There are 8 ways to get from Toronto to Winona by plane, car, train (Amtrak), bus, train, taxi, or bus (Flixbus)
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 Chippewa Valley Regional Airport, drive
best- Fly from Toronto Island Airport (YTZ) to Chippewa Valley Regional Airport (EAU)plane YTZ - EAU
- Drive from Eau-Claire-Airport-EAU to Winonacar
9h 16m$84–400Train via Detroit
- Take the train from Toronto Union Station to Windsortrain
- Take the train from Detroit to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Winonatrain
17h 7m$371–711Bus, train
- Take the bus from Toronto to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Milwaukee Intermodal Stationbus
- Take the train from Milwaukee to Winonatrain
20h 19m$214–338Drive 814.7 mi
- Drive from Toronto to Winonacar 814.7 mi
13h 36m$187–270Fly Toronto Pearson International Airport to La Crosse, taxi
- Fly from Toronto Pearson International Airport (YYZ) to La Crosse (LSE)plane YYZ - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winonataxi
7h 32m$128–425Fly Toronto Island Airport to La Crosse, taxi
- Fly from Toronto Island Airport (YTZ) to La Crosse (LSE)plane YTZ - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winonataxi
7h 42m$133–451Bus
- Take the bus from Toronto to Detroit Bus Stationbus
- Take the bus from Detroit Bus Station to Milwaukee Intermodal Stationbus
- Take the bus from Milwaukee to Winona St. Universitybus
21h 15m$154–233Train
- Take the train from Toronto Union Station to Buffalotrain
- Take the train from Buffalo Depew Station to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Winonatrain
22h 8m$481–881
Toronto to Winona by bus and train
Comparing Your Travel Options
The cheapest way to get from Toronto to Winona is to bus which costs $150 - $240 and takes 21h 15m.
The fastest way to get from Toronto to Winona is to fly and taxi which takes 7h 32m and costs $120 - $430.
No, there is no direct bus from Toronto to Winona. However, there are services departing from Toronto and arriving at Winona St. University via Detroit Bus Station and Milwaukee. The journey, including transfers, takes approximately 21h 15m.
No, there is no direct train from Toronto station to Winona. However, there are services departing from Toronto Union Station and arriving at Winona via Detroit and Chicago Union Station. The journey, including transfers, takes approximately 17h 7m.
The distance between Toronto and Winona is 679 miles. The road distance is 819.5 miles.
The best way to get from Toronto to Winona without a car is to bus and train which takes 20h 19m and costs $210 - $340.
It takes approximately 9h 16m to get from Toronto to Winona, including transfers.
Toronto to Winona bus services, operated by Flixbus USA, depart from Toronto station.
Toronto to Winona train services, operated by VIA Rail, depart from Toronto Union Station.
The best way to get from Toronto to Winona is to train via Detroit which takes 17h 7m and costs $370 - $750. Alternatively, you can bus, which costs $150 - $240 and takes 21h 15m.
What companies run services between Toronto, ON, Canada and Winona, MN, USA?
You can take a train from Toronto Union Station to Winona via Windsor, Detroit, and Chicago Union Station in around 17h 7m. Alternatively, you can take a bus from Toronto to Winona St. University via Detroit Bus Station, Milwaukee Intermodal Station, and Milwaukee in around 21h 15m.
