There are 8 ways to get from Woodstock to Chicago by car, plane, bus (Amtrak, Flixbus), bus, train, or bus (Amtrak, 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 to Fredericton International Airport, fly to Chicago O'Hare International Airport
best- Drive from Woodstock to Fredericton-Airport-YFCcar
- Fly from Fredericton International Airport (YFC) to Chicago O'Hare International Airport (ORD)plane YFC - ORD
7h 40m$103–428Bus
- Take the bus from Houlton, Maine to Bangor, MEbus
- Take the bus from Bangor Transportation Center to Boston, MA - South Stationbus
- Take the bus from Boston to New York Midtownbus
- Take the bus from New York Midtown to Chicago Bus Stationbus
30h 53m$233–400Bus, train
- Take the bus from Houlton, Maine to Bangor, MEbus
- Take the bus from Bangor Transportation Center to Boston, MA - South Stationbus
- Take the train from Boston to Chicago Union Stationtrain
31h 33m$383–800Drive 1,230.8 mi
- Drive from Woodstock to Chicagocar 1,230.8 mi
22h 57m$282–407Drive to Fredericton International Airport, fly to Chicago Midway International Airport
- Drive from Woodstock to Fredericton-Airport-YFCcar
- Fly from Fredericton International Airport (YFC) to Chicago Midway International Airport (MDW)plane YFC - MDW
7h 10m$228–928Bus to Presque Isle, fly to Chicago O'Hare International Airport
- Take the bus from Houlton, Maine to Presque Isle, Mainebus
- Fly from Presque Isle (PQI) to Chicago O'Hare International Airport (ORD)plane PQI - ORD
8h 11m$105–429Bus to Bangor, fly to Chicago O'Hare International Airport
- Take the bus from Houlton, Maine to Bangor, MEbus
- Fly from Bangor (BGR) to Chicago O'Hare International Airport (ORD)plane BGR - ORD
8h 9m$147–637Bus via Brook Park
- Take the bus from Houlton, Maine to Bangor, MEbus
- Take the bus from Bangor Transportation Center to Boston, MA - South Stationbus
- Take the bus from Boston to Cleveland Bus Stationbus
- Take the bus from Cleveland Bus Station to Toledo Bus Stopbus
- Take the bus from Toledo to Chicago Union Stationbus
31h 8m$258–450
Fredericton International Airport (YFC) to Chicago O'Hare International Airport (ORD) flights
Questions & Answers
The cheapest way to get from Woodstock to Chicago is to drive and fly which costs $100 - $430 and takes 7h 40m.
The fastest way to get from Woodstock to Chicago is to drive and fly which takes 7h 10m and costs $220 - $950.
No, there is no direct bus from Woodstock to Chicago station. However, there are services departing from Houlton, Maine and arriving at Chicago Bus Station via Bangor Transportation Center, Boston and New York Midtown. The journey, including transfers, takes approximately 30h 53m.
The distance between Woodstock and Chicago is 1189 miles. The road distance is 1238 miles.
It takes approximately 7h 40m to get from Woodstock to Chicago, including transfers.
Woodstock to Chicago bus services, operated by Cyr Bus Line, depart from Houlton, Maine station.
Woodstock to Chicago bus services, operated by Cyr Bus Line, arrive at Bangor, ME station.
Chicago is 2h behind Woodstock. It is currently 3:15 PM in Woodstock and 1:15 PM in Chicago.
Yes, the driving distance between Woodstock to Chicago is 1238 miles. It takes approximately 22h 57m to drive from Woodstock to Chicago.
There are 1293+ hotels available in Chicago.
What companies run services between Woodstock, NB, Canada and Chicago, IL, USA?
You can take a vehicle from Woodstock to Chicago Bus Station via Houlton, Maine, Bangor, ME, Bangor Transportation Center, Boston, MA - South Station, Boston, and New York Midtown in around 30h 53m.
