There are 8 ways to get from Cleveland to Winona by plane, taxi, train (Amtrak), bus (Flixbus, Greyhound), car, train, bus, or bus (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 Cleveland-Hopkins International Airport to La Crosse, taxi
best- Fly from Cleveland-Hopkins International Airport (CLE) to La Crosse (LSE)plane CLE - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winonataxi
6h 7m$142–532Bus via Milwaukee
cheapest- Take the bus from Cleveland to Chicagobus
- Take the bus from Chicago Bus Station to Milwaukee Intermodal Stationbus
- Take the bus from Milwaukee to Winona State Univ.bus
16h 15m$69–211Train (Amtrak)
- Take the train from Cleveland Amtrak to Chicago Union Stationtrain Floridian / ...
- Take the train from Chicago Union Station to Winonatrain Empire Builder / ...
13h 15m$181–398Drive 646.5 mi
- Drive from Cleveland to Winonacar 646.5 mi
10h 41m$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)plane CLE - MSP
- Take the train from St. Paul-Minneapolis to Winonatrain
7h 13m$152–770Bus to Akron, fly to La Crosse, taxi
- Take the bus from Cleveland, OH to Robert K Pfaff Transit Center - Akronbus
- Fly from Akron (CAK) to La Crosse (LSE)plane CAK - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winonataxi
7h 45m$118–414Fly Cleveland-Hopkins International Airport to Rochester, bus
- Fly from Cleveland-Hopkins International Airport (CLE) to Rochester (RST)plane CLE - RST
- Take the bus from Rochester to Winona State Univ.bus
8h 56m$88–548Bus
- Take the bus from Cleveland Bus Station to Chicago Bus Stationbus
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus
- Take the bus from Madison to Winona State Univ.bus
18h 21m$92–248
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 41m.
The fastest way to get from Cleveland to Winona is to fly and taxi which takes 6h 7m and costs $140 - $550.
No, there is no direct bus from Cleveland to Winona. However, there are services departing from Cleveland and arriving at Winona State Univ. via Chicago Bus Station and Milwaukee. The journey, including transfers, takes approximately 16h 15m.
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 $180 - $400.
It takes approximately 6h 7m to get from Cleveland to Winona, including transfers.
Cleveland to Winona bus services, operated by Barons Bus, depart from Cleveland 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 $180 - $400. Alternatively, you can bus via Milwaukee, which costs $65 - $220 and takes 16h 15m.
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 to Winona State Univ. via Chicago Bus Station, Milwaukee Intermodal Station, and Milwaukee in around 16h 15m.
- Website
- united.com
Flights from Cleveland-Hopkins International Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 4h 59m
- When
- Every day
- Estimated price
- $75–450
Flights from Cleveland-Hopkins International Airport to La Crosse via Washington Dulles, Chicago O'Hare
- Ave. Duration
- 8h 24m
- When
- Every day
- Estimated price
- $120–600
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport via Chicago O'Hare
- Ave. Duration
- 4h 11m
- When
- Every day
- Estimated price
- $120–700
Flights from Akron to La Crosse via Chicago O'Hare
- Ave. Duration
- 6h 4m
- When
- Every day
- Estimated price
- $50–300
Flights from Cleveland-Hopkins International Airport to Rochester via Chicago O'Hare
- Ave. Duration
- 4h 47m
- When
- Every day
- Estimated price
- $80–460
- Website
- delta.com
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 2h 8m
- When
- Every day
- Estimated price
- $120–700
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport via Detroit
- Ave. Duration
- 3h 51m
- When
- Every day
- Estimated price
- $120–700
Flights from Cleveland-Hopkins International Airport to Rochester via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 4h 45m
- When
- Every day
- Estimated price
- $90–490
Flights from Cleveland-Hopkins International Airport to Rochester via Detroit, Minneapolis–Saint Paul International Airport
- Ave. Duration
- 7h 9m
- When
- Every day
- Estimated price
- $90–490
- Website
- aa.com
Flights from Cleveland-Hopkins International Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 4h 37m
- When
- Every day
- Estimated price
- $75–450
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport via Chicago O'Hare
- Ave. Duration
- 4h 14m
- When
- Every day
- Estimated price
- $120–700
Flights from Akron to La Crosse via Chicago O'Hare
- Ave. Duration
- 5h 22m
- When
- Every day
- Estimated price
- $50–300
Flights from Akron to La Crosse via Charlotte, Chicago O'Hare
- Ave. Duration
- 7h 42m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $85–410
Flights from Cleveland-Hopkins International Airport to Rochester via Chicago O'Hare
- Ave. Duration
- 5h 14m
- When
- Every day
- Estimated price
- $80–460
- Website
- southwest.com
Flights from Cleveland-Hopkins International Airport to Minneapolis–Saint Paul International Airport via Chicago Midway
- Ave. Duration
- 3h 57m
- When
- Tuesday, Wednesday, and Sunday
- Estimated price
- $120–700
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
- $95–210
- 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
- $85–190
- 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
- $28–65
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 888-378-3823
- info@baronsbus.com
- Website
- baronsbus.com
Bus from Cleveland to Chicago
- Ave. Duration
- 7h 35m
- Frequency
- Once daily
- Estimated price
- $35–85
- Website
- https://baronsbus.com
Bus from Cleveland, OH to Robert K Pfaff Transit Center - Akron
- Ave. Duration
- 45 min
- Frequency
- Once daily
- Estimated price
- $3–35
- 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
- 4 times a day
- Estimated price
- $12–21
- Schedules at
- flixbus.com
Rome2Rio's guide to Greyhound USA
Contact Details
- Phone
- +1 214-849-8100
- ifsr@greyhound.com
- Website
- greyhound.com
Bus from Chicago Bus Station to Milwaukee Intermodal Station
- Ave. Duration
- 1h 40m
- Frequency
- 3 times a day
- Estimated price
- $15–30
- Website
- https://www.greyhound.com/
Bus from Cleveland Bus Station to Chicago Bus Station
- Ave. Duration
- 7h 40m
- Frequency
- Twice daily
- Estimated price
- $55–120
- Website
- https://www.greyhound.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
- $21–100
- 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
- $14–80
- Book at
- https://www.jeffersonlines.com
- Phone
- +1 502-368-5644 x 135
- Website
- ridewithmiller.com
Bus from Cleveland, OH to Robert K Pfaff Transit Center - Akron
- 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 Robert K Pfaff Transit Center - Akron
- Ave. Duration
- 55 min
- Frequency
- Twice daily
- Estimated price
- $8–11
- 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 Barons Bus, arrive at Chicago station.
Winona is 1h behind Cleveland. It is currently 10:55 AM in Cleveland and 9:55 AM 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 41m to drive from Cleveland to Winona.
Book your Cleveland to Winona train tickets online with Omio.
There are 13+ hotels available in Winona.



















