There are 10 ways to get from Tappan to Chicago by plane, train (Amtrak), bus (Greyhound, 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
4h$517–694Bus to Laguardia Airport, fly to Chicago O'Hare International Airport
cheapest- 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$66–311Train (Amtrak)
- Take the train from Croton-Harmon Amtrak Station to Chicago Union Stationtrain Lake Shore Limited
20h 34m$288–623Bus
- 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 Newark Penn Stationbus 108
- Take the bus from Newark Penn Station to Chicago Bus Stationbus
22h 33m$128–263Drive 794.1 mi
- Drive from Tappan to Chicagocar 794.1 mi
13h 16m$145–210Bus, 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 13m$88–313Bus 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 54m$106–531Bus 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 23m$66–287Bus, bus to Newark Liberty International Airport, fly to Chicago Midway 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 Midway International Airport (MDW)plane EWR - MDW
6h 11m$113–493Bus 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
24h 29m$176–373
Tappan to Chicago by bus
Questions & Answers
The cheapest way to get from Tappan to Chicago is to bus and fly which costs $65 - $320 and takes 6h.
The fastest way to get from Tappan to Chicago is to fly which takes 4h and costs $500 - $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 Port Authority Bus Terminal and Newark Penn Station. The journey, including transfers, takes approximately 22h 33m.
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 $280 - $650.
It takes approximately 4h 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.
The best way to get from Tappan to Chicago is to fly which takes 4h and costs $500 - $700. Alternatively, you can train, which costs $280 - $650 and takes 20h 34m, you could also bus, which costs $120 - $270 and takes 22h 33m.
Tappan to Chicago bus services, operated by Rockland Coaches, arrive at Port Authority Bus Terminal station.
Chicago is 1h behind Tappan. It is currently 6:05 AM in Tappan and 5:05 AM in Chicago.
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 $230–550 and the journey takes 18h 46m.
- Website
- united.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 44m
- When
- Every day
- Estimated price
- $50–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 45m
- When
- Every day
- Estimated price
- $45–250
- Website
- aa.com
Flights from Westchester County Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $55–310
Flights from Westchester County Airport to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 23m
- When
- Every day
- Estimated price
- $60–330
Flights from Westchester County Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 44m
- When
- Every day
- Estimated price
- $75–380
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 55m
- When
- Every day
- Estimated price
- $50–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 47m
- When
- Every day
- Estimated price
- $45–250
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 59m
- When
- Every day
- Estimated price
- $40–240
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Columbus
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $40–250
- Website
- delta.com
Flights from Westchester County Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 43m
- When
- Every day
- Estimated price
- $55–310
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 46m
- When
- Every day
- Estimated price
- $50–290
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 19m
- When
- Every day
- Estimated price
- $45–250
Flights from Laguardia Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 6m
- When
- Every day
- Estimated price
- $90–500
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 53m
- When
- Every day
- Estimated price
- $40–240
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 5h 2m
- When
- Monday, Tuesday, Thursday, Friday, and Sunday
- Estimated price
- $40–240
Flights from Newark Liberty International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 5h 55m
- When
- Every day
- Estimated price
- $75–440
- Website
- southwest.com
Flights from Laguardia Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $90–500
- Website
- spirit.com
Flights from Laguardia Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 31m
- When
- Every day
- Estimated price
- $50–260
Flights from Newark Liberty International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 28m
- When
- Every day
- Estimated price
- $50–250
- Website
- jetblue.com
Flights from John F. Kennedy International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 58m
- When
- Every day
- Estimated price
- $40–240
- Website
- flyfrontier.com
Flights from Newark Liberty International Airport to Chicago Midway International Airport
- Ave. Duration
- 2h 32m
- When
- Tuesday, Thursday, and Sunday
- Estimated price
- $75–440
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Croton-Harmon Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 46m
- Frequency
- Once daily
- Estimated price
- $230–550
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (866) 912 - 6224
- questions@coachusa.com
- Website
- coachusa.com
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
- coachusa.com
- Adult
- $11–24
- Phone
- +1 973-275-5555
- Website
- njtransit.com
Bus from Port Authority Bus Terminal to Newark Penn Station
- Ave. Duration
- 34 min
- Frequency
- Hourly
- Estimated price
- $7–24
- Website
- https://www.njtransit.com
- Schedules at
- https://www.njtransit.com/bus-to
- Adults
- $7–24
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Port Authority Bus Terminal to Newark Penn Station
- Ave. Duration
- 40 min
- Frequency
- Hourly
- Estimated price
- $10–19
- Website
- https://www.greyhound.com/
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Every 3 hours
- Estimated price
- $40–75
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $120–240
- Website
- https://www.greyhound.com/
- Phone
- +1 800-858-8555
- Website
- trailways.com
Bus from Port Authority Bus Terminal to Newark Penn Station
- Ave. Duration
- 30 min
- Frequency
- Once daily
- Estimated price
- $17–38
- Website
- https://trailways.com
- Schedules at
- https://trailways.com/schedules/
- Saver
- $17–35
- Flexible
- $35–38
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Newark Penn Station to Chicago Bus Station
- Ave. Duration
- 19h 40m
- Frequency
- Once daily
- Estimated price
- $110–200
- Schedules at
- flixbus.com
- 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
- https://www.coachusa.com/airport-transportation
- One Way - Adult
- $25
- Phone
- 1-800-343-9999
- Website
- peterpanbus.com
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 45m
- Frequency
- Every 2 hours
- Estimated price
- $45–110
- Website
- https://peterpanbus.com
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More Questions & Answers
Yes, the driving distance between Tappan to Chicago is 799 miles. It takes approximately 13h 16m to drive from Tappan to Chicago.
There are 1284+ hotels available in Chicago.

















