhound for as low as $84 (€68). When you search for schedules and tickets, Omio will show you the best journey
Greyhound
FAQs: Bus from Portland, ME to Chicago, IL
Find answers to the most common questions about traveling from Portland, ME to Chicago, IL by bus. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest bus, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

- Greyhound
- Assistance
- Priority seating
- Wheelchair-accessible buses.
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. Rex skeleton, Sue.
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U. S. Offering free admission.
- Greyhound
- You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
To find the cheapest bus tickets for your trip from Portland, ME to Chicago, IL, follow these tips:
Start your search now and compare ticket prices to find the best deal!
- Greyhound
- One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
- Greyhound
- $15 per additional bag.
popular bus stations
Popular bus stations from Portland, ME to Chicago, IL
Most popular bus connections from Portland, ME
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