There are 10 ways to get from Oakville to Milwaukee by train (Amtrak), bus (Flixbus), car, plane, train, bus, or shuttle
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train via Detroit
best- Take the train from Oakville to Windsortrain
- Take the train from Detroit to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Milwaukeetrain
12h 42m$155–441Bus (Flixbus)
cheapest- Take the bus from Mississauga to Detroit Bus Stationbus FlixBus N2706
- Take the bus from Detroit Bus Station to Milwaukee Intermodal Stationbus FlixBus 2550
16h 33m$85–146Drive 578.6 mi
- Drive from Oakville to Milwaukeecar 578.6 mi
9h 54m$133–192Fly Toronto Pearson International Airport to General Mitchell International Airport
- Fly from Toronto Pearson International Airport (YYZ) to General Mitchell International Airport (MKE)plane YYZ - MKE
7h 38m$609–1,311Train
- Take the train from Oakville to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Milwaukeetrain
17h 43m$200–551Fly Toronto Island Airport to General Mitchell International Airport
- Fly from Toronto Island Airport (YTZ) to General Mitchell International Airport (MKE)plane YTZ - MKE
7h 34m$459–1,311Train to Detroit, fly to General Mitchell International Airport
- Take the train from Oakville to Windsortrain
- Fly from Detroit (DTW) to General Mitchell International Airport (MKE)plane DTW - MKE
8h 7m$761–1,310Fly Toronto Island Airport to Chicago O'Hare International Airport, bus
- Fly from Toronto Island Airport (YTZ) to Chicago O'Hare International Airport (ORD)plane YTZ - ORD
- Take the bus from Chicago to Milwaukee Intermodal Stationbus
7h 27m$189–1,335Fly Toronto Pearson International Airport to Chicago O'Hare International Airport, bus
- Fly from Toronto Pearson International Airport (YYZ) to Chicago O'Hare International Airport (ORD)plane YYZ - ORD
- Take the bus from Chicago to Milwaukee Intermodal Stationbus
7h 46m$399–1,035Shuttle to Buffalo Niagara International Airport, fly to Chicago O'Hare International Airport, bus
- Take a shuttle bus from Pearson International Airport Terminal 1 to Buffalo Airport
- Fly from Buffalo Niagara International Airport (BUF) to Chicago O'Hare International Airport (ORD)plane BUF - ORD
- Take the bus from Chicago to Milwaukee Intermodal Stationbus
9h 20m$279–455
Oakville to Milwaukee by train and car
Questions & Answers
The cheapest way to get from Oakville to Milwaukee is to bus which costs $85 - $150 and takes 16h 33m.
The fastest way to get from Oakville to Milwaukee is to fly and bus which takes 7h 27m and costs $180 - $1,400.
No, there is no direct bus from Oakville to Milwaukee station. However, there are services departing from Oakville GO Bus and arriving at Milwaukee Intermodal Station via Mississauga and Detroit Bus Station. The journey, including transfers, takes approximately 16h 33m.
No, there is no direct train from Oakville to Milwaukee. However, there are services departing from Oakville and arriving at Milwaukee via Detroit and Chicago Union Station. The journey, including transfers, takes approximately 12h 42m.
The distance between Oakville and Milwaukee is 576 miles. The road distance is 582 miles.
The best way to get from Oakville to Milwaukee without a car is to bus which takes 16h 33m and costs $85 - $150.
It takes approximately 12h 42m to get from Oakville to Milwaukee, including transfers.
Oakville to Milwaukee bus services, operated by Flixbus USA, depart from Mississauga station.
Oakville to Milwaukee train services, operated by VIA Rail, depart from Oakville station.
The best way to get from Oakville to Milwaukee is to train via Detroit which takes 12h 42m and costs $150 - $450. Alternatively, you can bus, which costs $85 - $150 and takes 16h 33m, you could also fly, which costs $600 - $1,400 and takes 7h 38m.
What companies run services between Oakville, ON, Canada and Milwaukee, WI, USA?
