There are 5 ways to get from Chicago to Trempealeau by train (Amtrak), 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 (Amtrak)
best- Take the train from Chicago Union Station to Winonatrain Empire Builder / ...
5h 50m$136–251Drive 293.9 mi
cheapest- Drive from Chicago to Trempealeaucar 293.9 mi
4h 49m$54–78Bus
- Take the bus from W Jackson Blvd, after S Clinton St to 250 N. Lake St - Madison UW Campusbus Van Galder
- Take the bus from Madison to Winona State Univ.bus Jefferson 966 / ...
8h 35m$106–169Fly to La Crosse
- Fly from Chicago O'Hare International Airport (ORD) to La Crosse (LSE)plane ORD - LSE
3h 35m$92–345Fly 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 Trempealeaucar
4h 37m$58–313
Chicago O'Hare International Airport (ORD) to La Crosse (LSE) flights
Questions & Answers
The cheapest way to get from Chicago to Trempealeau is to drive which costs $50 - $80 and takes 4h 49m.
The fastest way to get from Chicago to Trempealeau is to fly which takes 3h 35m and costs $90 - $350.
No, there is no direct bus from Chicago to Trempealeau. However, there are services departing from W Jackson Blvd, after S Clinton St and arriving at Winona State Univ. via Madison. The journey, including transfers, takes approximately 8h 35m.
No, there is no direct train from Chicago station to Trempealeau. However, there are services departing from Chicago Union Station and arriving at Winona via . The journey, including transfers, takes approximately 5h 50m.
The distance between Chicago and Trempealeau is 324 miles. The road distance is 295.6 miles.
The best way to get from Chicago to Trempealeau without a car is to train which takes 5h 50m and costs $130 - $260.
It takes approximately 5h 50m to get from Chicago to Trempealeau, including transfers.
Chicago to Trempealeau bus services, operated by Rockland Coaches, depart from W Jackson Blvd, after S Clinton St station.
Chicago to Trempealeau train services, operated by Amtrak, depart from Chicago Union Station.
The best way to get from Chicago to Trempealeau is to train which takes 5h 50m and costs $130 - $260. Alternatively, you can bus, which costs $100 - $170 and takes 8h 35m, you could also fly, which costs $90 - $350 and takes 3h 35m.
What companies run services between Chicago, IL, USA and Trempealeau, WI, USA?
Amtrak operates a train from Chicago Union Station to Winona 3 times a day. Tickets cost $100–210 and the journey takes 5h 29m. Alternatively, you can take a bus from W Jackson Blvd, after S Clinton St to Trempealeau via Madison and Winona State Univ. in around 8h 35m.
- Website
- aa.com
Flights from Chicago O'Hare International Airport to La Crosse
- Ave. Duration
- 1h 21m
- When
- Every day
- Estimated price
- $40–280
- Website
- united.com
Flights from Chicago O'Hare International Airport to La Crosse
- Ave. Duration
- 1h 26m
- When
- Every day
- Estimated price
- $40–280
Flights from Chicago O'Hare International Airport to Chippewa Valley Regional Airport
- Ave. Duration
- 1h 27m
- When
- Every day
- Estimated price
- $45–290
Rome2Rio's guide to Amtrak
Contact DetailsContact Details
- Phone
- +1 800-872-7245
- Website
- amtrak.com
Train from Chicago Union Station to Winona
- Ave. Duration
- 5h 29m
- Frequency
- 3 times a day
- Estimated price
- $100–210
- Website
- https://www.amtrak.com/home.html
- Phone
- +1 (866) 912 - 6224
- [email protected]
- 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
- $25–55
- Schedules at
- coachusa.com
- Adult
- $25–55
- Phone
- +1-858-800-8898
- Website
- jeffersonlines.com
Bus from Madison to Winona State Univ.
- Ave. Duration
- 3h 25m
- Frequency
- Twice daily
- Estimated price
- $45–65
- Book at
- https://www.jeffersonlines.com
- Adult
- $45–65
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
More Questions & Answers
Chicago to Trempealeau bus services, operated by Rockland Coaches, arrive at 250 N. Lake St - Madison UW Campus station.
Chicago to Trempealeau train services, operated by Amtrak, arrive at Winona station.
Yes, the driving distance between Chicago to Trempealeau is 296 miles. It takes approximately 4h 49m to drive from Chicago to Trempealeau.
There are 19+ hotels available in Trempealeau.







