What is the cheapest way to get from Chicago to Portland, ME?

The cheapest way to get from Chicago to Portland, ME is to bus which costs $180 - $320 and takes 27h 34m.

What is the fastest way to get from Chicago to Portland, ME?

The fastest way to get from Chicago to Portland, ME is to fly which takes 4h 30m and costs $150 - $850.

Is there a direct bus between Chicago and Portland, ME?

No, there is no direct bus from Chicago station to Portland, ME. However, there are services departing from Chicago Bus Station and arriving at Portland, ME via Cleveland Bus Station and Boston, MA - South Station. The journey, including transfers, takes approximately 24h 19m.

How far is it from Chicago to Portland, ME?

The distance between Chicago and Portland, ME is 910 miles. The road distance is 1040.3 miles.

How do I travel from Chicago to Portland, ME without a car?

The best way to get from Chicago to Portland, ME without a car is to train and bus which takes 24h 16m and costs $310 - $700.

How long does it take to get from Chicago to Portland, ME?

It takes approximately 4h 30m to get from Chicago to Portland, ME, including transfers.

Where do I catch the Chicago to Portland, ME bus from?

Chicago to Portland, ME bus services, operated by Greyhound USA, depart from Chicago Bus Station.

Bus or fly from Chicago to Portland, ME?

The best way to get from Chicago to Portland, ME is to fly which takes 4h 30m and costs $150 - $850. Alternatively, you can bus via Brook Park, which costs $180 - $380 and takes 24h 19m.

Where does the Chicago to Portland, ME bus arrive?

Chicago to Portland, ME bus services, operated by Greyhound USA, arrive at Cleveland Bus Station.

What is the time difference between Chicago and Portland, ME?

Portland, ME is 1h ahead of Chicago. It is currently 2:26 PM in Chicago and 3:26 PM in Portland, ME.

Can I drive from Chicago to Portland, ME?

Yes, the driving distance between Chicago to Portland, ME is 1040 miles. It takes approximately 19h 14m to drive from Chicago to Portland, ME.

Where can I stay near Portland, ME?

There are 230+ hotels available in Portland, ME.

Chicago to Portland, ME - 8 ways to travel via train, plane, bus, and car

There are 8 ways to get from Chicago to Portland, ME by plane, train, bus, bus (Greyhound, Amtrak), car, or bus (Flixbus, Amtrak)

Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.

Fly Chicago Midway International Airport to Portland
best
1. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane MDW - PWM
4h 30m
$152–805
Fly Chicago O'Hare International Airport to Portland
cheapest
1. Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane ORD - PWM
5h
$102–555
Train, bus
1. Take the train from Chicago Union Station to Bostontrain Lake Shore Limited
2. Take the bus from Boston, MA - South Station to Portland, MEbus Logan Airport / ...
24h 16m
$312–669
Bus via Brook Park
1. Take the bus from Chicago Bus Station to Cleveland Bus Stationbus
2. Take the bus from Cleveland Bus Station to Bostonbus
3. Take the bus from Boston, MA - South Station to Portland, MEbus
24h 19m
$187–373
Drive 1,034.2 mi
1. Drive from Chicago to Portland, MEcar 1,034.2 mi
19h 14m
$189–273
Fly Chicago Midway International Airport to Boston Logan Airport, bus
1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)plane MDW - BOS
2. Take the bus from Logan International Airport to Portland, MEbus
6h 29m
$134–635
Fly Chicago O'Hare International Airport to Boston Logan Airport, bus
1. Fly from Chicago O'Hare International Airport (ORD) to Boston Logan Airport (BOS)plane ORD - BOS
2. Take the bus from Logan International Airport to Portland, MEbus
6h 59m
$224–535
Bus
1. Take the bus from Chicago Bus Station to New York Midtownbus
2. Take the bus from New York Midtown to Bostonbus
3. Take the bus from Boston, MA - South Station to Portland, MEbus
27h 34m
$181–315

Chicago to Portland, ME by train and bus

7Weekly Services

24h 16mAverage Duration

$312Cheapest Price

See schedules

Questions & Answers

Map of how to get from Chicago to Portland, ME.

Launch map view

Distance: 905 mi
Duration: 4h 30m

What companies run services between Chicago, IL, USA and Portland, ME, USA?

Southwest Airlines flies from Chicago Midway International Airport (MDW) to Portland (PWM) twice daily. Alternatively, you can take a bus from Chicago Bus Station to Portland, ME via Cleveland Bus Station, Boston, and Boston, MA - South Station in around 24h 19m.

Airlines

Train operators

Bus operators

Want to know more about travelling around United States

Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.