There are 6 ways to get from Callicoon to Chicago by car, plane, bus, train, bus (Greyhound, Flixbus), 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.
Drive, fly
best- Drive from Callicoon to Wilkes-Barre/Scranton International Airport (AVP)
- Fly from Wilkes-Barre/Scranton International Airport (AVP) to Chicago O'Hare International Airport (ORD)AVP - ORD
4h 58m$70–374Bus, train
- Take the bus from 31 Cottage Street to Binghamton ShortLine Terminal
- Take the bus from Binghamton to Syracuse324 / ...
- Take the train from Syracuse Regional Transportation Center to Chicago Union Station
17h 46m$187–344Bus
- Take the bus from Monticello ShortLine Terminal to Port Authority Bus Terminal
- Take the bus from Port Authority Bus Terminal to Newark Penn Station108
- Take the bus from Newark Penn Station to Chicago Bus Station
25h 1m$151–314Drive 765.4 mi
- Drive from Callicoon to Chicago765.4 mi
12h 54m$140–202Drive, train (Amtrak)
- Drive from Callicoon to Poughkeepsie Amtrak Station
- Take the train from Poughkeepsie Amtrak Station to Chicago Union StationLake Shore Limited
19h 43m$107–307Bus via Baltimore
- Take the bus from Monticello ShortLine Terminal to Port Authority Bus Terminal
- Take the bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Take the bus from Baltimore Downtown Bus Station to Chicago Bus Station
26h 55m$155–319
Wilkes-Barre/Scranton International Airport (AVP) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Callicoon to Chicago is to drive which costs $140 - $210 and takes 12h 54m.
The fastest way to get from Callicoon to Chicago is to drive and fly which takes 4h 58m and costs $70 - $380.
The distance between Callicoon and Chicago is 725 miles. The road distance is 769.8 miles.
The best way to get from Callicoon to Chicago without a car is to bus and train which takes 17h 46m and costs $180 - $350.
It takes approximately 4h 58m to get from Callicoon to Chicago, including transfers.
Yes, the driving distance between Callicoon to Chicago is 770 miles. It takes approximately 12h 54m to drive from Callicoon to Chicago.
There are 1136+ hotels available in Chicago.
What companies run services between Callicoon, NY, USA and Chicago, IL, USA?
You can take a vehicle from Callicoon to Chicago Bus Station via CJ’s Deli, Sullivan County Government Center, Monticello ShortLine Terminal, Port Authority Bus Terminal, and Newark Penn Station in around 25h 1m.
- Website
- united.com
Flights from Wilkes-Barre/Scranton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 34m
- When
- Every day
- Estimated price
- $55–350
Flights from Wilkes-Barre/Scranton International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $65–370
- Website
- aa.com
Flights from Wilkes-Barre/Scranton International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 30m
- When
- Every day
- Estimated price
- $55–350
Flights from Wilkes-Barre/Scranton International Airport to Chicago O'Hare International Airport via Charlotte
- Ave. Duration
- 5h 43m
- When
- Every day
- Estimated price
- $80–430
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Syracuse Regional Transportation Center to Chicago Union Station
- Ave. Duration
- 13h 7m
- Frequency
- Twice daily
- Estimated price
- $110–220
- Website
- https://www.amtrak.com/home.html
Train from Poughkeepsie Amtrak Station to Chicago Union Station
- Ave. Duration
- 18h 2m
- Frequency
- Once daily
- Estimated price
- $95–290
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (866) 912-6224
- questions@coachusa.com
- Website
- coachusa.com
Bus from 31 Cottage Street to Binghamton ShortLine Terminal
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $16–28
- Schedules at
- coachusa.com
- Adults
- $16–28
Bus from Monticello ShortLine Terminal to Port Authority Bus Terminal
- Ave. Duration
- 1h 50m
- Frequency
- 5 times a day
- Estimated price
- $27–50
- Schedules at
- coachusa.com
- Adults
- $27–50
- Phone
- +1 800-858-8555
- Website
- trailways.com
Bus from Binghamton to Syracuse
- Ave. Duration
- 1h 15m
- Frequency
- Every 4 hours
- Estimated price
- $19–45
- Website
- https://trailways.com
- Schedules at
- https://trailways.com/schedules/
- Saver
- $19–45
- Flexible
- $39–45
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 Binghamton to Syracuse
- Ave. Duration
- 1h 25m
- Frequency
- Every 4 hours
- Estimated price
- $18–26
- Schedules at
- flixbus.com
Bus from Newark Penn Station to Chicago Bus Station
- Ave. Duration
- 19h 40m
- Frequency
- Twice daily
- Estimated price
- $100–200
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Binghamton to Syracuse
- Ave. Duration
- 1h 35m
- Frequency
- Every 4 hours
- Estimated price
- $17–26
- Website
- https://www.greyhound.com/
Bus from Port Authority Bus Terminal to Newark Penn Station
- Ave. Duration
- 25 min
- Frequency
- Hourly
- Estimated price
- $6–12
- Website
- https://www.greyhound.com/
Bus from Port Authority Bus Terminal to Baltimore Downtown Bus Station
- Ave. Duration
- 3h 15m
- Frequency
- Every 2 hours
- Estimated price
- $30–65
- Website
- https://www.greyhound.com/
Bus from Baltimore Downtown Bus Station to Chicago Bus Station
- Ave. Duration
- 18h 40m
- Frequency
- Twice daily
- Estimated price
- $80–180
- Website
- https://www.greyhound.com/
- 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
- 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
- $30–65
- Website
- https://peterpanbus.com
- Adult
- $30–65
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