There are 11 ways to get from Ontario to Chicago by plane, train (Amtrak), bus (Flixbus, Greyhound), car, train, bus, 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.
Fly Detroit to Chicago O'Hare International Airport
best- Fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD)plane DTW - ORD
4h 18m$135–758Fly Detroit to South Bend, train
cheapest- Fly from Detroit (DTW) to South Bend (SBN)plane DTW - SBN
- Take the train from South Bend Airport to Van Buren St.train
5h 49m$77–480Train via Detroit
- Take the train from Toronto Union Station to Windsortrain VIA Rail
- Take the train from Detroit to Chicago Union Stationtrain Wolverine
10h 38m$210–448Bus
- Take the bus from Toronto to Detroit Bus Stationbus FlixBus 2701 / ...
- Take the bus from Detroit Bus Station to Chicago Bus Stationbus Greyhound US0160
13h 55m$84–138Drive 510.3 mi
- Drive from Toronto to Chicagocar 510.3 mi
8h 36m$105–152Fly Detroit to Chicago Midway International Airport
- Fly from Detroit (DTW) to Chicago Midway International Airport (MDW)plane DTW - MDW
4h 5m$80–558Fly Toronto Pearson International Airport to Chicago O'Hare International Airport
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
5h 18m$381–954Fly Toronto Island Airport to Chicago O'Hare International Airport
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
5h 15m$204–1,418Bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport
- Take the bus from Toronto to Buffalobus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
7h 11m$203–370Bus via Dearborn
- Take the bus from Toronto to Detroit Bus Stationbus FlixBus 2701 / ...
- Take the bus from Dearborn to Chicago Union Stationbus Amtrak Thruway Connecting Service
14h 13mTrain
- Take the train from Toronto Union Station to Buffalotrain VIA Rail
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain Lake Shore Limited
15h 51m$311–620
Ontario to Chicago by train and car
Comparing Your Travel Options
The cheapest way to get from Ontario to Chicago is to bus which costs $80 - $140 and takes 13h 55m.
The fastest way to get from Ontario to Chicago is to fly which takes 4h 5m and costs $80 - $600.
No, there is no direct bus from Ontario to Chicago station. However, there are services departing from Toronto and arriving at Chicago Bus Station via Detroit Bus Station. The journey, including transfers, takes approximately 13h 55m.
No, there is no direct train from Ontario station to Chicago station. However, there are services departing from Toronto Union Station and arriving at Chicago Union Station via Detroit. The journey, including transfers, takes approximately 10h 38m.
The distance between Ontario and Chicago is 279 miles. The road distance is 513.3 miles.
The best way to get from Ontario to Chicago without a car is to bus which takes 13h 55m and costs $80 - $140.
It takes approximately 4h 18m to get from Ontario to Chicago, including transfers.
Ontario to Chicago bus services, operated by Flixbus USA, depart from Toronto station.
Ontario to Chicago train services, operated by VIA Rail, depart from Toronto Union Station.
The best way to get from Ontario to Chicago is to fly which takes 4h 18m and costs $130 - $800. Alternatively, you can train via Detroit, which costs $210 - $450 and takes 10h 38m, you could also bus, which costs $80 - $140 and takes 13h 55m.
What companies run services between Ontario, Canada and Chicago, IL, USA?
American Airlines, Delta, and United Airlines fly from Detroit (DTW) to Chicago O'Hare International Airport (ORD) hourly. Alternatively, you can take a train from Toronto Union Station to Chicago Union Station via Windsor and Detroit in around 10h 38m.
- Website
- united.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $50–370
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $40–240
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $40–260
- Website
- aircanada.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 38m
- When
- Every day
- Estimated price
- $50–370
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $40–240
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $40–260
- Website
- delta.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 30m
- When
- Every day
- Estimated price
- $50–370
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 20m
- When
- Every day
- Estimated price
- $75–550
Flights from Detroit to South Bend
- Ave. Duration
- 1h 6m
- When
- Every day
- Estimated price
- $60–460
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 7m
- When
- Every day
- Estimated price
- $65–400
- Website
- southwest.com
Flights from Detroit to Chicago Midway International Airport
- Ave. Duration
- 1h 21m
- When
- Every day
- Estimated price
- $75–550
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 50m
- When
- Every day
- Estimated price
- $65–400
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 20m
- When
- Monday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $95–480
- Website
- aa.com
Flights from Detroit to Chicago O'Hare International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $50–370
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $40–240
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $40–240
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $170–1,300
- Phone
- +1 888 842-7245
- Website
- VIA Rail
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 Toronto Union Station to Buffalo
- Ave. Duration
- 4h 18m
- 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
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Detroit to Chicago Union Station
- Ave. Duration
- 5h 6m
- Frequency
- 3 times a day
- Estimated price
- $150–240
- Website
- Amtrak
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $280–450
- Website
- Amtrak
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Hourly
- Estimated price
- $14–17
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $14–17
Train from South Bend Airport to Van Buren St.
- Ave. Duration
- 2h 1m
- Frequency
- Every 4 hours
- Estimated price
- $4–16
- Schedules at
- Northern Indiana Commuter Transportation District
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- Every 4 hours
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 20m
- Frequency
- 3 times a day
- Estimated price
- $45–70
- Schedules at
- Flixbus USA
Bus from Toronto to Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- Every 4 hours
- Estimated price
- $15–24
- Schedules at
- Flixbus USA
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- Every 4 hours
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Detroit Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 5 times a day
- Estimated price
- $50–80
- Website
- Greyhound
Bus from Toronto to Buffalo
- Ave. Duration
- 2h 45m
- Frequency
- Every 4 hours
- Estimated price
- $18–27
- Website
- Greyhound
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Bus from Dearborn to Chicago Union Station
- Ave. Duration
- 5h 9m
- Frequency
- Once a week
- Website
- Amtrak
Want to know more about travelling around United States
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Booking & Getting There
Ontario to Chicago bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Chicago is 1h behind Ontario. It is currently 4:35 AM in Ontario and 3:35 AM in Chicago.
Ontario to Chicago train services, operated by VIA Rail, arrive at Buffalo station.
Yes, the driving distance between Ontario to Chicago is 513 miles. It takes approximately 8h 36m to drive from Ontario to Chicago.
Book your Ontario to Chicago train tickets online with Omio.
Book your Ontario to Chicago bus tickets online with Omio and FlixBus.
There are 1307+ hotels available in Chicago.










