There are 8 ways to get from Cleveland to Winona by plane, taxi, train (Amtrak), bus (Greyhound, Flixbus), car, train, or bus
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Fly Cleveland-Hopkins International Airport to La Crosse, taxi
best- Fly from Cleveland-Hopkins International Airport (CLE) to La Crosse (LSE)CLE - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winona
6h 38m$142–512Bus via Shipshewana
cheapest- Take the bus from Cleveland to Shipshewana
- Take the bus from Shipshewana to Chicago
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campus
- Take the bus from Madison to Winona State Univ.
17h 45m$72–241Train (Amtrak)
- Take the train from Cleveland Amtrak to Chicago Union StationFloridian / ...
- Take the train from Chicago Union Station to WinonaEmpire Builder / ...
13h 15m$102–308Bus
- Take the bus from Cleveland Bus Station to Chicago Bus Station
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Station
- Take the bus from Milwaukee to Winona State Univ.
15h 55m$78–268Drive 646.5 mi
- Drive from Cleveland to Winona646.5 mi
10h 34m$118–171Fly Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport, train
- Fly from Cleveland-Hopkins International Airport (CLE) to Minneapolis–Saint Paul International Airport (MSP)CLE - MSP
- Take the train from St. Paul-Minneapolis to Winona
7h 24m$190–796Bus to Akron, fly to La Crosse, taxi
- Take the bus from Cleveland, OH to Akron, OH
- Fly from Akron (CAK) to La Crosse (LSE)CAK - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winona
8h 15m$128–454Fly Cleveland-Hopkins International Airport to Rochester, bus
- Fly from Cleveland-Hopkins International Airport (CLE) to Rochester (RST)CLE - RST
- Take the bus from Rochester to Winona State Univ.
9h 5m$88–528
Cleveland to Winona by train (Amtrak)
Questions & Answers
The cheapest way to get from Cleveland to Winona is to drive which costs $110 - $170 and takes 10h 34m.
The fastest way to get from Cleveland to Winona is to fly and taxi which takes 6h 38m and costs $140 - $550.
No, there is no direct bus from Cleveland station to Winona. However, there are services departing from Cleveland Bus Station and arriving at Winona State Univ. via Chicago Bus Station and Milwaukee. The journey, including transfers, takes approximately 15h 55m.
No, there is no direct train from Cleveland to Winona. However, there are services departing from Cleveland Amtrak and arriving at Winona via Chicago Union Station. The journey, including transfers, takes approximately 13h 15m.
The distance between Cleveland and Winona is 551 miles. The road distance is 650.3 miles.
The best way to get from Cleveland to Winona without a car is to train which takes 13h 15m and costs $100 - $310.
It takes approximately 6h 38m to get from Cleveland to Winona, including transfers.
Cleveland to Winona bus services, operated by Greyhound USA, depart from Cleveland Bus Station.
Cleveland to Winona train services, operated by Amtrak, depart from Cleveland Amtrak station.
The best way to get from Cleveland to Winona is to train which takes 13h 15m and costs $100 - $310. Alternatively, you can bus, which costs $75 - $270 and takes 15h 55m.
What companies run services between Cleveland, OH, USA and Winona, MN, USA?
You can take a train from Cleveland Amtrak to Winona via Chicago Union Station in around 13h 15m. Alternatively, you can take a bus from Cleveland Bus Station to Winona State Univ. via Chicago Bus Station, Milwaukee Intermodal Station, and Milwaukee in around 15h 55m.
- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 5h 44m
- When
- Every day
- Estimated price
- $75–430
Flights from Cleveland-Hopkins International Airport to La Crosse via Reagan Washington, Chicago O'Hare
- Ave. Duration
- 8h 54m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $120–600
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport via Chicago O'Hare
- Ave. Duration
- 4h 22m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–650
Flights from Akron to La Crosse via Chicago O'Hare
- Ave. Duration
- 6h 24m
- When
- Every day
- Estimated price
- $60–340
Flights from Akron to La Crosse via Charlotte, Chicago O'Hare
- Ave. Duration
- 8h 39m
- When
- Every day
- Estimated price
- $95–450
Flights from Cleveland-Hopkins International Airport to Rochester via Chicago O'Hare
- Ave. Duration
- 5h 11m
- When
- Every day
- Estimated price
- $80–440
- Website
- delta.com
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 2h 17m
- When
- Every day
- Estimated price
- $110–650
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport via Detroit
- Ave. Duration
- 4h 26m
- When
- Every day
- Estimated price
- $110–650
Flights from Cleveland-Hopkins International Airport to Rochester via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 6h 21m
- When
- Every day
- Estimated price
- $85–470
Flights from Cleveland-Hopkins International Airport to Rochester via Detroit, Minneapolis–Saint Paul International Airport
- Ave. Duration
- 6h 37m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $85–470
- Website
- southwest.com
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport via Chicago Midway
- Ave. Duration
- 4h 1m
- When
- Monday, Tuesday, Wednesday, Friday, Saturday, and Sunday
- Estimated price
- $110–650
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport via St. Louis
- Ave. Duration
- 4h 30m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $140–750
- Website
- united.com
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport via Chicago O'Hare
- Ave. Duration
- 4h 24m
- When
- Every day
- Estimated price
- $110–650
Flights from Cleveland-Hopkins International Airport to Rochester via Chicago O'Hare
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $80–440
- Website
- allegiantair.com
Flights from Akron to La Crosse via Orlando Sanford
- Ave. Duration
- 9h 19m
- When
- Sunday
- Estimated price
- $140–600
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Cleveland Amtrak to Chicago Union Station
- Ave. Duration
- 6h 46m
- Frequency
- 3 times a day
- Estimated price
- $50–150
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to Winona
- Ave. Duration
- 5h 29m
- Frequency
- 3 times a day
- Estimated price
- $50–160
- Website
- https://www.amtrak.com/home.html
Train from St. Paul-Minneapolis to Winona
- Ave. Duration
- 2h 4m
- Frequency
- 3 times a day
- Estimated price
- $15–40
- Website
- https://www.amtrak.com/home.html
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 25m
- Frequency
- Twice daily
- Estimated price
- $40–90
- Website
- https://www.greyhound.com/
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 45m
- Frequency
- 3 times a day
- Estimated price
- $20–70
- Website
- https://www.greyhound.com/
Bus from Cleveland, OH to Akron, OH
- Ave. Duration
- 50 min
- Frequency
- Once daily
- Estimated price
- $10–35
- Website
- https://www.greyhound.com/
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 35m
- Frequency
- Once daily
- Estimated price
- $30–80
- Website
- https://baronsbus.com
Bus from Cleveland, OH to Akron, OH
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $3–35
- Website
- https://baronsbus.com
Bus from Cleveland to Shipshewana
- Ave. Duration
- 4h 10m
- Frequency
- Once daily
- Estimated price
- $21–65
- Website
- https://baronsbus.com
Bus from Shipshewana to Chicago
- Ave. Duration
- 3h 25m
- Frequency
- Once daily
- Estimated price
- $14–50
- Website
- https://baronsbus.com
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 55m
- Frequency
- 3 times a day
- Estimated price
- $20–40
- Schedules at
- flixbus.com
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Milwaukee to Winona State Univ.
- Ave. Duration
- 4h 45m
- Frequency
- Once daily
- Estimated price
- $23–110
- Book at
- https://www.jeffersonlines.com
Bus from Rochester to Winona State Univ.
- Ave. Duration
- 1h 10m
- Frequency
- Once daily
- Estimated price
- $4–45
- Book at
- https://www.jeffersonlines.com
Bus from Madison to Winona State Univ.
- Ave. Duration
- 3h 25m
- Frequency
- Once daily
- Estimated price
- $15–85
- Book at
- https://www.jeffersonlines.com
- Phone
- +1 502-368-5644 x 135
- Website
- ridewithmiller.com
Bus from Cleveland, OH to Akron, OH
- Ave. Duration
- 50 min
- Frequency
- Twice daily
- Estimated price
- $15–25
- Website
- https://ridewithmiller.com
- Phone
- +1 888 954 6287
- gobus@hapcap.org
- Website
- ridegobus.com
Bus from Cleveland, OH to Akron, OH
- Ave. Duration
- 55 min
- Frequency
- Twice daily
- Estimated price
- $7–10
- Website
- https://ridegobus.com/
- Book at
- https://booking.ridegobus.com/
- Phone
- +1 608-752-5407
- vangalder@coachusa.com
- Website
- coachusa.com
Bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campus
- Ave. Duration
- 3h 50m
- Frequency
- Hourly
- Estimated price
- $21–45
- Website
- https://www.coachusa.com/van-galder-bus-company
- 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
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More Questions & Answers
Cleveland to Winona bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
Winona is 1h behind Cleveland. It is currently 8:18 PM in Cleveland and 7:18 PM in Winona.
Cleveland to Winona train services, operated by Amtrak, arrive at Chicago Union Station.
Yes, the driving distance between Cleveland to Winona is 650 miles. It takes approximately 10h 34m to drive from Cleveland to Winona.
Book your Cleveland to Winona train tickets online with Omio.
There are 14+ hotels available in Winona.





















