There are 9 ways to get from Winona to Tupelo by taxi, plane, car, train, bus, bus (Greyhound, Flixbus), or bus (Flixbus, Greyhound)
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Taxi to La Crosse, fly to Huntsville International Airport-Carl T Jones Field, drive
best- Take the taxi from Winona to La-Crosse-Airport-LSE
- Fly from La Crosse (LSE) to Huntsville International Airport-Carl T Jones Field (HSV)LSE - HSV
- Drive from Huntsville International Airport-Carl T Jones Field (HSV) to Tupelo
7h 51m$179–593Bus
cheapest- Take the bus from Winona State Univ. to Madison
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Take the bus from Chicago Bus Station to Memphis Bus Station
- Take the bus from Memphis Bus Station to Tupelo
21h 14m$138–397Train, bus
- Take the train from Winona to Chicago Union Station
- Take the bus from Chicago Bus Station to Memphis Bus Station
- Take the bus from Memphis Bus Station to Tupelo
19h 7m$159–450Train, bus via St. Louis
- Take the train from Winona to Chicago Union Station
- Take the train from Chicago Union Station to St. Louis
- Take the bus from St Louis Bus Station to Memphis Bus Station
- Take the bus from Memphis Bus Station to Tupelo
20h 44m$174–655Drive 801.8 mi
- Drive from Winona to Tupelo801.8 mi
14h 58m$147–212Taxi to La Crosse, fly to Memphis, bus
- Take the taxi from Winona to La-Crosse-Airport-LSE
- Fly from La Crosse (LSE) to Memphis (MEM)LSE - MEM
- Take the bus from Memphis Bus Station to Tupelo
8h 54m$197–701Train to Minneapolis–Saint Paul International Airport, fly to Tupelo Regional Airport
- Take the train from Winona to St. Paul-Minneapolis
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Tupelo Regional Airport (TUP)MSP - TUP
8h 54m$173–808Train to Minneapolis–Saint Paul International Airport, fly to Memphis, bus
- Take the train from Winona to St. Paul-Minneapolis
- Fly from Minneapolis–Saint Paul International Airport (MSP) to Memphis (MEM)MSP - MEM
- Take the bus from Memphis Bus Station to Tupelo
10h 24m$218–961Bus via Champaign
- Take the bus from Winona State Univ. to Madison
- Take the bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Take the bus from Chicago Bus Station to Champaign Intermodal Trans Ctr
- Take the bus from Champaign Intermodal Trans Ctr to Memphis Bus Station
- Take the bus from Memphis Bus Station to Tupelo
23h 54m$149–397
La Crosse (LSE) to Huntsville International Airport-Carl T Jones Field (HSV) flights
Questions & Answers
The cheapest way to get from Winona to Tupelo is to drive which costs $140 - $220 and takes 14h 58m.
The fastest way to get from Winona to Tupelo is to taxi and fly and drive which takes 7h 51m and costs $170 - $600.
The distance between Winona and Tupelo is 840 miles. The road distance is 806.5 miles.
The best way to get from Winona to Tupelo without a car is to train and bus which takes 19h 7m and costs $150 - $450.
It takes approximately 7h 51m to get from Winona to Tupelo, including transfers.
Yes, the driving distance between Winona to Tupelo is 807 miles. It takes approximately 14h 58m to drive from Winona to Tupelo.
There are 34+ hotels available in Tupelo.
What companies run services between Winona, MN, USA and Tupelo, MS, USA?
You can take a bus from Winona State Univ. to Tupelo via 250 N. Lake St - Madison UW Campus, W Jackson Blvd, after S Clinton St, Chicago Bus Station, Memphis Bus Station, and Tupelo in around 21h 14m.
