There are 10 ways to get from Toronto to Chesterton by plane, train, bus, train (Amtrak), car, or bus (Flixbus, 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 Toronto Island Airport to Chicago O'Hare International Airport, train
best- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
- Take the train from Van Buren St. to Dune Parktrain
6h 29m$224–1,342Fly Toronto Pearson International Airport to Chicago O'Hare International Airport, train
cheapest- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
- Take the train from Van Buren St. to Dune Parktrain
6h 53m$65–275Train, bus
- Take the train from Toronto Union Station to Windsortrain VIA Rail
- Take the bus from Detroit Bus Station to Gary Bus Stationbus Greyhound US0160
11h 17m$123–300Train
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
- Take the train from Van Buren St. to Dune Parktrain
17h 34m$346–648Drive 466.7 mi
- Drive from Toronto to Chestertoncar 466.7 mi
7h 48m$90–129Fly Toronto Pearson International Airport to Chicago Midway International Airport, train
- Fly from Toronto Pearson International Airport (YYZ) to Chicago Midway International Airport (MDW)plane YYZ - MDW
- Take the train from Museum Campus/11th St. to Dune Parktrain
8h 44m$82–380Bus to Buffalo Niagara International Airport, fly to Chicago Midway International Airport, train
- Take the bus from Toronto to Buffalobus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago Midway International Airport (MDW)plane BUF - MDW
- Take the train from Museum Campus/11th St. to Dune Parktrain
9h 36m$225–397Bus to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport, train
- Take the bus from Toronto to Buffalobus
- Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane BUF - ORD
- Take the train from Van Buren St. to Dune Parktrain
9h 56m$216–387Bus, train to Rochester, fly to Chicago Midway International Airport, train
- Take the bus from Union Stn Bus Terminal, 81 Bay St at Lakeshore Blvd, 2nd Floor to Bus Terminalbus
- Take the train from Niagara Falls Amtrak Station to Rochestertrain
- Fly from Rochester (ROC) to Chicago Midway International Airport (MDW)plane ROC - MDW
- Take the train from Museum Campus/11th St. to Dune Parktrain
9h 55m$173–838Bus
- Take the bus from Toronto to Detroit Bus Stationbus FlixBus 2701 / ...
- Take the bus from Detroit Bus Station to Gary Bus Stationbus Greyhound US0160
13h 39m$102–151
Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD) flights
Comparing Your Travel Options
The cheapest way to get from Toronto to Chesterton is to drive which costs $85 - $130 and takes 7h 48m.
The fastest way to get from Toronto to Chesterton is to fly and train which takes 6h 29m and costs $220 - $1,400.
No, there is no direct bus from Toronto to Chesterton station. However, there are services departing from Toronto and arriving at Gary Bus Station via Detroit Bus Station. The journey, including transfers, takes approximately 13h 39m.
No, there is no direct train from Toronto station to Chesterton. However, there are services departing from Toronto Union Station and arriving at Dune Park via Buffalo Depew Station and Van Buren St.. The journey, including transfers, takes approximately 17h 34m.
The distance between Toronto and Chesterton is 515 miles. The road distance is 469.4 miles.
The best way to get from Toronto to Chesterton without a car is to train which takes 17h 34m and costs $340 - $650.
It takes approximately 6h 29m to get from Toronto to Chesterton, including transfers.
Toronto to Chesterton bus services, operated by Flixbus USA, depart from Toronto station.
Toronto to Chesterton train services, operated by VIA Rail, depart from Toronto Union Station.
The best way to get from Toronto to Chesterton is to train which takes 17h 34m and costs $340 - $650. Alternatively, you can bus, which costs $100 - $160 and takes 13h 39m.
What companies run services between Toronto, ON, Canada and Chesterton, Porter County, IN, USA?
You can take a train from Toronto Union Station to Chesterton via Buffalo Depew Station, Chicago Union Station, Jackson & Clinton, Michigan & Van Buren/Ida B. Wells, Van Buren St., and Dune Park in around 17h 34m. Alternatively, you can take a bus from Toronto to Chesterton via Detroit Bus Station, Gary Bus Station, Gary Metro Center, and Dune Park in around 13h 39m.
