There are 9 ways to get from Tappan to Chicago by plane, train (Amtrak), bus (Flixbus), car, bus, or bus (Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Westchester County Airport to Chicago O'Hare International Airport
best- Fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD)plane HPN - ORD
3h 57m$167–671Drive 794.1 mi
cheapest- Drive from Tappan to Chicagocar 794.1 mi
13h 15m$145–210Train (Amtrak)
- Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
20h 34m$536–846Bus
- Take the bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminalbus Rockland Coaches
- Take the bus from New York Midtown to Chicago Bus Stationbus FlixBus N2640 / ...
22h 37m$161–263Bus to Laguardia Airport, fly to Chicago Midway International Airport
- Take the bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminalbus
- Fly from Laguardia Airport (LGA) to Chicago Midway International Airport (MDW)plane LGA - MDW
5h 43m$216–681Bus to Laguardia Airport, fly to Chicago O'Hare International Airport
- Take the bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminalbus
- Fly from Laguardia Airport (LGA) to Chicago O'Hare International Airport (ORD)plane LGA - ORD
6h 4m$146–581Bus, bus to Newark Liberty International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Terminal Bbus
- Fly from Newark Liberty International Airport (EWR) to Chicago O'Hare International Airport (ORD)plane EWR - ORD
6h 27m$148–848Bus to John F. Kennedy International Airport, fly to Chicago O'Hare International Airport
- Take the bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminalbus
- Fly from John F. Kennedy International Airport (JFK) to Chicago O'Hare International Airport (ORD)plane JFK - ORD
6h 26m$337–897Bus via Baltimore
- Take the bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminalbus
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Stationbus
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Stationbus
25h 22m$181–288
Tappan to Chicago by bus and foot
Comparing Your Travel Options
The cheapest way to get from Tappan to Chicago is to drive which costs $140 - $210 and takes 13h 15m.
The fastest way to get from Tappan to Chicago is to fly which takes 3h 57m and costs $160 - $700.
No, there is no direct bus from Tappan to Chicago station. However, there are services departing from Main St & Washington St - Tappan 76 House and arriving at Chicago Bus Station via New York Midtown. The journey, including transfers, takes approximately 22h 37m.
No, there is no direct train from Tappan to Chicago station. However, there are services departing from Dobbs Ferry and arriving at Chicago Union Station via Croton-Harmon Amtrak Station. The journey, including transfers, takes approximately 20h 34m.
The distance between Tappan and Chicago is 780 miles. The road distance is 798.7 miles.
The best way to get from Tappan to Chicago without a car is to train which takes 20h 34m and costs $500 - $850.
It takes approximately 3h 57m to get from Tappan to Chicago, including transfers.
Tappan to Chicago bus services, operated by Rockland Coaches, depart from Main St & Washington St - Tappan 76 House station.
Tappan to Chicago train services, operated by Amtrak, depart from Croton-Harmon Amtrak Station.
The best way to get from Tappan to Chicago is to fly which takes 3h 57m and costs $160 - $700. Alternatively, you can train, which costs $500 - $850 and takes 20h 34m, you could also bus, which costs $160 - $270 and takes 22h 37m.
What companies run services between Tappan, NY, USA and Chicago, IL, USA?
American Airlines and Delta fly from Westchester County Airport (HPN) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, Amtrak operates a train from Croton-Harmon Amtrak Station to Chicago Union Station once daily. Tickets cost $500–800 and the journey takes 18h 46m.
- Website
- aa.com
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $110–600
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 38m
- When
- Every day
- Estimated price
- $150–750
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 52m
- When
- Every day
- Estimated price
- $120–650
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $80–430
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $60–340
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 54m
- When
- Every day
- Estimated price
- $50–280
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Cleveland
- Ave. Duration
- 5h 35m
- When
- Every day
- Estimated price
- $50–280
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 49m
- When
- Every day
- Estimated price
- $50–280
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 51m
- When
- Every day
- Estimated price
- $80–430
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Pittsburgh
- Ave. Duration
- 4h 22m
- When
- Every day
- Estimated price
- $60–340
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 4h 32m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $60–340
- Website
- delta.com
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 54m
- When
- Every day
- Estimated price
- $110–600
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $80–430
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $60–340
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $50–280
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 20m
- When
- Every day
- Estimated price
- $50–280
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 22m
- When
- Every day
- Estimated price
- $100–600
- Website
- flyporter.com
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 4h 40m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–550
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Croton-Harmon Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 46m
- Frequency
- Once daily
- Estimated price
- $500–800
- Website
- Amtrak
- Phone
- +1 (866) 912 - 6224
- questions@coachusa.com
- Website
- Rockland Coaches
Bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminal
- Ave. Duration
- 1h 2m
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Schedules at
- Rockland Coaches
- Adult
- $11–24
Bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminal
- Ave. Duration
- 1h 2m
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Schedules at
- Rockland Coaches
- Adult
- $11–24
Bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminal
- Ave. Duration
- 1h 2m
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Schedules at
- Rockland Coaches
- Adult
- $11–24
Bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminal
- Ave. Duration
- 1h 2m
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Schedules at
- Rockland Coaches
- Adult
- $11–24
Bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminal
- Ave. Duration
- 1h 2m
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Schedules at
- Rockland Coaches
- Adult
- $11–24
Bus from Main St & Washington St - Tappan 76 House to Port Authority Bus Terminal
- Ave. Duration
- 1h 2m
- Frequency
- Every 2 hours
- Estimated price
- $11–24
- Schedules at
- Rockland Coaches
- Adult
- $11–24
- Phone
- +1 (855) 626-8585
- Website
- 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
- Phone
- +1 (866) 912-6224
- olympia@coachusa.com
- Website
- newarkairportexpress.com
Bus from Port Authority Bus Terminal to Terminal B
- Ave. Duration
- 40 min
- Frequency
- Every 30 minutes
- Estimated price
- $25
- Book at
- Coach USA
- One Way - Adult
- $25
- Phone
- +1 610-868-6001
- webmaster@transbridgelines.com
- Website
- transbridgelines.com
Bus from Port Authority Bus Terminal to Terminal B
- Ave. Duration
- 30 min
- Frequency
- 5 times a day
- Estimated price
- $60–66
- Schedules at
- transbridgelines.com
- Adult
- $60–66
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- Greyhound
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 40m
- Frequency
- Every 3 hours
- Estimated price
- $40–65
- Website
- Greyhound
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $130–200
- Website
- Greyhound
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
Why you should take the train in the US
Read the travel guide
How to get from JFK to New York City
Read the travel guide
Booking & Getting There
Tappan to Chicago bus services, operated by Rockland Coaches, arrive at Port Authority Bus Terminal station.
Chicago is 1h behind Tappan. It is currently 5:11 PM in Tappan and 4:11 PM in Chicago.
Tappan to Chicago train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Tappan to Chicago is 799 miles. It takes approximately 13h 15m to drive from Tappan to Chicago.
There are 1130+ hotels available in Chicago.













