There are 8 ways to get from Naperville to Poughkeepsie by train, plane, train (Amtrak), bus (Flixbus), 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.
Train to Chicago O'Hare International Airport, fly to Laguardia Airport, train
best- Take the train from Naperville to Chicago Union Station
- Fly from Chicago O'Hare International Airport (ORD) to Laguardia Airport (LGA)ORD - LGA
- Take the train from 125th Street - Harlem to Poughkeepsie
7h 52m$79–303Train
- Take the train from Naperville to Chicago Union StationBnsf
- Take the train from Chicago Union Station to Poughkeepsie Amtrak StationLake Shore Limited
20h 47m$113–285Bus
- Take the bus from Naperville Amtrak to Chicago
- Take the bus from Chicago Bus Station to New York Midtown
- Take the bus from New York to Rosendale
26h 55m$147–344Drive 834.1 mi
- Drive from Naperville to Poughkeepsie834.1 mi
14h 4m$153–220Train to Chicago Midway International Airport, fly to Laguardia Airport, train
- Take the train from Naperville to Chicago Union Station
- Fly from Chicago Midway International Airport (MDW) to Laguardia Airport (LGA)MDW - LGA
- Take the train from 125th Street - Harlem to Poughkeepsie
7h 55m$89–413Train to Chicago O'Hare International Airport, fly to Albany County Airport, train
- Take the train from Naperville to Chicago Union Station
- Fly from Chicago O'Hare International Airport (ORD) to Albany County Airport (ALB)ORD - ALB
- Take the train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Station
8h 47m$223–643Train to Chicago Midway International Airport, fly to Albany County Airport, train
- Take the train from Naperville to Chicago Union Station
- Fly from Chicago Midway International Airport (MDW) to Albany County Airport (ALB)MDW - ALB
- Take the train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Station
8h 36m$143–743Train to Chicago O'Hare International Airport, fly to Westchester County Airport, train
- Take the train from Naperville to Chicago Union Station
- Fly from Chicago O'Hare International Airport (ORD) to Westchester County Airport (HPN)ORD - HPN
- Take the train from 125th Street - Harlem to Poughkeepsie
9h 46m$503–953
Naperville to Poughkeepsie by train
Questions & Answers
The cheapest way to get from Naperville to Poughkeepsie is to train and fly which costs $75 - $310 and takes 7h 52m.
The fastest way to get from Naperville to Poughkeepsie is to train and fly which takes 7h 52m and costs $75 - $310.
No, there is no direct bus from Naperville to Poughkeepsie. However, there are services departing from Naperville Amtrak and arriving at Poughkeepsie Main & Market via Chicago Bus Station, 8 Av/W 31 St, New York and Rosendale Park & Ride. The journey, including transfers, takes approximately 26h 55m.
No, there is no direct train from Naperville to Poughkeepsie station. However, there are services departing from Naperville and arriving at Poughkeepsie Amtrak Station via Chicago Union Station. The journey, including transfers, takes approximately 20h 47m.
The distance between Naperville and Poughkeepsie is 859 miles. The road distance is 839 miles.
The best way to get from Naperville to Poughkeepsie without a car is to train which takes 20h 47m and costs $110 - $290.
It takes approximately 7h 52m to get from Naperville to Poughkeepsie, including transfers.
Naperville to Poughkeepsie bus services, operated by Burlington Trailways, depart from Naperville Amtrak station.
Naperville to Poughkeepsie train services, operated by Metra, depart from Naperville station.
The best way to get from Naperville to Poughkeepsie is to train which takes 20h 47m and costs $110 - $290. Alternatively, you can bus, which costs $140 - $350 and takes 26h 55m.
What companies run services between Naperville, IL, USA and Poughkeepsie, NY, USA?
You can take a train from Naperville to Poughkeepsie Amtrak Station via Chicago Union Station in around 20h 47m. Alternatively, you can take a bus from Naperville Amtrak to Poughkeepsie Main & Market via Chicago Bus Station, New York Midtown, 8 Av/W 31 St, 8 Av/W 41 St, New York, and Rosendale Park & Ride in around 26h 55m.
