There are 8 ways to get from Rolla to Winona by car, plane, taxi, shuttle, 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.
Drive to Columbia Regional Airport, fly, taxi
best- Drive from Rolla to Columbia Regional Airport (COU)car
- Fly from Columbia Regional Airport (COU) to La Crosse (LSE)plane COU - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winonataxi
7h 12m$135–441Drive 480.2 mi
cheapest- Drive from Rolla to Winonacar 480.2 mi
10h 4m$88–127Shuttle, train
- Take a shuttle bus from Rolla, MO to St Louis International Airport
- Take the train from St. Louis to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Winonatrain
15h 7m$277–476Shuttle, train, bus
- Take a shuttle bus from Rolla, MO to St Louis International Airport
- Take the train from St. Louis to Chicago Union Stationtrain
- 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
17h 41m$238–436Shuttle to Lambert–St. Louis International Airport, fly, taxi
- Take a shuttle bus from Rolla, MO to St Louis International Airport
- Fly from Lambert–St. Louis International Airport (STL) to La Crosse (LSE)plane STL - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winonataxi
7h 11m$274–713Taxi to Waynesville-St. Robert Regional Airport, fly, taxi
- Take the taxi from Rolla to Waynesville-St. Robert Regional Airport (TBN)taxi
- Fly from Waynesville-St. Robert Regional Airport (TBN) to La Crosse (LSE)plane TBN - LSE
- Take the taxi from La-Crosse-Airport-LSE to Winonataxi
6h 55m$243–622Taxi, train (Amtrak)
- Take the taxi from Rolla to Jefferson City Stationtaxi
- Take the train from Jefferson City Station to Chicago Union Stationtrain
- Take the train from Chicago Union Station to Winonatrain
15h 53m$312–558Shuttle, bus
- Take a shuttle bus from Rolla, MO to St Louis International Airport
- Take the bus from St Louis Bus Station to Chicago Bus Stationbus
- Take the bus from Chicago Bus Station to Madisonbus
- Take the bus from Madison to Winona State Univ.bus
20h$206–333
Columbia Regional Airport (COU) to La Crosse (LSE) flights
Questions & Answers
The cheapest way to get from Rolla to Winona is to drive which costs $85 - $130 and takes 10h 4m.
The fastest way to get from Rolla to Winona is to taxi and fly which takes 6h 55m and costs $240 - $650.
The distance between Rolla and Winona is 464 miles. The road distance is 483 miles.
The best way to get from Rolla to Winona without a car is to shuttle and train which takes 15h 7m and costs $270 - $480.
It takes approximately 7h 12m to get from Rolla to Winona, including transfers.
Yes, the driving distance between Rolla to Winona is 483 miles. It takes approximately 10h 4m to drive from Rolla to Winona.
There are 14+ hotels available in Winona.
What companies run services between Rolla, MO, USA and Winona, MN, USA?
There is no direct connection from Rolla to Winona. However, you can drive to Columbia Regional Airport (COU) airport, fly to La Crosse (LSE), then take the taxi to Winona. Alternatively, you can take a shuttle from Rolla, MO to Winona via St Louis International Airport, LAMBERT AIRPORT TERMINAL #1 station, CIVIC CENTER station, St. Louis, and Chicago Union Station in around 15h 7m.
- Website
- aa.com
Flights from Columbia Regional Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 6h 37m
- When
- Every day
- Estimated price
- $55–340
Flights from Columbia Regional Airport to La Crosse via Charlotte, Chicago O'Hare
- Ave. Duration
- 10h 43m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–550
Flights from Columbia Regional Airport to La Crosse via Dallas/Ft.Worth, Chicago O'Hare
- Ave. Duration
- 10h 59m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $110–550
Flights from Lambert–St. Louis International Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 4h 27m
- When
- Every day
- Estimated price
- $75–490
Flights from Waynesville-St. Robert Regional Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 5h 44m
- When
- Monday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–450
Flights from Waynesville-St. Robert Regional Airport to La Crosse via Dallas/Ft.Worth, Chicago O'Hare
- Ave. Duration
- 9h 6m
- When
- Every day
- Estimated price
- $110–550
- Website
- united.com
Flights from Lambert–St. Louis International Airport to La Crosse via Chicago O'Hare
- Ave. Duration
- 3h 59m
- When
- Wednesday to Sunday
- Estimated price
- $75–490
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from St. Louis to Chicago Union Station
- Ave. Duration
- 4h 55m
- Frequency
- 5 times a day
- Estimated price
- $65–160
- 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
- $75–170
- Website
- https://www.amtrak.com/home.html
Train from Jefferson City Station to Chicago Union Station
- Ave. Duration
- 8h 11m
- Frequency
- Once daily
- Estimated price
- $95–220
- Website
- https://www.amtrak.com/home.html
- Phone
- 573-368-4656
- info@usaxonline.com
- Website
- usaxonline.com
Shuttle from Rolla, MO to St Louis International Airport
- Ave. Duration
- 2h
- Frequency
- 4 times a day
- Estimated price
- $130–145
- Website
- https://usaxonline.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
- Phone
- +1-858-800-8898
- Website
- 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 (855) 626-8585
- Website
- flixbus.com
Bus from St Louis Bus Station to Chicago Bus Station
- Ave. Duration
- 6h 15m
- Frequency
- 3 times a day
- Estimated price
- $35–65
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to Madison
- Ave. Duration
- 3h 50m
- Frequency
- 3 times a day
- Estimated price
- $20–35
- Schedules at
- flixbus.com
- Ave. Duration
- 41 min
- Estimated price
- $65–170
Coulee Region Taxi
- Phone
- +1-608-881-2050
- Website
- crtaxi.com
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.
Related travel guides
Travelling to the US: What do I need to know?
Read the travel guide
Why you should take the train in the US
Read the travel guide
Need to know: Greyhound
Read the travel guide











