There are 8 ways to get from Portland to South Windsor by plane, train (Amtrak), bus, train, 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 to Bradley International Airport
best- Fly from Portland International Airport (PDX) to Bradley International Airport (BDL)plane PDX - BDL
10h 35m$237–1,007Fly to Boston Logan Airport, bus
cheapest- Fly from Portland International Airport (PDX) to Boston Logan Airport (BOS)plane PDX - BOS
- Take the bus from Boston to Hartfordbus
11h 47m$188–747Train (Amtrak)
- Take the train from Portland to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Springfieldtrain
- Take the train from Springfield to Hartford Amtrak Stationtrain
2d 21h$1,752–2,719Bus, train, drive
- Take the bus from Portland Curbside Bus Stop to Pasco Bus Stopbus
- Take the bus from Pasco Bus Stop to Denver Union Stationbus
- Take the bus from Denver Union Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Toledo Bus Stopbus
- Take the train from Toledo to Poughkeepsie Amtrak Stationtrain
- Take the bus from Poughkeepsie Train Station to Chamber of Commercebus
- Drive from Chamber of Commerce to South Windsorcar
3d 1h$819–1,266Drive 2,984.3 mi
- Drive from Portland to South Windsorcar 2,984.3 mi
2d$493–712Fly to Newark Liberty International Airport, train
- Fly from Portland International Airport (PDX) to Newark Liberty International Airport (EWR)plane PDX - EWR
- Take the train from Ny Moynihan Train Hall At Penn Station to New Haventrain
- Take the train from New Haven to Hartford Amtrak Stationtrain
12h 56m$276–1,111Fly to John F. Kennedy International Airport, train
- Fly from Portland International Airport (PDX) to John F. Kennedy International Airport (JFK)plane PDX - JFK
- Take the train from Ny Moynihan Train Hall At Penn Station to New Haventrain
- Take the train from New Haven to Hartford Amtrak Stationtrain
13h$298–1,261Train, bus
- Take the train from Portland to Chicago Union Stationtrain
- Take the bus from Chicago Bus Station to New York Midtownbus
- Take the bus from New York Midtown to Hartford Union Stationbus
3d$1,417–2,175
Portland to South Windsor by train and bus (Amtrak)
Comparing Your Travel Options
The cheapest way to get from Portland to South Windsor is to fly and bus which costs $180 - $750 and takes 11h 47m.
The fastest way to get from Portland to South Windsor is to fly which takes 10h 35m and costs $230 - $1,100.
No, there is no direct train from Portland to South Windsor station. However, there are services departing from Portland and arriving at Hartford Amtrak Station via Chicago Union Station and Springfield. The journey, including transfers, takes approximately 2 days 21h.
The distance between Portland and South Windsor is 2508 miles. The road distance is 3001.7 miles.
The best way to get from Portland to South Windsor without a car is to train which takes 2 days 21h and costs $1,700 - $2,800.
It takes approximately 10h 35m to get from Portland to South Windsor, including transfers.
Portland to South Windsor train services, operated by Amtrak, depart from Portland station.
The best way to get from Portland to South Windsor is to fly which takes 10h 35m and costs $230 - $1,100. Alternatively, you can train, which costs $1,700 - $2,800 and takes 2 days 21h.
South Windsor is 3h ahead of Portland. It is currently 11:21 PM in Portland and 2:21 AM in South Windsor.
Portland to South Windsor train services, operated by Amtrak, arrive at Chicago Union Station.
What companies run services between Portland, OR, USA and South Windsor, CT, USA?
Delta, Southwest Airlines, and three other airlines fly from Portland International Airport (PDX) to Bradley International Airport (BDL) hourly. Alternatively, you can take a train from Portland to Main St @ Pleasant Valley Rd via Chicago Union Station, Springfield, Hartford Amtrak Station, Asylum St @ Bushnell Park, Main St @ Atheneum Sq, and Market St @ Kinsley St in around 2d 21h.