- Website
- united.com
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $40–260
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $40–260
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 48m
- When
- Every day
- Estimated price
- $60–310
- Website
- southwest.com
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Louisville
- Ave. Duration
- 4h
- When
- Monday, Thursday, and Sunday
- Estimated price
- $75–410
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via St. Louis
- Ave. Duration
- 4h 40m
- When
- Monday, Wednesday, and Thursday
- Estimated price
- $85–440
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 45m
- When
- Monday to Thursday
- Estimated price
- $55–350
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Indianapolis
- Ave. Duration
- 5h 35m
- When
- Monday to Thursday
- Estimated price
- $65–380
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport
- Ave. Duration
- 1h 49m
- When
- Every day
- Estimated price
- $60–370
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
- $85–450
Flights from Rochester to Chicago Midway International Airport
- Ave. Duration
- 2h 2m
- When
- Every day
- Estimated price
- $95–600
Flights from Rochester to Chicago Midway International Airport via Baltimore
- Ave. Duration
- 4h 23m
- When
- Every day
- Estimated price
- $130–700
- Website
- aircanada.com
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 15m
- When
- Every day
- Estimated price
- $40–260
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $40–260
- Website
- aa.com
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $40–250
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 14m
- When
- Every day
- Estimated price
- $40–260
- Website
- flyporter.com
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 5m
- When
- Every day
- Estimated price
- $170–800
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 23m
- When
- Every day
- Estimated price
- $40–250
- Website
- delta.com
Flights from Toronto Pearson International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $55–350
Flights from Buffalo Niagara International Airport to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 11m
- When
- Every day
- Estimated price
- $60–370
Flights from Rochester to Chicago Midway International Airport via Detroit
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $95–600
- Phone
- +1 219-926-5744
- Website
- mysouthshoreline.com
Train from Van Buren St. to Dune Park
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $10–11
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $10–11
Train from Van Buren St. to Dune Park
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $10–11
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $10–11
Train from Van Buren St. to Dune Park
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $10–11
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $10–11
Train from Museum Campus/11th St. to Dune Park
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $9–11
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $9–11
Train from Museum Campus/11th St. to Dune Park
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $9–11
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $9–11
Train from Van Buren St. to Dune Park
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $10–11
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $10–11
Train from Museum Campus/11th St. to Dune Park
- Ave. Duration
- 1h 5m
- Frequency
- Hourly
- Estimated price
- $9–11
- Schedules at
- mysouthshoreline.com
- Adults 14-64
- $9–11
Train from Van Buren St. to Dune Park
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $4–12
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Van Buren St. to Dune Park
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $4–12
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Van Buren St. to Dune Park
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $4–12
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Museum Campus/11th St. to Dune Park
- Ave. Duration
- 1h 5m
- Frequency
- Every 2 hours
- Estimated price
- $4–12
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Museum Campus/11th St. to Dune Park
- Ave. Duration
- 1h 5m
- Frequency
- Every 2 hours
- Estimated price
- $4–12
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Van Buren St. to Dune Park
- Ave. Duration
- 1h 8m
- Frequency
- Hourly
- Estimated price
- $4–12
- Schedules at
- Northern Indiana Commuter Transportation District
Train from Museum Campus/11th St. to Dune Park
- Ave. Duration
- 1h 5m
- Frequency
- Every 2 hours
- Estimated price
- $4–12
- Schedules at
- Northern Indiana Commuter Transportation District
- 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
Train from Niagara Falls Amtrak Station to Rochester
- Ave. Duration
- 1h 42m
- Frequency
- Once daily
- Estimated price
- $25–170
- Website
- VIA Rail
- Escape
- $25–80
- Business
- $55–160
- Business Plus
- $65–170
- Economy
- $27–85
- Economy Plus
- $30–95
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- Amtrak
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $290–450
- Website
- Amtrak
Train from Niagara Falls Amtrak Station to Rochester
- Ave. Duration
- 1h 41m
- Frequency
- 3 times a day
- Estimated price
- $50–80
- Website
- Amtrak
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Detroit Bus Station to Gary Bus Station
- Ave. Duration
- 5h 10m
- Frequency
- Twice daily
- Estimated price
- $45–70
- Website
- Greyhound
Bus from Toronto to Buffalo
- Ave. Duration
- 2h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–28
- Website
- Greyhound
Bus from Toronto to Buffalo
- Ave. Duration
- 2h 45m
- Frequency
- 3 times a day
- Estimated price
- $19–28
- Website
- Greyhound
Bus from Detroit Bus Station to Gary Bus Station
- Ave. Duration
- 5h 10m
- Frequency
- Twice daily
- Estimated price
- $45–70
- Website
- Greyhound
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Toronto to Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $16–25
- Schedules at
- Flixbus USA
Bus from Toronto to Buffalo
- Ave. Duration
- 3h 20m
- Frequency
- 4 times a day
- Estimated price
- $16–25
- Schedules at
- Flixbus USA
Bus from Toronto to Detroit Bus Station
- Ave. Duration
- 6h 50m
- Frequency
- 4 times a day
- Estimated price
- $35–60
- Schedules at
- Flixbus USA
- Phone
- +1 866 488 4452
- [email protected]
- Website
- Megabus
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
- $10–14
- Website
- Megabus
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Booking & Getting There
Toronto to Chesterton bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Chesterton is 1h behind Toronto. It is currently 6:11 AM in Toronto and 5:11 AM in Chesterton.
Toronto to Chesterton train services, operated by VIA Rail, arrive at Buffalo station.
Yes, the driving distance between Toronto to Chesterton is 469 miles. It takes approximately 7h 48m to drive from Toronto to Chesterton.
There are 116+ hotels available in Chesterton.



















