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

The cheapest way to get from Chicago to Portland, ME is to drive which costs $180 - $280 and takes 19h 3m.

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 31m 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 41m.

How far is it from Chicago to Portland, ME?

The distance between Chicago and Portland, ME is 923 miles. The road distance is 1040.9 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 $120 - $650.

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

It takes approximately 4h 57m 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 57m and costs $95 - $480. Alternatively, you can bus, which costs $150 - $390 and takes 27h 41m.

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.

Can I drive from Chicago to Portland, ME?

Yes, the driving distance between Chicago to Portland, ME is 1041 miles. It takes approximately 19h 3m to drive from Chicago to Portland, ME.

Where can I stay near Portland, ME?

There are 361+ hotels available in Portland, ME.

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

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)ORD - PWM
4h 57m
$98–475
Train, bus
1. Take the train from Chicago Union Station to BostonLake Shore Limited
2. Take the bus from Boston, MA - South Station to Portland, MELogan Airport / ...
24h 16m
$125–618
Bus
1. Take the bus from Chicago Bus Station to New York Midtown
2. Take the bus from New York Midtown to Boston
3. Take the bus from Boston, MA - South Station to Portland, ME
27h 41m
$153–386
Drive 1,034.9 mi
1. Drive from Chicago to Portland, ME1,034.9 mi
19h 3m
$189–273
Fly Chicago Midway International Airport to Portland
1. Fly from Chicago Midway International Airport (MDW) to Portland (PWM)MDW - PWM
4h 31m
$112–605
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)ORD - BOS
2. Take the bus from Logan International Airport to Portland, ME
6h 54m
$124–345
Fly Chicago Midway International Airport to Boston Logan Airport, bus
1. Fly from Chicago Midway International Airport (MDW) to Boston Logan Airport (BOS)MDW - BOS
2. Take the bus from Logan International Airport to Portland, ME
6h 34m
$124–585

Chicago to Portland, ME by train and bus

7Weekly Services

24h 16mAverage Duration

$125Cheapest Price

See schedules

Questions & Answers

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

Launch map view

Distance: 917.7 mi
Duration: 4h 57m

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 4 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 41m.

Airlines

Train operators

Bus operators

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