- Website
- delta.com
Flights from Portland International Airport to Bradley International Airport via Minneapolis
- Ave. Duration
- 8h 36m
- When
- Every day
- Estimated price
- $230–1,000
Flights from Portland International Airport to Bradley International Airport via Detroit
- Ave. Duration
- 9h 12m
- When
- Every day
- Estimated price
- $230–1,000
Flights from Portland International Airport to Boston Logan Airport via Minneapolis
- Ave. Duration
- 7h 22m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to Boston Logan Airport via Detroit
- Ave. Duration
- 9h 9m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to Newark Liberty International Airport via Minneapolis
- Ave. Duration
- 7h 31m
- When
- Every day
- Estimated price
- $110–480
Flights from Portland International Airport to Newark Liberty International Airport via Detroit
- Ave. Duration
- 8h 55m
- When
- Every day
- Estimated price
- $110–480
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 15m
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to John F. Kennedy International Airport via Minneapolis
- Ave. Duration
- 7h 28m
- When
- Every day
- Estimated price
- $100–440
Flights from Portland International Airport to John F. Kennedy International Airport via Detroit
- Ave. Duration
- 8h 29m
- When
- Every day
- Estimated price
- $100–440
- Website
- united.com
Flights from Portland International Airport to Bradley International Airport via Washington Dulles
- Ave. Duration
- 7h 12m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $240–1,000
Flights from Portland International Airport to Bradley International Airport via Chicago O'Hare
- Ave. Duration
- 8h 2m
- When
- Every day
- Estimated price
- $230–1,000
Flights from Portland International Airport to Boston Logan Airport via Washington Dulles
- Ave. Duration
- 7h 27m
- When
- Every day
- Estimated price
- $170–700
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 4m
- When
- Monday, Wednesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $110–480
Flights from Portland International Airport to Newark Liberty International Airport via Chicago O'Hare
- Ave. Duration
- 7h 45m
- When
- Every day
- Estimated price
- $110–490
Flights from Portland International Airport to Newark Liberty International Airport via Washington Dulles
- Ave. Duration
- 7h 57m
- When
- Every day
- Estimated price
- $120–500
- Website
- southwest.com
Flights from Portland International Airport to Bradley International Airport via Chicago Midway
- Ave. Duration
- 7h 35m
- When
- Monday to Friday
- Estimated price
- $230–1,000
Flights from Portland International Airport to Bradley International Airport via Baltimore
- Ave. Duration
- 7h 5m
- When
- Thursday to Sunday
- Estimated price
- $240–1,000
Flights from Portland International Airport to Boston Logan Airport via Chicago Midway
- Ave. Duration
- 7h 41m
- When
- Every day
- Estimated price
- $160–700
Flights from Portland International Airport to Boston Logan Airport via Baltimore
- Ave. Duration
- 7h 20m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $170–700
- Website
- aa.com
Flights from Portland International Airport to Bradley International Airport via Chicago O'Hare
- Ave. Duration
- 8h 3m
- When
- Every day
- Estimated price
- $230–1,000
Flights from Portland International Airport to Bradley International Airport via Philadelphia
- Ave. Duration
- 7h 42m
- When
- Every day
- Estimated price
- $240–1,000
Flights from Portland International Airport to Newark Liberty International Airport via Chicago O'Hare
- Ave. Duration
- 7h 55m
- When
- Every day
- Estimated price
- $110–490
Flights from Portland International Airport to John F. Kennedy International Airport via Chicago O'Hare
- Ave. Duration
- 7h 58m
- When
- Every day
- Estimated price
- $100–440
- Website
- alaskaair.com
Flights from Portland International Airport to Bradley International Airport via Chicago O'Hare
- Ave. Duration
- 7h 33m
- When
- Wednesday
- Estimated price
- $310–1,300
Flights from Portland International Airport to Boston Logan Airport
- Ave. Duration
- 5h 24m
- When
- Every day
- Estimated price
- $210–850
Flights from Portland International Airport to Newark Liberty International Airport
- Ave. Duration
- 5h 23m
- When
- Every day
- Estimated price
- $210–440
