Chicago, IL to Winona, MN bus with Vangalder Bus

Wed, Apr 15
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Vangalder Bus
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Vangalder Bus
FlixBus
Alsa
BlaBlaCar Bus
Costa Verde
2,000+ travel companies
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The cheapest and fastest buses from Chicago, IL to Winona, MN

Showing times and prices for Apr 15

Cheapest price

$117

Average price

$120

Fastest journey

7 h 9 m

Average duration

7 h 22 m

Buses per day

2

Distance

406 km

Cheap tickets

The best way to find a cheap bus ticket from Chicago, IL to 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, IL to Winona, MN will cost around $120 if you buy it on the day, but the cheapest tickets can be found for only $117.

Fast buses

It's difficult to get from Chicago, IL to Winona, MN without transferring at least once.

  • Vangalder Bus
    6:00 AM7h35
    Chicago, IL
    1:35 PMWinona, MN
    $1171One-way
    1 transfer
  • Chicago Transit (CTA)
    6:26 AM7h09
    Chicago, IL
    1:35 PMWinona, MN
    $1231One-way
    2 transfers

Travel Information

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

Omio recommends booking the train as it is the most popular option from Chicago, IL to Winona, MN among Omio's users. If you are prioritising price take the train with prices starting from $40. For those with little time consider booking a flight which can get you there in 1h 24m. The ticket price range depends on the travel mode: a train costs an average of $40, and a flight costs an average of $378.

Distance: 252 miles (406 km)

Compare bus with

Bus
Most popular
Train
Flight

$122

Average price

$83

Average price

Cheapest

$430

Average price

7h 50m

Average total duration

7h 20m

Onboard

+

30m

Additional time*

6h 1m

Average total duration

5h 31m

Onboard

+

30m

Additional time*

4h 24m

Average total duration

Fastest

1h 24m

Onboard

+

3h 0m

Additional time*

Direct Options

Direct Options

Direct Options

Live departures

Chicago, IL to Winona, MN bus times

The table below shows live departures for Chicago, IL to Winona, MN buses for tomorrow, Tuesday, April 14. You can also manually refresh the results below to see updated bus journeys.

Last updated at
ProviderDepartsDurationArrivesTransfers
Tickets
Vangalder Bus6:00 AM Chicago, IL
7h35
1:35 PM Winona, MN1 transfer
Chicago Transit (CTA)6:26 AM Chicago, IL
7h09
1:35 PM Winona, MN2 transfers

This is the last bus of the day.

Find all the dates and times for this journey

Compare prices and tickets Chicago, IL to 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.

Wed
Apr 15
Thu
Apr 16
Fri
Apr 17
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Apr 18
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Apr 19
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Apr 21

Journey information

Overview: Bus from Chicago, IL to Winona, MN

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Buses from Chicago, IL to Winona, MN run on average 1 times per day, taking around 7h 20m. Cheap bus tickets for this journey start at $122 (€97) but you can travel from only $40 (€32) by train.

The earliest bus runs at 06:15, the last at 06:15. The fastest bus covers the 252 miles (406 km) distance in 7h 20m.

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
Cheapest alternative travel mode
Train from $40 (€32)
Distance
252 miles (406 km)
Average bus duration
7h 20m
Cheapest ticket price
$122 (€97)
Buses per day
1
Fastest bus
7h 20m
First bus
6:15 AM
Last bus
6:15 AM
High Season
Jan - Mar
Low Season
Apr - Jun
Best time to book
42 days
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
Cheapest alternative travel mode
Train from $40 (€32)

Bus providers: Vangalder Bus from Chicago, IL to Winona, MNYou can travel by bus between Chicago, IL to Winona, MN with Vangalder Bus for as low as $40 (€32). When you search for schedules and tickets, Omio will show you the best journey

Vangalder Bus

Luggage & cancellation policy
Average Duration
7h 20m
Cheapest Price
$122 (€97)
Vangalder Bus frequency
1 a day

FAQs: Bus from Chicago, IL to Winona, MN

Find answers to the most common questions about traveling from Chicago, IL to Winona, MN by bus. 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 bus, the cheapest option, or tips for making the most of your visit at Winona, MN, this guide helps you travel smarter and with confidence.

FAQs
Cheap bus tickets from Chicago, IL to Winona, MN can start from as little as $122 (€97) when you book in advance. The average bus ticket price for Chicago, IL to Winona, MN is $122 (€97) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from Chicago, IL to Winona, MN is 7h 20m to travel the 252 miles (406 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from Chicago, IL to Winona, MN leaves at 6:15 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from Chicago, IL to Winona, MN leaves at 6:15 AM.
There are 1 buses a day from Chicago, IL to Winona, MN which require at least one change with Vangalder Bus. Schedules can vary on holidays or weekends with fewer buses.
When taking a bus from Chicago, IL to Winona, MN, you can count on Vangalder Bus for the best way to get you to Winona, MN. You can also check all possible bus companies who offer a service between Chicago, IL and Winona, MN and compare the amenities they offer before buying a bus ticket.
A trip to Winona, MN from Chicago, IL is worth doing but not as a day trip with a journey time of 7h 20m each way. Check with Omio app the best way to travel.
It's helpful to compare your options as there are 3 ways to travel between Chicago, IL and Winona, MN including taking a train, bus, and flight.
No, there are no bathrooms on board the bus from Chicago, IL to Winona, MN.
No, the bus from Chicago, IL to Winona, MN has no accessibility options.
No, bikes are not allowed on board the bus from Chicago, IL to Winona, MN.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
No, there is no food available to purchase on board the bus from Chicago, IL to Winona, MN.
No, luggage for the bus from Chicago, IL to Winona, MN needs to be booked in addition.
No, there are no additional luggage options for the bus from Chicago, IL to Winona, MN.
Unfortunately, pets are not allowed on the bus from Chicago, IL to Winona, MN.
No, there are no USB plugs on board the bus from Chicago, IL to Winona, MN.
No, there is no WiFi on board the bus from Chicago, IL to Winona, MN.
Since neither Chicago, IL nor Winona, MN are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
We recommend using the train as it is the most popular way to get from Chicago, IL to Winona, MN among Omio's users.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Winona, MN, travelers should be aware of typical urban safety concerns such as petty theft and vehicle break-ins, especially in busy or tourist-heavy areas. It is advisable to keep personal belongings secure and avoid leaving valuables visible in parked cars. Additionally, travelers should be cautious of unofficial ticket sellers or offers that seem too good to be true when purchasing transportation or event tickets to avoid scams. Staying informed about local alerts and using reputable vendors can help ensure a safe visit.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.

More options for your journey from Chicago, IL to Winona, MN

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