You can take a train from Oakville to Milwaukee via Windsor, Detroit, and Chicago Union Station in around 12h 42m. Alternatively, you can take a bus from Oakville GO Bus to Milwaukee Intermodal Station via Square One, Mississauga, and Detroit Bus Station in around 16h 33m.
- Website
- united.com
Flights from Toronto Pearson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $75–450
Flights from Toronto Pearson International Airport to General Mitchell International Airport via Newark
- Ave. Duration
- 5h 16m
- When
- Every day
- Estimated price
- $120–600
Flights from Toronto Island Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 32m
- When
- Every day
- Estimated price
- $85–1,100
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $45–280
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $75–370
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $40–260
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 53m
- When
- Every day
- Estimated price
- $40–260
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $55–330
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 41m
- When
- Every day
- Estimated price
- $80–400
- Website
- aircanada.com
Flights from Toronto Pearson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 33m
- When
- Every day
- Estimated price
- $75–450
Flights from Toronto Island Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 52m
- When
- Every day
- Estimated price
- $85–1,100
Flights from Toronto Island Airport to General Mitchell International Airport via Ottawa, Chicago O'Hare International Airport
- Ave. Duration
- 7h 13m
- When
- Every day
- Estimated price
- $120–650
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $45–280
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Ottawa
- Ave. Duration
- 4h 40m
- When
- Every day
- Estimated price
- $70–360
Flights from Toronto Island Airport to Chicago O'Hare International Airport via Washington Dulles
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $75–370
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 1m
- When
- Every day
- Estimated price
- $40–260
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 53m
- When
- Every day
- Estimated price
- $40–260
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport via Ottawa
- Ave. Duration
- 4h 50m
- When
- Every day
- Estimated price
- $65–330
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 3m
- When
- Every day
- Estimated price
- $55–330
- Website
- delta.com
Flights from Toronto Pearson International Airport to General Mitchell International Airport via Detroit
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $70–440
Flights from Toronto Pearson International Airport to General Mitchell International Airport via Minneapolis
- Ave. Duration
- 5h 36m
- When
- Every day
- Estimated price
- $120–600
Flights from Toronto Island Airport to General Mitchell International Airport via New York La Guardia
- Ave. Duration
- 5h 2m
- When
- Saturday
- Estimated price
- $140–650
Flights from Toronto Island Airport to General Mitchell International Airport via Boston
- Ave. Duration
- 5h 17m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $160–750
Flights from Detroit to General Mitchell International Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $80–550
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 3h 50m
- When
- Sunday, Monday, Tuesday, Wednesday, Thursday, and Friday
- Estimated price
- $40–260
Flights from Buffalo Niagara International Airport to Chicago O'Hare International Airport via Detroit
- Ave. Duration
- 4h 6m
- When
- Thursday to Saturday
- Estimated price
- $55–330
- Website
- aa.com
Flights from Toronto Pearson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 2m
- When
- Every day
- Estimated price
- $75–450
Flights from Toronto Pearson International Airport to General Mitchell International Airport via Philadelphia
- Ave. Duration
- 5h 23m
- When
- Tuesday, Wednesday, Monday, Thursday, Friday, and Sunday
- Estimated price
- $120–600
Flights from Toronto Pearson International Airport to General Mitchell International Airport via Reagan Washington
- Ave. Duration
- 6h 39m
- When
- Every day
- Estimated price
- $120–600