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- Website
- southwest.com
Flights from Chicago Midway International Airport to Laguardia Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $65–370
Flights from Chicago Midway International Airport to Albany County Airport
- Ave. Duration
- 1h 52m
- When
- Every day
- Estimated price
- $120–650
Flights from Chicago Midway International Airport to Albany County Airport via Baltimore
- Ave. Duration
- 4h 7m
- When
- Monday and Thursday
- Estimated price
- $140–700
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Albany County Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Albany County Airport via Reagan Washington
- Ave. Duration
- 4h 39m
- When
- Every day
- Estimated price
- $120–600
Flights from Chicago O'Hare International Airport to Westchester County Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $85–460
Flights from Chicago O'Hare International Airport to Westchester County Airport via Charlotte
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $110–550
- Website
- united.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 10m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Albany County Airport
- Ave. Duration
- 2h 9m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Albany County Airport via Washington Dulles
- Ave. Duration
- 4h 23m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $110–600
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $55–310
Flights from Chicago O'Hare International Airport to Albany County Airport via Detroit
- Ave. Duration
- 4h 10m
- When
- Every day
- Estimated price
- $100–550
Flights from Chicago O'Hare International Airport to Westchester County Airport via Detroit
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $85–460
- Website
- spirit.com
Flights from Chicago O'Hare International Airport to Laguardia Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $55–260
- Phone
- +1 312-322-6777
- Website
- metra.com
Train from Naperville to Chicago Union Station
- Ave. Duration
- 1h 4m
- Frequency
- Hourly
- Estimated price
- $3–6
- Website
- https://metra.com
- Phone
- 877.690.5114
- Website
- mta.info
Train from 125th Street - Harlem to Poughkeepsie
- Ave. Duration
- 1h 39m
- Frequency
- Hourly
- Estimated price
- $17–26
- Website
- https://www.mta.info/agency/metro-north-railroad
- Schedules at
- https://www.mta.info/schedules
- Off-Peak
- $17–19
- Peak
- $23–26
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Poughkeepsie Amtrak Station
- Ave. Duration
- 18h 43m
- Frequency
- Once daily
- Estimated price
- $110–280
- Website
- https://www.amtrak.com/home.html
Train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Station
- Ave. Duration
- 1h 1m
- Frequency
- Every 3 hours
- Estimated price
- $30–75
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888 842-7245
- Website
- viarail.ca
Train from Albany-Rensselaer Amtrak Station to Poughkeepsie Amtrak Station
- Ave. Duration
- 59 min
- Frequency
- Once daily
- Estimated price
- $17–80
- Website
- https://www.viarail.ca/en
- Economy Adult - same day booking
- $18–80
- Economy Adult - Advanced Booking
- $18–60
- Economy Escape Advanced Booking - Adult
- $17–29
- Phone
- +1 (319) 753-2864
- info@burlingtontrailways.com
- Website
- burlingtontrailways.com
Bus from Naperville Amtrak to Chicago
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $22–45
- Website
- https://burlingtontrailways.com
- Saver Fares
- $22–35
- Flexible Fares
- $29–45
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to New York Midtown
- Ave. Duration
- 20h 10m
- Frequency
- Once daily
- Estimated price
- $100–230
- Schedules at
- flixbus.com
- Phone
- +1 800-858-8555
- Website
- trailways.com
Bus from New York to Rosendale
- Ave. Duration
- 1h 50m
- Frequency
- Hourly
- Estimated price
- $22–65
- Website
- https://trailways.com
- Schedules at
- https://trailways.com/schedules/
- Saver
- $22–65
- Flexible
- $45–65
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More Questions & Answers
Naperville to Poughkeepsie bus services, operated by Burlington Trailways, arrive at Chicago station.
Poughkeepsie is 1h ahead of Naperville. It is currently 6:58 AM in Naperville and 7:58 AM in Poughkeepsie.
Naperville to Poughkeepsie train services, operated by Metra, arrive at Chicago Union Station.
Yes, the driving distance between Naperville to Poughkeepsie is 839 miles. It takes approximately 14h 4m to drive from Naperville to Poughkeepsie.
There are 118+ hotels available in Poughkeepsie.





















