There are 10 ways to get from Port Hope to Chicago by train, plane, train (Amtrak), bus (Flixbus, Greyhound), car, bus, car ferry, or bus (Flixbus, Amtrak)
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 Toronto Island Airport, fly to Chicago O'Hare International Airport
best- Take the train from Port Hope to Toronto Union Stationtrain
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
6h 31m$229–1,592Bus
cheapest- Take the bus from Harvey's, Highway 401/28 to Toronto Airport - Departures Levelbus
- Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus
16h 31m$114–217Train via Detroit
- Take the train from Port Hope to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Windsortrain
- Take the train from Detroit to Chicago Union Stationtrain
13h 10m$168–570Drive 570.4 mi
- Drive from Port Hope to Chicagocar 570.4 mi
9h 41m$131–189Train to Toronto Pearson International Airport, fly to Chicago O'Hare International Airport
- Take the train from Port Hope to Toronto Union Stationtrain
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
6h 51m$439–1,142Train, bus, bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the train from Port Hope to Toronto Union Stationtrain
- Take the bus from Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floor to Bus Terminalbus
- Take the bus from Niagara Falls USA to Buffalo Niagara International Airportbus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
9h 19m$220–564Train, bus, bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport
- Take the train from Port Hope to Toronto Union Stationtrain
- Take the bus from Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floor to Bus Terminalbus
- Take the bus from Niagara Falls USA to Buffalo Niagara International Airportbus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane BUF - ORD
9h 37m$230–554Drive, car ferry, drive to Rochester, fly to Chicago Midway International Airport
- Drive from Port Hope to Mainlandcar
- Take the carferry from Mainland to Billy Bishop Airport Ferry Terminalcarferry
- Drive from Billy Bishop Airport Ferry Terminal to Rochester (ROC)car
- Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane ROC - MDW
8h 9m$137–643Bus via Dearborn
- Take the bus from Harvey's, Highway 401/28 to Toronto Airport - Departures Levelbus
- Take the bus from Toronto Pearson Airport to Detroit Bus Stationbus
- Take the bus from Dearborn to Chicago Union Stationbus
16h 50m$136–239Train
- Take the train from Port Hope to Toronto Union Stationtrain
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
18h 10m$207–667
Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Port Hope to Chicago is to drive which costs $130 - $190 and takes 9h 41m.
The fastest way to get from Port Hope to Chicago is to train and fly which takes 6h 31m and costs $220 - $1,600.
No, there is no direct bus from Port Hope to Chicago station. However, there are services departing from Harvey's, Highway 401/28 and arriving at Chicago Bus Station via Toronto Pearson Airport and Detroit Bus Station. The journey, including transfers, takes approximately 16h 31m.
No, there is no direct train from Port Hope to Chicago station. However, there are services departing from Port Hope and arriving at Chicago Union Station via Toronto Union Station and Detroit. The journey, including transfers, takes approximately 13h 10m.
The distance between Port Hope and Chicago is 543 miles. The road distance is 573.7 miles.
The best way to get from Port Hope to Chicago without a car is to bus which takes 16h 31m and costs $110 - $220.
It takes approximately 6h 31m to get from Port Hope to Chicago, including transfers.
Port Hope to Chicago bus services, operated by Megabus Canada, depart from Harvey's, Highway 401/28 station.
Port Hope to Chicago train services, operated by VIA Rail, depart from Port Hope station.
The best way to get from Port Hope to Chicago is to train via Detroit which takes 13h 10m and costs $160 - $600. Alternatively, you can bus, which costs $110 - $220 and takes 16h 31m.
What companies run services between Port Hope, ON, Canada and Chicago, IL, USA?
You can take a vehicle from Port Hope to Chicago Union Station via Port Hope, Toronto Union Station, Windsor, and Detroit in around 13h 10m. Alternatively, you can take a vehicle from Port Hope to Chicago Bus Station via Harvey's, Highway 401/28, Toronto Airport - Departures Level, Toronto Pearson Airport, and Detroit Bus Station in around 16h 31m.