Flights from Portland International Airport to John F. Kennedy International Airport
- Ave. Duration
- 5h 29m
- When
- Every day
- Estimated price
- $240–600
- Website
- jetblue.com
Flights from Portland International Airport to Boston Logan Airport
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $160–700
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Portland to Chicago Union Station
- Ave. Duration
- 46h
- Frequency
- Once daily
- Estimated price
- $1,200–1,900
- Website
- Amtrak
Train from Chicago Union Station to Springfield
- Ave. Duration
- 19h 19m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
Train from Springfield to Hartford Amtrak Station
- Ave. Duration
- 32 min
- Frequency
- Every 3 hours
- Estimated price
- $14–22
- Website
- Amtrak
Train from Toledo to Poughkeepsie Amtrak Station
- Ave. Duration
- 13h 42m
- Frequency
- Once daily
- Estimated price
- $350–550
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to New Haven
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $40–65
- Website
- Amtrak
Train from New Haven to Hartford Amtrak Station
- Ave. Duration
- 44 min
- Frequency
- Every 3 hours
- Estimated price
- $20–35
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to New Haven
- Ave. Duration
- 1h 40m
- Frequency
- Hourly
- Estimated price
- $40–65
- Website
- Amtrak
Train from New Haven to Hartford Amtrak Station
- Ave. Duration
- 44 min
- Frequency
- Every 3 hours
- Estimated price
- $20–35
- Website
- Amtrak
Train from Portland to Chicago Union Station
- Ave. Duration
- 46h
- Frequency
- Once daily
- Estimated price
- $1,200–1,900
- Website
- Amtrak
Rome2Rio's guide to Amtrak Acela
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Ny Moynihan Train Hall At Penn Station to New Haven
- Ave. Duration
- 1h 43m
- Frequency
- Every 4 hours
- Estimated price
- $17–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $17–450
- First Class
- $120–600
Train from Ny Moynihan Train Hall At Penn Station to New Haven
- Ave. Duration
- 1h 43m
- Frequency
- Every 4 hours
- Estimated price
- $17–600
- Schedules at
- Amtrak Acela
- Website
- Amtrak
- Business Class
- $17–450
- First Class
- $120–600
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Portland Curbside Bus Stop to Pasco Bus Stop
- Ave. Duration
- 4h
- Frequency
- Once daily
- Estimated price
- $35–55
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to Toledo Bus Stop
- Ave. Duration
- 4h 40m
- Frequency
- 5 times a week
- Estimated price
- $40–60
- Schedules at
- Flixbus USA
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Twice daily
- Estimated price
- $160–250
- Schedules at
- Flixbus USA
Bus from New York Midtown to Hartford Union Station
- Ave. Duration
- 2h 25m
- Frequency
- Once daily
- Estimated price
- $19–28
- Schedules at
- Flixbus USA
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Pasco Bus Stop to Denver Union Station
- Ave. Duration
- 22h 40m
- Frequency
- Once daily
- Estimated price
- $200–310
- Website
- Greyhound
Bus from Denver Union Station to Chicago Bus Station
- Ave. Duration
- 20h 30m
- Frequency
- Once daily
- Estimated price
- $180–270
- Website
- Greyhound
Bus from Chicago Bus Station to Toledo Bus Stop
- Ave. Duration
- 4h 50m
- Frequency
- Twice daily
- Estimated price
- $40–65
- Website
- Greyhound
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- Barons Bus
Bus from Chicago Bus Station to Toledo Bus Stop
- Ave. Duration
- 5h
- Frequency
- Once daily
- Estimated price
- $23–65
- Website
- Barons Bus
Bus from Poughkeepsie Train Station to Chamber of Commerce
- Ave. Duration
- 58 min
- Frequency
- Every 4 hours
- Estimated price
- $2
- Schedules at
- Dutchess County Public Transit
- Phone
- 1-800-343-9999
- Website
- Peter Pan
Bus from Boston to Hartford
- Ave. Duration
- 1h 50m
- Frequency
- Every 3 hours
- Estimated price
- $20–35
- Website
- Peter Pan
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Italian Lakes: Getting around by train
Read the travel guide
Why you should take the train in the US
Read the travel guide
Booking & Getting There
Yes, the driving distance between Portland to South Windsor is 3002 miles. It takes approximately 2 days 0h to drive from Portland to South Windsor.
There are 178+ hotels available in South Windsor.





















