Chicago Union Station, Chicago, IL to Winona Station, Winona, MN train with Amtrak

Thu, Nov 13
+ Add return
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The cheapest and fastest trains from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN

Showing times and prices for Nov 14

Cheapest price

$51

Average price

$99

Fastest journey

5 h 29 m

Average duration

5 h 32 m

Trains per day

2

Distance

405 km

Cheap tickets

The best way to find a cheap train ticket from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN is to book your journey as far in advance as possible and to avoid traveling at rush hour.

The average ticket from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN will cost around $99 if you buy it on the day, but the cheapest tickets can be found for only $51.

Fast trains

Of the 2 trains that leave Chicago Union Station, Chicago, IL for Winona Station, Winona, MN on Fri, Nov 14, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.

On Fri, Nov 14 the direct trains cover the 405 km distance in an average of 5 h 32 m but if you time it right, some trains will get you there in just 5 h 29 m .

On Fri, Nov 14 the slowest trains will take 5 h 35 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.

Amtrak
08:05PM5h29
Chicago Union Station, Chicago, IL
01:34AMWinona Station, Winona, MN
$511One-way
0 transfers
Amtrak
04:10PM5h35
Chicago Union Station, Chicago, IL
09:45PMWinona Station, Winona, MN
$1471One-way
0 transfers

Travel Information

Compare train, bus, and flight for Chicago Union Station, Chicago, IL to Winona Station, Winona, MN

Omio recommends booking the train as it is the most popular option from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN among Omio's users. If you are prioritising price take the train with prices starting from €34. For those with little time consider booking a flight which can get you there in 1h 27m. The ticket price range depends on the travel mode: a train costs an average of €34, and a flight costs an average of €295.

Distance: 251 miles (405 km)

Compare train with

Most popular
Train
Bus
Flight

€89

Average price

Cheapest

€98

Average price

€321

Average price

6h 0m

Average total duration

5h 30m

Onboard

+

30m

Additional time*

7h 50m

Average total duration

7h 20m

Onboard

+

30m

Additional time*

4h 27m

Average total duration

Fastest

1h 27m

Onboard

+

3h 0m

Additional time*

Direct Options

Direct Options

Direct Options

Live departures

Chicago Union Station, Chicago, IL to Winona Station, Winona, MN train times

The table below shows live departures for Chicago Union Station, Chicago, IL to Winona Station, Winona, MN trains for today, Thursday, November 13. You can also manually refresh the results below to see updated train journeys.

Last updated at 1:28 AM
ProviderDepartsDurationArrivesTransfers
Tickets
amtrak4:10 PM Chicago Union Station, Chicago, IL
5h35
9:45 PM Winona Station, Winona, MN0 transfersDirect
amtrak8:05 PM Chicago Union Station, Chicago, IL
5h29
1:34 AM Winona Station, Winona, MN0 transfersDirect

This is the last train of the day.

Find all the dates and times for this journey

Compare prices and tickets Chicago Union Station, Chicago, IL to Winona Station, Winona, MN by train, bus, or flight

Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.

Fri
Nov 14
Sat
Nov 15
Sun
Nov 16
Mon
Nov 17
Tue
Nov 18
Wed
Nov 19
Thu
Nov 20

Journey information

Overview: Train from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN

USAUSA
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Icon of train

Trains from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN run on average 4 times per day, taking around 5h 30m. Cheap train tickets for this journey start at $42 (€34) if you book in advance.

There are 3 trains per day. The earliest train runs at 16:05, the last at 20:05. The fastest train covers the 251 miles (405 km) distance in 5h 29m.

Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information
Distance
251 miles (405 km)
Average train duration
5h 30m
Cheapest ticket price
$42 (€34)
Trains per day
4
Direct trains
3
Fastest train
5h 29m
First train
16:05
Last train
20:05
Fares are the lowest economy prices found on Omio. Early booking often means lower prices. Prices change daily and are subject to availability. Discount cards, coach trips, and booking fees are not included.
Price information

Train companies: Amtrak from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN trainsAmtrak trains will get you between Chicago Union Station, Chicago, IL and Winona Station, Winona, MN from $42 (€34). With over 1000 travel companies on Omio, you can find the best train times and tickets for your trip.