- Website
- united.com
Flights from Fredericton International Airport to Chicago O'Hare International Airport via Montreal
- Ave. Duration
- 5h 50m
- When
- Every day
- Estimated price
- $85–400
Flights from Fredericton International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 7h 7m
- When
- Every day
- Estimated price
- $85–750
Flights from Fredericton International Airport to Chicago O'Hare International Airport via Ottawa
- Ave. Duration
- 8h 6m
- When
- Every day
- Estimated price
- $85–400
Flights from Presque Isle to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $85–400
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 3h 1m
- When
- Every day
- Estimated price
- $120–600
Flights from Bangor to Chicago O'Hare International Airport via Newark
- Ave. Duration
- 5h 58m
- When
- Every day
- Estimated price
- $130–650
- Website
- aa.com
Flights from Bangor to Chicago O'Hare International Airport
- Ave. Duration
- 3h 21m
- When
- Every day
- Estimated price
- $120–600
Flights from Bangor to Chicago O'Hare International Airport via Reagan Washington
- Ave. Duration
- 5h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–650
Flights from Bangor to Chicago O'Hare International Airport via Philadelphia
- Ave. Duration
- 5h 46m
- When
- Tuesday and Wednesday
- Estimated price
- $130–650
Flights from Bangor to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 6h 16m
- When
- Every day
- Estimated price
- $130–650
- Website
- aircanada.com
Flights from Fredericton International Airport to Chicago O'Hare International Airport via Montreal
- Ave. Duration
- 5h 50m
- When
- Every day
- Estimated price
- $85–400
Flights from Fredericton International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 7h 7m
- When
- Every day
- Estimated price
- $85–750
Flights from Fredericton International Airport to Chicago O'Hare International Airport via Ottawa
- Ave. Duration
- 8h 6m
- When
- Every day
- Estimated price
- $85–400
- Website
- flyporter.com
Flights from Fredericton International Airport to Chicago O'Hare International Airport via Toronto
- Ave. Duration
- 6h 30m
- When
- Every day
- Estimated price
- $180–750
Flights from Fredericton International Airport to Chicago Midway International Airport via Toronto
- Ave. Duration
- 7h 37m
- When
- Every day
- Estimated price
- $210–900
- Website
- delta.com
Flights from Bangor to Chicago O'Hare International Airport via New York La Guardia
- Ave. Duration
- 6h 3m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $130–650
Flights from Bangor to Chicago O'Hare International Airport via New York JFK
- Ave. Duration
- 6h 30m
- When
- Every day
- Estimated price
- $130–650
- Website
- jetblue.com
Flights from Presque Isle to Chicago O'Hare International Airport via Boston
- Ave. Duration
- 5h 9m
- When
- Every day
- Estimated price
- $85–400
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Boston to Chicago Union Station
- Ave. Duration
- 22h 22m
- Frequency
- Once daily
- Estimated price
- $320–700
- Website
- Amtrak
- Phone
- +1 207-942-3354
- Website
- Cyr Bus Line
Bus from Houlton, Maine to Bangor, ME
- Ave. Duration
- 2h 30m
- Frequency
- Once daily
- Estimated price
- $20–25
- Website
- Cyr Bus Line
Bus from Houlton, Maine to Bangor, ME
- Ave. Duration
- 2h 30m
- Frequency
- Once daily
- Estimated price
- $20–25
- Website
- Cyr Bus Line
Bus from Houlton, Maine to Presque Isle, Maine
- Ave. Duration
- 55 min
- Frequency
- Once daily
- Estimated price
- $7–9
- Website
- Cyr Bus Line
Bus from Houlton, Maine to Bangor, ME
- Ave. Duration
- 2h 30m
- Frequency
- Once daily
- Estimated price
- $20–25
- Website
- Cyr Bus Line
Bus from Houlton, Maine to Bangor, ME
- Ave. Duration
- 2h 30m
- Frequency
- Once daily
- Estimated price
- $20–25
- Website
- Cyr Bus Line
- Phone
- +1 800 639 3317
- [email protected]
- Website
- Concord Coach Lines
Bus from Bangor Transportation Center to Boston, MA - South Station
- Ave. Duration
- 4h 25m
- Frequency
- Every 4 hours
- Estimated price
- $50–70
- Website
- Concord Coach Lines
Bus from Bangor Transportation Center to Boston, MA - South Station
- Ave. Duration
- 4h 25m
- Frequency
- Every 4 hours
- Estimated price
- $50–70
- Website
- Concord Coach Lines
Bus from Bangor Transportation Center to Boston, MA - South Station
- Ave. Duration
- 4h 25m
- Frequency
- Every 4 hours
- Estimated price
- $50–70
- Website
- Concord Coach Lines
Rome2Rio's guide to Amtrak Thruway
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Bangor Transportation Center to Boston, MA - South Station
- Ave. Duration
- 4h 25m
- Frequency
- 5 times a day
- Estimated price
- $43–48
- Website
- Amtrak
- Adult
- $43–48
Bus from Bangor Transportation Center to Boston, MA - South Station
- Ave. Duration
- 4h 25m
- Frequency
- 5 times a day
- Estimated price
- $43–48
- Website
- Amtrak
- Adult
- $43–48
Bus from Bangor Transportation Center to Boston, MA - South Station
- Ave. Duration
- 4h 25m
- Frequency
- 5 times a day
- Estimated price
- $43–48
- Website
- Amtrak
- Adult
- $43–48
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Boston to New York Midtown
- Ave. Duration
- 4h 20m
- Frequency
- Hourly
- Estimated price
- $30–60
- Schedules at
- Flixbus USA
Bus from New York Midtown to Chicago Bus Station
- Ave. Duration
- 16h 55m
- Frequency
- 4 times a day
- Estimated price
- $140–240
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Boston to Cleveland Bus Station
- Ave. Duration
- 13h 50m
- Frequency
- Twice daily
- Estimated price
- $100–200
- Website
- Greyhound
Bus from Cleveland Bus Station to Toledo Bus Stop
- Ave. Duration
- 1h 45m
- Frequency
- Every 4 hours
- Estimated price
- $15–30
- Website
- Greyhound
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Toledo to Chicago Union Station
- Ave. Duration
- 4h 22m
- Frequency
- Twice a week
- Estimated price
- $80–120
- Website
- Amtrak
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