There are 7 ways to get from Portland to Wisconsin by plane, train (Amtrak), bus (Amtrak, Flixbus, Greyhound), car, bus, or train
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 General Mitchell International Airport
best- Fly from Portland (PWM) to General Mitchell International Airport (MKE)plane PWM - MKE
4h 59m$148–733Fly Portland to Chicago O'Hare International Airport, train
cheapest- Fly from Portland (PWM) to Chicago O'Hare International Airport (ORD)plane PWM - ORD
- Take the train from Clybourn to Kenoshatrain
6h 37m$86–410Train (Amtrak)
- Take the train from Portland to Bostontrain
- Take the train from Boston to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Milwaukeetrain
28h 27m$661–1,075Bus
- Take the bus from Portland, ME to Boston, MA - South Stationbus
- Take the bus from Boston to New York Midtownbus
- Take the bus from New York Midtown to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
31h 13m$215–357Drive 1,124.2 mi
- Drive from Portland to Milwaukeecar 1,124.2 mi
20h 58m$206–297Fly Portland to Dane County Regional Airport-Truax Field
- Fly from Portland (PWM) to Dane County Regional Airport-Truax Field (MSN)plane PWM - MSN
5h 52m$110–535Bus to Boston Logan Airport, fly to General Mitchell International Airport
- Take the bus from Portland, ME to Logan International Airportbus
- Fly from Boston Logan Airport (BOS) to General Mitchell International Airport (MKE)plane BOS - MKE
6h 14m$677–1,934
Portland to Wisconsin by train and subway (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Portland to Wisconsin is to fly and train which costs $85 - $410 and takes 6h 37m.
The fastest way to get from Portland to Wisconsin is to fly which takes 4h 59m and costs $140 - $750.
No, there is no direct bus from Portland to Wisconsin station. However, there are services departing from Portland, ME and arriving at Milwaukee Intermodal Station via Boston, New York Midtown and Chicago Bus Station. The journey, including transfers, takes approximately 31h 13m.
No, there is no direct train from Portland to Wisconsin. However, there are services departing from Portland and arriving at Milwaukee via North Station, Boston and Chicago Union Station. The journey, including transfers, takes approximately 28h 27m.
The distance between Portland and Wisconsin is 896 miles. The road distance is 1130.8 miles.
The best way to get from Portland to Wisconsin without a car is to train which takes 28h 27m and costs $650 - $1,100.
It takes approximately 4h 59m to get from Portland to Wisconsin, including transfers.
Portland to Wisconsin bus services, operated by Concord Coach Lines, depart from Portland, ME station.
Portland to Wisconsin train services, operated by Amtrak, depart from Portland station.
The best way to get from Portland to Wisconsin is to fly which takes 4h 59m and costs $140 - $750. Alternatively, you can train, which costs $650 - $1,100 and takes 28h 27m, you could also bus, which costs $210 - $360 and takes 31h 13m.
What companies run services between Portland, ME, USA and Wisconsin, USA?
Delta, Southwest Airlines, and two other airlines fly from Portland (PWM) to General Mitchell International Airport (MKE) every 3 hours. Alternatively, you can take a train from Portland to Milwaukee via Boston, North Station, Back Bay, Boston, and Chicago Union Station in around 28h 27m.
