There are 7 ways to get from Poughkeepsie to Chicago Union Station by train, plane, train (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.
Train to Laguardia Airport, fly to Chicago Midway International Airport
best- Take the train from Poughkeepsie to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
6h 18m$223–691Train to Albany County Airport, fly to Chicago Midway International Airport
cheapest- Take the train from Poughkeepsie Amtrak Station to Albany-Rensselaer Amtrak Stationtrain
- Fly from Albany County Airport (ALB) to Chicago Midway International Airport (MDW)plane ALB - MDW
6h 42m$121–763Train (Amtrak)
- Take the train from Poughkeepsie Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
18h 2m$230–550Drive 812.7 mi
- Drive from Poughkeepsie to Chicago Union Stationcar 812.7 mi
13h 34m$149–215Train to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the train from Poughkeepsie to 125th Street - Harlemtrain
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
6h 34m$153–591Train to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the train from Poughkeepsie Amtrak Station to Ny Moynihan Train Hall At Penn Stationtrain
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
6h 37m$162–926Train to Westchester County Airport, fly to Chicago O'Hare International Airport
- Take the train from Poughkeepsie to 125th Street - Harlemtrain
- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
8h 38m$131–650
Poughkeepsie to Chicago Union Station by train (Amtrak)
Questions & Answers
The cheapest way to get from Poughkeepsie to Chicago Union Station is to drive which costs $140 - $220 and takes 13h 34m.
The fastest way to get from Poughkeepsie to Chicago Union Station is to train and fly which takes 6h 18m and costs $220 - $700.
Yes, there is a direct train departing from Poughkeepsie Amtrak Station station and arriving at Chicago Union Station station. Services depart once daily, and operate every day. The journey takes approximately 18h 2m.
The distance between Poughkeepsie and Chicago Union Station is 815 miles. The road distance is 817.4 miles.
The best way to get from Poughkeepsie to Chicago Union Station without a car is to train which takes 18h 2m and costs $230 - $550.
It takes approximately 6h 18m to get from Poughkeepsie to Chicago Union Station, including transfers.
Poughkeepsie to Chicago Union Station train services, operated by Amtrak, depart from Poughkeepsie Amtrak Station.
Chicago Union Station is 1h behind Poughkeepsie. It is currently 9:23 PM in Poughkeepsie and 8:23 PM in Chicago Union Station.
Poughkeepsie to Chicago Union Station train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Poughkeepsie to Chicago Union Station is 817 miles. It takes approximately 13h 34m to drive from Poughkeepsie to Chicago Union Station.
What companies run services between Poughkeepsie, NY, USA and Chicago Union Station, IL, USA?
Amtrak operates a train from Poughkeepsie Amtrak Station to Chicago Union Station once daily. Tickets cost $230–550 and the journey takes 18h 2m.
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 36m
- When
- Every day
- Estimated price
- $80–420
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Buffalo
- Ave. Duration
- 4h 15m
- When
- Every day
- Estimated price
- $65–350
- Phone
- +1 877.690.5114
- Website
- Metro North Railroad
Train from Poughkeepsie to 125th Street - Harlem
- Ave. Duration
- 1h 39m
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $18–21
- Peak
- $25–28
Train from Poughkeepsie to 125th Street - Harlem
- Ave. Duration
- 1h 39m
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $18–21
- Peak
- $25–28
Train from Poughkeepsie to 125th Street - Harlem
- Ave. Duration
- 1h 39m
- Frequency
- Hourly
- Estimated price
- $18–28
- Website
- Metro North Railroad
- Schedules at
- Metro North Railroad Schedules
- Off-Peak
- $18–21
- Peak
- $25–28
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