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

The cheapest way to get from Portland, ME to Chicago is to bus via Brook Park which costs $180 - $380 and takes 25h 25m.

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

The fastest way to get from Portland, ME to Chicago is to fly which takes 4h and costs $130 - $700.

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

No, there is no direct bus from Portland, ME to Chicago station. However, there are services departing from Portland, ME and arriving at Chicago Bus Station via Boston and Cleveland Bus Station. The journey, including transfers, takes approximately 25h 25m.

How far is it from Portland, ME to Chicago?

The distance between Portland, ME and Chicago is 911 miles. The road distance is 1040.8 miles.

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

The best way to get from Portland, ME to Chicago without a car is to bus and train which takes 25h 17m and costs $310 - $700.

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

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

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

Portland, ME to Chicago bus services, operated by Concord Coach Lines, depart from Portland, ME station.

Bus or fly from Portland, ME to Chicago?

The best way to get from Portland, ME to Chicago is to fly which takes 4h and costs $130 - $700. Alternatively, you can bus via Brook Park, which costs $180 - $380 and takes 25h 25m.

Where does the Portland, ME to Chicago bus arrive?

Portland, ME to Chicago bus services, operated by Concord Coach Lines, arrive at Boston, MA - South Station.

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

Chicago is 1h behind Portland, ME. It is currently 9:26 AM in Portland, ME and 8:26 AM in Chicago.

Can I drive from Portland, ME to Chicago?

Yes, the driving distance between Portland, ME to Chicago is 1041 miles. It takes approximately 19h 13m to drive from Portland, ME to Chicago.

Where can I stay near Chicago?

There are 1342+ hotels available in Chicago.

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

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

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

Fly Portland to Chicago Midway International Airport
best
1. Fly from Portland (PWM) to Chicago Midway International Airport (MDW)plane PWM - MDW
4h
$133–662
Bus to Boston Logan Airport, fly to Chicago Midway International Airport
cheapest
1. Take the bus from Portland, ME to Logan International Airportbus
2. Fly from Boston Logan Airport (BOS) to Chicago Midway International Airport (MDW)plane BOS - MDW
6h 18m
$100–444
Bus, train
1. Take the bus from Portland, ME to Boston, MA - South Stationbus Portland / ...
2. Take the train from Boston to Chicago Union Stationtrain Lake Shore Limited
25h 17m
$311–693
Bus via Brook Park
1. Take the bus from Portland, ME to Boston, MA - South Stationbus
2. Take the bus from Boston to Cleveland Bus Stationbus
3. Take the bus from Cleveland Bus Station to Chicago Bus Stationbus
25h 25m
$186–373
Drive 1,034.7 mi
1. Drive from Portland, ME to Chicagocar 1,034.7 mi
19h 13m
$189–273
Fly Portland to Chicago O'Hare International Airport
1. Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane PWM - ORD
4h 30m
$108–535
Bus to Boston Logan Airport, fly to Chicago O'Hare International Airport
1. Take the bus from Portland, ME to Logan International Airportbus
2. Fly from Boston Logan Airport (BOS) to Chicago O'Hare International Airport (ORD)plane BOS - ORD
6h 41m
$225–534
Bus
1. Take the bus from Portland, ME to Boston, MA - South Stationbus
2. Take the bus from Boston to New York Midtownbus
3. Take the bus from New York Midtown to Chicago Bus Stationbus
28h 30m
$179–323

Portland, ME to Chicago by bus and train

7Weekly Services

25h 17mAverage Duration

$311Cheapest Price

See schedules

Questions & Answers

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

Launch map view

Distance: 905.7 mi
Duration: 4h

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

Southwest Airlines flies from Portland (PWM) to Chicago Midway International Airport (MDW) 3 times a day. Alternatively, you can take a bus from Portland, ME to Chicago Bus Station via Boston, MA - South Station, Boston, and Cleveland Bus Station in around 25h 25m.

Airlines

Train operators

Bus operators

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