Flights from Toronto Pearson 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
- Ave. Duration
- 2h 13m
- When
- Every day
- Estimated price
- $55–330
- Website
- flyporter.com
Flights from Toronto Pearson International Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 4h 8m
- When
- Every day
- Estimated price
- $75–450
Flights from Toronto Island Airport to General Mitchell International Airport via Chicago O'Hare International Airport
- Ave. Duration
- 5h 26m
- When
- Every day
- Estimated price
- $230–1,100
Flights from Toronto Island Airport to Chicago O'Hare International Airport
- Ave. Duration
- 1h 55m
- When
- Every day
- Estimated price
- $100–900
Flights from Toronto Pearson International Airport to Chicago O'Hare International Airport
- Ave. Duration
- 2h 6m
- When
- Every day
- Estimated price
- $40–260
- Website
- southwest.com
Flights from Toronto Island Airport to General Mitchell International Airport via Nashville
- Ave. Duration
- 5h 35m
- When
- Monday, Thursday, and Friday
- Estimated price
- $290–1,200
Flights from Detroit to General Mitchell International Airport via Chicago Midway
- Ave. Duration
- 3h 5m
- When
- Monday, Thursday, and Friday
- Estimated price
- $85–600
- Phone
- +1 888 842-7245
- Website
- VIA Rail
Train from Oakville to Windsor
- Ave. Duration
- 3h 53m
- Frequency
- 4 times a day
- Estimated price
- $55–210
- Website
- VIA Rail
- Escape
- $55–140
- Business
- $90–200
- Business Plus
- $100–210
- Economy
- $60–150
- Economy Plus
- $65–150
Train from Oakville to Buffalo
- Ave. Duration
- 3h 41m
- Frequency
- Once daily
- Estimated price
- $25–170
- Website
- VIA Rail
- Escape
- $25–80
- Business
- $55–160
- Business Plus
- $65–170
- Economy
- $28–90
- Economy Plus
- $30–95
Train from Oakville to Windsor
- Ave. Duration
- 3h 53m
- Frequency
- 4 times a day
- Estimated price
- $55–210
- Website
- VIA Rail
- Escape
- $55–140
- Business
- $90–200
- Business Plus
- $100–210
- Economy
- $60–150
- Economy Plus
- $65–150
Rome2Rio's guide to Amtrak
Contact DetailsContact 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
- $75–180
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $24–55
- Website
- Amtrak
Train from Buffalo Depew Station to Chicago Union Station
- Ave. Duration
- 10h 33m
- Frequency
- Twice daily
- Estimated price
- $150–330
- Website
- Amtrak
Train from Chicago Union Station to Milwaukee
- Ave. Duration
- 1h 29m
- Frequency
- Every 4 hours
- Estimated price
- $24–55
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- Flixbus USA
Bus from Mississauga to Detroit Bus Station
- Ave. Duration
- 6h 5m
- Frequency
- 5 times a week
- Estimated price
- $30–55
- Schedules at
- Flixbus USA
Bus from Detroit Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 7h 40m
- Frequency
- 4 times a week
- Estimated price
- $50–85
- Schedules at
- Flixbus USA
Rome2Rio's guide to Greyhound USA
Contact DetailsContact Details
- Phone
- +1 214-849-8100
- [email protected]
- Website
- Greyhound
Bus from Chicago to Milwaukee Intermodal Station
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $11–22
- Website
- Greyhound
Bus from Chicago to Milwaukee Intermodal Station
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $11–22
- Website
- Greyhound
Bus from Chicago to Milwaukee Intermodal Station
- Ave. Duration
- 1h 20m
- Frequency
- Once daily
- Estimated price
- $11–22
- Website
- Greyhound
- Phone
- +1 905 374 8111
- [email protected]
- Website
- Niagra Airbus
Shuttle from Pearson International Airport Terminal 1 to Buffalo Airport
- Ave. Duration
- 2h
- Frequency
- On demand
- Estimated price
- $90–120
- Website
- Niagra Airbus
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More Questions & Answers
Oakville to Milwaukee bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Milwaukee is 1h behind Oakville. It is currently 8:05 PM in Oakville and 7:05 PM in Milwaukee.
Oakville to Milwaukee train services, operated by VIA Rail, arrive at Windsor station.
Yes, the driving distance between Oakville to Milwaukee is 582 miles. It takes approximately 9h 54m to drive from Oakville to Milwaukee.
Book your Oakville to Milwaukee train tickets online with Omio.
There are 328+ hotels available in Milwaukee.