- Website
- aa.com
Flights from La Crosse to Huntsville International Airport-Carl T Jones Field via Chicago O'Hare
- Ave. Duration
- 6h 6m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $90–480
Flights from La Crosse to Memphis via Chicago O'Hare
- Ave. Duration
- 5h 24m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $100–550
Flights from Minneapolis–Saint Paul International Airport to Memphis via Chicago O'Hare
- Ave. Duration
- 4h 42m
- When
- Every day
- Estimated price
- $140–750
- Website
- delta.com
Flights from Minneapolis–Saint Paul International Airport to Memphis
- Ave. Duration
- 2h 27m
- When
- Every day
- Estimated price
- $130–700
Flights from Minneapolis–Saint Paul International Airport to Memphis via Detroit
- Ave. Duration
- 4h 53m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $180–850
Flights from Minneapolis–Saint Paul International Airport to Memphis via Atlanta
- Ave. Duration
- 5h
- When
- Friday to Sunday
- Estimated price
- $190–900
- Website
- contouraviation.com
Flights from Minneapolis–Saint Paul International Airport to Tupelo Regional Airport via Nashville
- Ave. Duration
- 5h 5m
- When
- Monday, Tuesday, Friday, Saturday, and Sunday
- Estimated price
- $140–750
Flights from Minneapolis–Saint Paul International Airport to Tupelo Regional Airport via Dallas/Ft.Worth
- Ave. Duration
- 6h 29m
- When
- Monday, Friday, and Sunday
- Estimated price
- $190–900
Flights from Minneapolis–Saint Paul International Airport to Tupelo Regional Airport via St. Louis, Nashville
- Ave. Duration
- 6h 50m
- When
- Monday to Wednesday
- Estimated price
- $140–750
- Website
- united.com
Flights from Minneapolis–Saint Paul International Airport to Memphis via Chicago O'Hare
- Ave. Duration
- 4h 51m
- When
- Every day
- Estimated price
- $140–750
- Website
- southwest.com
Flights from Minneapolis–Saint Paul International Airport to Memphis via Chicago Midway
- Ave. Duration
- 4h 30m
- When
- Monday, Tuesday, Thursday, Friday, Saturday, and Sunday
- Estimated price
- $140–750
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Winona to Chicago Union Station
- Ave. Duration
- 5h 44m
- Frequency
- 3 times a day
- Estimated price
- $55–180
- Website
- https://www.amtrak.com/home.html
Train from Chicago Union Station to St. Louis
- Ave. Duration
- 4h 46m
- Frequency
- 5 times a day
- Estimated price
- $40–320
- Website
- https://www.amtrak.com/home.html
Train from Winona to St. Paul-Minneapolis
- Ave. Duration
- 2h 16m
- 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 Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 9h 30m
- Frequency
- Once daily
- Estimated price
- $70–200
- Website
- https://www.greyhound.com/
Bus from Memphis Bus Station to Tupelo
- Ave. Duration
- 1h 40m
- Frequency
- Twice daily
- Estimated price
- $20–60
- Website
- https://www.greyhound.com/
Bus from St Louis Bus Station to Memphis Bus Station
- Ave. Duration
- 5h 30m
- Frequency
- Once daily
- Estimated price
- $45–60
- Website
- https://www.greyhound.com/
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Memphis Bus Station
- Ave. Duration
- 11h
- Frequency
- 5 times a week
- Estimated price
- $70–150
- Schedules at
- flixbus.com
Bus from St Louis Bus Station to Memphis Bus Station
- Ave. Duration
- 4h 45m
- Frequency
- 5 times a week
- Estimated price
- $50–85
- Schedules at
- flixbus.com
Bus from Chicago Bus Station to Champaign Intermodal Trans Ctr
- Ave. Duration
- 2h 45m
- Frequency
- 3 times a day
- Estimated price
- $26–100
- Schedules at
- flixbus.com
Bus from Champaign Intermodal Trans Ctr to Memphis Bus Station
- Ave. Duration
- 8h 25m
- Frequency
- 5 times a week
- Estimated price
- $55–100
- Schedules at
- flixbus.com
- Adult
- $55–100
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Winona State Univ. to Madison
- Ave. Duration
- 3h 5m
- Frequency
- Once daily
- Estimated price
- $15–85
- Book at
- https://www.jeffersonlines.com
- Phone
- +1 608-752-5407
- vangalder@coachusa.com
- Website
- coachusa.com
Bus from 250 N. Lake St - Madison UW Campus to W Jackson Blvd, after S Clinton St
- Ave. Duration
- 4h
- Frequency
- Hourly
- Estimated price
- $22–45
- Website
- https://www.coachusa.com/van-galder-bus-company
- Phone
- +1 800-448-0572
- ticketsales@peoriacharter.com
- Website
- peoriacharter.com
Bus from Chicago Bus Station to Champaign Intermodal Trans Ctr
- Ave. Duration
- 2h 50m
- Frequency
- 3 times a day
- Estimated price
- $45–60
- Schedules at
- peoriacharter.com
- cash
- $60
- online
- $45
- Ave. Duration
- 31 min
- Estimated price
- $65–80
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