- Website
- aa.com
Flights from Portland to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 6m
- When
- Every day
- Estimated price
- $150–750
Flights from Portland to General Mitchell International Airport via Philadelphia
- Ave. Duration
- 6h 5m
- When
- Thursday to Saturday
- Estimated price
- $160–800
Flights from Portland to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 6h 17m
- When
- Wednesday and Saturday
- Estimated price
- $160–800
Flights from Portland to Dane County Regional Airport-Truax Field via Philadelphia
- Ave. Duration
- 6h 1m
- When
- Wednesday to Saturday
- Estimated price
- $110–600
Flights from Portland to Dane County Regional Airport-Truax Field via Reagan Washington
- Ave. Duration
- 6h 10m
- When
- Monday, Tuesday, Wednesday, Thursday, Sunday, and Saturday
- Estimated price
- $120–600
Flights from Portland to Dane County Regional Airport-Truax Field via Chicago O'Hare International Airport
- Ave. Duration
- 7h 27m
- When
- Every day
- Estimated price
- $110–550
Flights from Portland to Dane County Regional Airport-Truax Field via New York La Guardia
- Ave. Duration
- 7h 22m
- When
- Monday, Tuesday, Thursday, Friday, and Saturday
- Estimated price
- $110–600
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $140–750
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 3h 8m
- When
- Every day
- Estimated price
- $75–400
Flights from Portland to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 5h 59m
- When
- Every day
- Estimated price
- $80–420
- Website
- delta.com
Flights from Portland to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $140–750
Flights from Portland to General Mitchell International Airport via New York La Guardia
- Ave. Duration
- 6h 35m
- When
- Every day
- Estimated price
- $150–800
Flights from Portland to General Mitchell International Airport via New York JFK
- Ave. Duration
- 7h 2m
- When
- Every day
- Estimated price
- $150–800
Flights from Portland to Dane County Regional Airport-Truax Field via Detroit
- Ave. Duration
- 5h 19m
- When
- Every day
- Estimated price
- $100–550
Flights from Portland to Dane County Regional Airport-Truax Field via New York La Guardia
- Ave. Duration
- 7h 51m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–600
Flights from Portland to Dane County Regional Airport-Truax Field via Minneapolis
- Ave. Duration
- 8h 11m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–650
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 43m
- When
- Every day
- Estimated price
- $130–700
Flights from Boston Logan Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 29m
- When
- Every day
- Estimated price
- $130–700
Flights from Boston Logan Airport to General Mitchell International Airport via New York La Guardia
- Ave. Duration
- 4h 56m
- When
- Monday to Friday
- Estimated price
- $140–750
Flights from Portland to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $75–400
Flights from Portland to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 5h 46m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $80–420
- Website
- southwest.com
Flights from Portland to General Mitchell International Airport via Baltimore
- Ave. Duration
- 5h 18m
- When
- Monday, Thursday, Friday, Sunday, and Saturday
- Estimated price
- $160–800
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago Midway
- Ave. Duration
- 4h 32m
- When
- Saturday, Monday, Thursday, and Friday
- Estimated price
- $140–750
Flights from Boston Logan Airport to General Mitchell International Airport via Baltimore
- Ave. Duration
- 4h 52m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
- Website
- united.com
Flights from Portland to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 6h 5m
- When
- Every day
- Estimated price
- $150–750
Flights from Portland to Dane County Regional Airport-Truax Field via Chicago O'Hare International Airport
- Ave. Duration
- 5h 34m
- When
- Every day
- Estimated price
- $110–550
Flights from Portland to Dane County Regional Airport-Truax Field via Newark
- Ave. Duration
- 8h 57m
- When
- Every day
- Estimated price
- $110–600
Flights from Boston Logan Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 57m
- When
- Every day
- Estimated price
- $140–750
Flights from Portland to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $75–400
- Website
- jetblue.com
Flights from Boston Logan Airport to General Mitchell International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $130–700
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Portland to Boston
- Ave. Duration
- 2h 32m
- Frequency
- Every 4 hours
- Estimated price
- $60–100
- Website
- Amtrak
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 15m
- Frequency
- Once daily
- Estimated price
- $550–900
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $45–75
- Website
- Amtrak
- Phone
- +1 312-696-3872
- Website
- Metra
Train from Clybourn to Kenosha
- Ave. Duration
- 1h 35m
- Frequency
- Every 3 hours
- Estimated price
- $3–5
- Website
- Metra
- Adult
- $3–5
- Phone
- +1 800 639 3317
- [email protected]
- Website
- Concord Coach Lines
Bus from Portland, ME to Boston, MA - South Station
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $23–35
- Website
- Concord Coach Lines
Bus from Portland, ME to Logan International Airport
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $23–35
- Website
- Concord Coach Lines
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Portland, ME to Boston, MA - South Station
- Ave. Duration
- 1h 55m
- Frequency
- Hourly
- Estimated price
- $21–45
- Website
- Amtrak
- Adult
- $21–45
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to New York Midtown
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–50
- Schedules at
- Flixbus USA
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 20h 25m
- Frequency
- Twice daily
- Estimated price
- $150–240
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $14–21
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 40m
- Frequency
- 4 times a day
- Estimated price
- $16–24
- Website
- Greyhound
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Booking & Getting There
Portland to Wisconsin bus services, operated by Concord Coach Lines, arrive at Boston, MA - South Station.
Wisconsin is 1h behind Portland. It is currently 2:38 PM in Portland and 1:38 PM in Wisconsin.
Portland to Wisconsin train services, operated by Amtrak, arrive at Boston station.
Yes, the driving distance between Portland to Wisconsin is 1131 miles. It takes approximately 20h 58m to drive from Portland to Wisconsin.
Book your Portland to Wisconsin train tickets online with Omio.
There are 316+ hotels available in Wisconsin.













