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

The cheapest way to get from Chicago to Portland, ME is to fly which costs $65 - $360 and takes 4h 55m.

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 33m and costs $110 - $650.

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 New York Midtown and Boston, MA - South Station. The journey, including transfers, takes approximately 27h 11m.

How far is it from Chicago to Portland, ME?

The distance between Chicago and Portland, ME is 923 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 15m and costs $550 - $950.

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

It takes approximately 4h 55m 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 Flixbus 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 55m and costs $65 - $360. Alternatively, you can bus, which costs $210 - $330 and takes 27h 11m.

Where does the Chicago to Portland, ME bus arrive?

Chicago to Portland, ME bus services, operated by Flixbus USA, arrive at New York Midtown station.

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

Portland, ME is 1h ahead of Chicago. It is currently 12:06 AM in Chicago and 1:06 AM 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 400+ hotels available in Portland, ME.

Chicago to Portland, ME - 7 ways to travel via train, plane, bus, and car

How to get fromChicago to Portland, ME

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There are 7 ways to get from Chicago to Portland, ME by plane, train, bus, bus (Flixbus, Amtrak), or car

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 O'Hare International Airport to Portland
best
1. Fly from Chicago O'Hare International Airport (ORD) to Portland (PWM)plane ORD - PWM
4h 55m
$68–355
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 15m
$582–906
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 11m
$210–328
Drive 1,034.2 mi
1. Drive from Chicago to Portland, MEcar 1,034.2 mi
19h 14m
$177–256
Fly Chicago Midway International Airport to Portland
1. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)plane MDW - PWM
4h 33m
$112–605
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
$146–690
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 49m
$576–1,040

Chicago to Portland, ME by train and bus

7Weekly Services

24h 15mAverage Duration

$582Cheapest Price

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Comparing Your Travel Options

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

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Distance: 917.7 mi
Duration: 4h 55m

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

American Airlines, United Airlines, and Delta fly from Chicago O'Hare International Airport (ORD) to Portland (PWM) every 3 hours. Alternatively, you can take a bus from Chicago Bus Station to Portland, ME via New York Midtown, Boston, and Boston, MA - South Station in around 27h 11m.

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