- Website
- aa.com
Flights from Toronto Pearson International Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 5h 31m
- When
- Every day
- Estimated price
- $60–350
Flights from Toronto Island Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 7h 47m
- When
- Every day
- Estimated price
- $65–800
Flights from Toronto Island Airport to La Crosse via Montreal, Chicago O'Hare
- Ave. Duration
- 9h 22m
- When
- Every day
- Estimated price
- $100–480
Flights from Toronto Island Airport to La Crosse via New York La Guardia, Chicago O'Hare
- Ave. Duration
- 8h 59m
- When
- Saturday
- Estimated price
- $100–490
Flights from Toronto Island Airport to La Crosse via Newark, Chicago O'Hare
- Ave. Duration
- 11h 41m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–480
Flights from Toronto Island Airport to La Crosse via Nashville, Chicago O'Hare
- Ave. Duration
- 11h 49m
- When
- Tuesday to Sunday
- Estimated price
- $220–850
- Website
- united.com
Flights from Toronto Island Airport to Chippewa Valley Regional Airport via Chicago O'Hare
- Ave. Duration
- 10h 11m
- When
- Every day
- Estimated price
- $70–800
Flights from Toronto Island Airport to Chippewa Valley Regional Airport via New York La Guardia, Chicago O'Hare
- Ave. Duration
- 8h 31m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–500
Flights from Toronto Island Airport to Chippewa Valley Regional Airport via Montreal, Chicago O'Hare
- Ave. Duration
- 9h 51m
- When
- Every day
- Estimated price
- $100–490
Flights from Toronto Island Airport to Chippewa Valley Regional Airport via Nashville, Chicago O'Hare
- Ave. Duration
- 11h 21m
- When
- Sunday
- Estimated price
- $230–900
Flights from Toronto Island Airport to Chippewa Valley Regional Airport via Ottawa, Chicago O'Hare
- Ave. Duration
- 12h 11m
- When
- Monday to Friday
- Estimated price
- $95–460
- 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
- $60–210
- Website
- VIA Rail
- Escape
- $60–150
- Business
- $95–200
- Business Plus
- $100–210
- Economy
- $65–160
- Economy Plus
- $70–160
Train from Toronto Union Station to Buffalo
- Ave. Duration
- 4h 6m
- Frequency
- Once daily
- Estimated price
- $30–180
- Website
- VIA Rail
- Escape
- $30–90
- Business
- $60–160
- Business Plus
- $70–180
- Economy
- $35–100
- Economy Plus
- $35–110
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
- $150–240
- Website
- Amtrak
Train from Chicago Union Station to Winona
- Ave. Duration
- 5h 29m
- Frequency
- 3 times a day
- Estimated price
- $160–260
- Website
- Amtrak
Train from Milwaukee to Winona
- Ave. Duration
- 3h 49m
- Frequency
- 3 times a day
- Estimated price
- $120–190
- 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 Chicago Union Station to Winona
- Ave. Duration
- 5h 29m
- Frequency
- 3 times a day
- Estimated price
- $160–260
- Website
- Amtrak
- Phone
- +1 (855) 626-8585
- Website
- 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
Bus from Detroit Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 7h 40m
- Frequency
- 4 times a week
- Estimated price
- $55–90
- 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
Bus from Detroit Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 7h 40m
- Frequency
- 4 times a week
- Estimated price
- $55–90
- Schedules at
- Flixbus USA
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Milwaukee to Winona St. University
- Ave. Duration
- 4h 45m
- Frequency
- Once daily
- Estimated price
- $60–85
- Book at
- Jefferson Lines
- Adult
- $60–85
- Ave. Duration
- 31 min
- Estimated price
- $65–80
Coulee Region Taxi
- Phone
- +1-608-881-2050
- Website
- crtaxi.com
Coulee Region Taxi
- Phone
- +1-608-881-2050
- Website
- crtaxi.com
Want to know more about travelling around United States
Rome2Rio's Travel Guide series provide vital information for the global traveller. Filled with useful and timely travel information, the guides answer all the hard questions - such as 'How do I buy a ticket?', 'Should I book online before I travel? ', 'How much should I expect to pay?', 'Do the trains and buses have Wifi?' - to help you get the most out of your next trip.
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Booking & Getting There
Toronto to Winona bus services, operated by Flixbus USA, arrive at Detroit Bus Station.
Winona is 1h behind Toronto. It is currently 12:05 PM in Toronto and 11:05 AM in Winona.
Toronto to Winona train services, operated by VIA Rail, arrive at Windsor station.
Yes, the driving distance between Toronto to Winona is 819 miles. It takes approximately 13h 36m to drive from Toronto to Winona.
Book your Toronto to Winona bus tickets online with Omio.
There are 21+ hotels available in Winona.