- Website
- aircanada.com
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $40–260
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Ottawa
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $60–320
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 46m
- When
- Every day
- Estimated price
- $60–330
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h
- When
- Every day
- Estimated price
- $35–240
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 51m
- When
- Every day
- Estimated price
- $45–290
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Port Hope to Toronto Union Station
- Ave. Duration
- 1h 9m
- Frequency
- Twice daily
- Estimated price
- $16–150
- Website
- VIA Rail
- Escape
- $16–65
- Business
- $45–140
- Business Plus
- $55–150
- Economy
- $18–70
- Economy Plus
- $20–75
Train from Port Hope to Toronto Union Station
- Ave. Duration
- 1h 9m
- Frequency
- Twice daily
- Estimated price
- $16–150
- Website
- VIA Rail
- Escape
- $16–65
- Business
- $45–140
- Business Plus
- $55–150
- Economy
- $18–70
- Economy Plus
- $20–75
Train from Toronto Union Station to Windsor
- Ave. Duration
- 4h 18m
- Frequency
- 4 times a day
- Estimated price
- $55–210
- Website
- VIA Rail
- Escape
- $55–150
- Business
- $90–200
- Business Plus
- $100–210
- Economy
- $65–150
- Economy Plus
- $70–160
Train from Port Hope to Toronto Union Station
- Ave. Duration
- 1h 9m
- Frequency
- Twice daily
- Estimated price
- $16–150
- Website
- VIA Rail
- Escape
- $16–65
- Business
- $45–140
- Business Plus
- $55–150
- Economy
- $18–70
- Economy Plus
- $20–75
Train from Port Hope to Toronto Union Station
- Ave. Duration
- 1h 9m
- Frequency
- Twice daily
- Estimated price
- $16–150
- Website
- VIA Rail
- Escape
- $16–65
- Business
- $45–140
- Business Plus
- $55–150
- Economy
- $18–70
- Economy Plus
- $20–75
Train from Port Hope to Toronto Union Station
- Ave. Duration
- 1h 9m
- Frequency
- Twice daily
- Estimated price
- $16–150
- Website
- VIA Rail
- Escape
- $16–65
- Business
- $45–140
- Business Plus
- $55–150
- Economy
- $18–70
- Economy Plus
- $20–75
Train from Port Hope to Toronto Union Station
- Ave. Duration
- 1h 9m
- Frequency
- Twice daily
- Estimated price
- $16–150
- Website
- VIA Rail
- Escape
- $16–65
- Business
- $45–140
- Business Plus
- $55–150
- Economy
- $18–70
- Economy Plus
- $20–75
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $30–170
- Website
- VIA Rail
- Escape
- $30–90
- Business
- $60–160
- Business Plus
- $70–170
- Economy
- $30–95
- Economy Plus
- $35–110
- Phone
- +1 866 488 4452
- [email protected]
- Website
- Megabus
Bus from Harvey's, Highway 401/28 to Toronto Airport - Departures Level
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $7–55
- Website
- Megabus
- Adult Advanced Booking
- $7–45
- Adult Standard
- $14–55
Bus from Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floor to Bus Terminal
- Ave. Duration
- 1h 35m
- Frequency
- Hourly
- Estimated price
- $7–55
- Website
- Megabus
- Adult Advanced Booking
- $7–45
- Adult Standard
- $16–55
Bus from Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floor to Bus Terminal
- Ave. Duration
- 1h 35m
- Frequency
- Hourly
- Estimated price
- $7–55
- Website
- Megabus
- Adult Advanced Booking
- $7–45
- Adult Standard
- $16–55
Bus from Harvey's, Highway 401/28 to Toronto Airport - Departures Level
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $7–55
- Website
- Megabus
- Adult Advanced Booking
- $7–45
- Adult Standard
- $14–55
- Phone
- 416-863-2000
- Website
- billybishopairport.com
Car ferry from Mainland to Billy Bishop Airport Ferry Terminal
- Ave. Duration
- 2 min
- Frequency
- Every 20 minutes
- Estimated price
- $11
- Schedules at
- billybishopairport.com
- Passenger
- $0
- Standard Car
- $11
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Booking & Getting There
Port Hope to Chicago bus services, operated by Megabus Canada, arrive at Toronto Airport - Departures Level station.
Chicago is 1h behind Port Hope. It is currently 11:59 PM in Port Hope and 10:59 PM in Chicago.
Port Hope to Chicago train services, operated by VIA Rail, arrive at Toronto Union Station.
Yes, the driving distance between Port Hope to Chicago is 574 miles. It takes approximately 9h 41m to drive from Port Hope to Chicago.
There are 1301+ hotels available in Chicago.








