There are 10 ways to get from Chicago to Pepin by train, taxi, bus, car, or plane
Select an option below to see step-by-step directions and to compare ticket prices and travel times in Rome2Rio's travel planner.
Train, taxi (Amtrak)
best- Take the train from Chicago Union Station to Red Wing Stationtrain Empire Builder / ...
- Take the taxi from Red Wing Station to Pepintaxi
7h 18m$154–290Fly Chicago O'Hare International Airport to Rochester, drive
cheapest- Fly from Chicago O'Hare International Airport (ORD) to Rochester (RST)plane ORD - RST
- Drive from Rochester-Airport-RST to Pepincar
4h 28m$48–291Bus, taxi via Winona
- Take the bus from Chicago Bus Station to Madisonbus
- Take the bus from Madison to Winona State Univ.bus
- Take the taxi from Winona State Univ. to Pepintaxi
9h 13m$182–314Drive 348.2 mi
- Drive from Chicago to Pepincar 348.2 mi
5h 49m$64–92Bus, taxi
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus
- Take the bus from Madison, WI-Lake St. to Menomonie Walmartbus
- Take the taxi from Menomonie Walmart to Pepintaxi
9h 14m$207–281Fly Chicago O'Hare International Airport to La Crosse, drive
- Fly from Chicago O'Hare International Airport (ORD) to La Crosse (LSE)plane ORD - LSE
- Drive from La-Crosse-Airport-LSE to Pepincar
4h 25m$50–284Fly Chicago O'Hare International Airport to Chippewa Valley Regional Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Chippewa Valley Regional Airport (EAU)plane ORD - EAU
- Drive from Eau-Claire-Airport-EAU to Pepincar
4h 36m$48–290Fly Chicago Midway International Airport to Minneapolis–Saint Paul International Airport, train, taxi
- Fly from Chicago Midway International Airport (MDW) to Minneapolis–Saint Paul International Airport (MSP)plane MDW - MSP
- Take the train from St. Paul-Minneapolis to Red Wing Stationtrain
- Take the taxi from Red Wing Station to Pepintaxi
6h 13m$198–756Fly Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport, train, taxi
- Fly from Chicago O'Hare International Airport (ORD) to Minneapolis–Saint Paul International Airport (MSP)plane ORD - MSP
- Take the train from St. Paul-Minneapolis to Red Wing Stationtrain
- Take the taxi from Red Wing Station to Pepintaxi
6h 35m$262–516Fly Chicago O'Hare International Airport to Central Wisconsin Airport, drive
- Fly from Chicago O'Hare International Airport (ORD) to Central Wisconsin Airport (CWA)plane ORD - CWA
- Drive from Central Wisconsin Airport (CWA) to Pepincar
6h 15m$64–305
Chicago O'Hare International Airport (ORD) to Rochester (RST) flights
Questions & Answers
The cheapest way to get from Chicago to Pepin is to drive which costs $60 - $95 and takes 5h 49m.
The fastest way to get from Chicago to Pepin is to fly and drive which takes 4h 25m and costs $50 - $290.
The distance between Chicago and Pepin is 399 miles. The road distance is 350.2 miles.
The best way to get from Chicago to Pepin without a car is to train and taxi which takes 7h 18m and costs $150 - $290.
It takes approximately 7h 18m to get from Chicago to Pepin, including transfers.
Yes, the driving distance between Chicago to Pepin is 350 miles. It takes approximately 5h 49m to drive from Chicago to Pepin.
There are 52+ hotels available in Pepin.
What companies run services between Chicago, IL, USA and Pepin, WI, USA?
There is no direct connection from Chicago to Pepin. However, you can take the train to Red Wing Station then take the taxi to Pepin. Alternatively, you can take the bus to Madison, take the bus to Winona State Univ., then take the taxi to Pepin.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to Rochester
- Ave. Duration
- 1h 25m
- When
- Every day
- Estimated price
- $35–270
Flights from Chicago O'Hare International Airport to La Crosse
- Ave. Duration
- 1h 18m
- When
- Every day
- Estimated price
- $35–260
Flights from Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 42m
- When
- Every day
- Estimated price
- $60–410
Flights from Chicago O'Hare International Airport to Central Wisconsin Airport
- Ave. Duration
- 1h 14m
- When
- Every day
- Estimated price
- $35–260
- Website
- united.com
Flights from Chicago O'Hare International Airport to Rochester
- Ave. Duration
- 1h 29m
- When
- Every day
- Estimated price
- $35–270
Flights from Chicago O'Hare International Airport to Chippewa Valley Regional Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $35–270
Flights from Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 32m
- When
- Every day
- Estimated price
- $60–410
Flights from Chicago O'Hare International Airport to Central Wisconsin Airport
- Ave. Duration
- 1h 16m
- When
- Every day
- Estimated price
- $35–260
- Website
- delta.com
Flights from Chicago O'Hare International Airport to Rochester via Minneapolis–Saint Paul International Airport
- Ave. Duration
- 3h 42m
- When
- Saturday
- Estimated price
- $45–290
Flights from Chicago Midway International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 45m
- When
- Every day
- Estimated price
- $85–600
Flights from Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 40m
- When
- Every day
- Estimated price
- $60–410
- Website
- southwest.com
Flights from Chicago Midway International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 31m
- When
- Every day
- Estimated price
- $85–600
- Website
- suncountry.com
Flights from Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport
- Ave. Duration
- 1h 40m
- When
- Sunday
- Estimated price
- $60–410
- Website
- keylimeair.com
Flights from Chicago O'Hare International Airport to Minneapolis–Saint Paul International Airport via Ironwood
- Ave. Duration
- 2h 45m
- When
- Monday, Tuesday, Wednesday, Thursday, Friday, and Sunday
- Estimated price
- $150–330
Rome2Rio's guide to Amtrak
Contact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Red Wing Station
- Ave. Duration
- 6h 37m
- Frequency
- 3 times a day
- Estimated price
- $50–160
- Website
- https://www.amtrak.com/home.html
Train from St. Paul-Minneapolis to Red Wing Station
- Ave. Duration
- 54 min
- Frequency
- 3 times a day
- Estimated price
- $8–18
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (855) 626-8585
- Website
- flixbus.com
Bus from Chicago Bus Station to Madison
- Ave. Duration
- 3h 50m
- Frequency
- 3 times a day
- Estimated price
- $26–50
- Schedules at
- flixbus.com
- 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
- +1 608-752-5407
- 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
- +1 414-266-4409
- ticketinfo@badgerbus.com
- Website
- badgerbus.com
Bus from Madison, WI-Lake St. to Menomonie Walmart
- Ave. Duration
- 3h 15m
- Frequency
- Twice a week
- Estimated price
- $45–60
- Website
- https://badgerbus.com
- Ave. Duration
- 50 min
- Estimated price
- $100–180
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