Amtrak

About
Amtrak is the main passenger train operator in the United States, providing medium- and long-distance intercity services across 46 states and three Canadian provinces. Operating over 300 trains daily and serving more than 500 destinations, Amtrak connects cities and regions nationwide through routes such as the high-speed Acela in the Northeast Corridor, the scenic Coast Starlight along the West Coast, and the Empire Builder linking Chicago to the Midwest and the Pacific Northwest. Other notable services include the Northeast Regional, Keystone Service, and the unique Auto Train, which allows passengers to bring their cars onboard. Amtrak offers a variety of classes to suit different budgets and travel needs, including Coach, Business, First Class, and Sleeper Class with options like Roomettes, Bedrooms, and Bedroom Suites for overnight journeys. Ticket types include Saver, Value, Flexible, Business, and Premium. Onboard amenities vary by service but may include comfortable seating, Wi-Fi, power outlets, dining options, and lounge access on select trains. Popular routes include Washington, D.C.–Boston, San Diego–San Luis Obispo, San Jose–Sacramento, and Chicago–Seattle.
Luggage & cancellation policy
Average Duration
5h 29m
Cheapest Price
$42 (€34)
Amtrak frequency
4 a day
Luggage included
2 personal items and 2 carry-on bags included free
Luggage storage
Overhead racks, under seats, and designated luggage areas at end of cars
Cancellation Policy
Cancellation policies depend on ticket type and timing
Refund
Full refund if train is canceled by Amtrak
Amenities on board the train
Wifi
Food sold onboard
Café car with snacks, beverages, and light meals. Long-distance trains have full-service dining cars
Seat reservation
Included in ticket price for Business and First Class. Optional fee for Coach Class
Toilets
USB plugs
Accessibility
Wheelchair spaces, accessible restrooms, Red Cap assistance service, accessible platforms and stations
Pets
Small pets under 20 pounds allowed for $26 fee. Must be in carrier. Service animals travel free
Quiet zone

FAQs: Trains from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN

Find answers to the most common questions about traveling from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Winona Station, Winona, MN, this guide helps you travel smarter and with confidence.

FAQs
Train ticket prices from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN can vary. The cheapest ticket starts at $42 (€34), while the average price is around $110 (€89).
A day trip from Chicago Union Station, IL to Winona Station, MN is not feasible as the journey takes 5h 29m. Trains run 4 times per day.
The cheapest way to get from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN is by train, with a cost of around $42 (€34).
The train journey from Chicago Union Station, IL to Winona Station, MN offers scenic views, including stretches along the Mississippi River, lush landscapes, and glimpses of the Midwest countryside.
The train from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN takes 5h 29m and runs 4 per day.
There is no high speed train available from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN.
The distance by train from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN is 251 miles (405 km).
Unfortunately, there is no night train available from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN.
The first train from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN leaves at 4:05 PM.
Yes, you can take the train from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN.
The last train from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN leaves at 8:05 PM.
Yes, there is a direct train from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN. This service operates 3 times per day, provided by Amtrak.

popular train stations

Popular train stations from Chicago Union Station, Chicago, IL to Winona Station, Winona, MN

Chicago
Winona
The major train station for departures in Chicago is Union Station. Find all the information you need to know about services, amenities and connections at Union Station for your trip from Chicago to Winona.
Amenities at train station
WifiWifi
LockersLockers
ParkingParking
DiningDining
ATMATM
TaxisTaxis
AccessibilityAccessibility
WCWC
HotelHotel
LoungeLounge
Lost and Found OfficeLost and Found Office
Ticket OfficeTicket Office
Bike ParkingBike Parking
Car RentalCar Rental
Information DeskInformation Desk
Luggage CartsLuggage Carts
information
phone
Phone Number
ticketOfficeHours
Ticket Office Hours
  • 5:00 AM - 12:00 AM Monday - Sunday
ticketOfficeHours
Distance to city center
3 km
platformCount
Number of platforms
24
Wifi
Wifi
  • Free
Parking
Parking
  • The car park is open 7 days a week from 5:00 a.m. to 12:00 a.m. Departures can be made outside of opening hours. Access via Canal Street.
Dining
Dining
  • The Chicago Firehouse Restaurant
  • Lou Mitchell's
Taxis
Taxis
  • Outside the main entrance.
Accessibility
Accessibility
  • Elevators, ramps, restrooms.
WC
WC
  • $1
Hotel
Hotel
  • The Kimpton Gray Hotel
  • JW Marriott Chicago
  • W Chicago - City Center
Lounge
Lounge
  • Located in the main hall
Lost and Found Office
Lost and Found Office
  • Located in the main hall
Car Rental
Car Rental
  • Avis
  • Budget
  • Enterprise
Information Desk
Information Desk
  • Located in the main hall
Luggage Carts
Luggage Carts
  • Free
Station Plan
  • Hall 1: main entrance, Amtrak services
  • Hall 2: Metra services
  • Hall 3: food court and retail shops
Public transit options for Union Station
  • Bus: Several lines available
  • CTA: Blue Line, Pink Line

Most popular trains to and from Winona Station, Winona, MN and Chicago Union Station, Chicago, IL

HomeTrainsTrains in USAChicago Union Station, Chicago, IL to Winona Station, Winona, MN train

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