Chicago, IL to Windsor, VT bus

Sun, Jun 21
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Rede Expressos
Costa Verde
2,000+ travel companies
FlixBus
Alsa
BlaBlaCar Bus
Rede Expressos
Costa Verde
2,000+ travel companies
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Travel Information

Compare train for Chicago, IL to Windsor, VT

Omio recommends booking the train as it is the most popular option from Chicago, IL to Windsor, VT among Omio's users. If you are prioritising price take the train with prices starting from $462. For those with little time consider booking a train which can get you there in 44h 26m. The ticket price range depends on the travel mode: a train costs an average of $462, and a train costs an average of $462.

Distance: 782 miles (1259 km)

Compare train with

Most popular
Train
Driving

$462

Average price

Cheapest

$183

Average price

(fuel + tolls)

44h 56m

Average total duration

Fastest

44h 26m

Onboard

+

30m

Additional time*

14h 29m

Average total duration

(door-to-door)

Direct Options

Direct Options

The cheapest way to travel from Chicago, IL to Windsor, VT is a train with an average price of $462 (€378).
The fastest way to travel from Chicago, IL to Windsor, VT is by train with an average journey time of 44h 26m.
Yes, you can take a train between Chicago, IL and Windsor, VT.
We recommend using the train as it is the most popular way to get from Chicago, IL to Windsor, VT among Omio's users.

Compare prices and tickets Chicago, IL to Windsor, VT by train

Compare train 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.

Sun
Jun 21
Mon
Jun 22
Tue
Jun 23
Wed
Jun 24
Thu
Jun 25
Fri
Jun 26
Sat
Jun 27

Journey information

Overview: Bus from Chicago, IL to Windsor, VT

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Icon of bus

Take a bus from Chicago, IL to Windsor, VT and enjoy the approximately 782 miles (1259 km) long journey. Find schedules and pricing options for a convenient and affordable trip.

The earliest bus runs at 04:50, the last at 13:45.

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 $462 (€378)
Distance
782 miles (1259 km)
Buses per day
7
First bus
4:50 AM
Last bus
1:45 PM
Cheapest Month
Jun
Cheapest Day
Tue
High Season
Apr - Jun
Low Season
Apr - Jun
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 $462 (€378)

FAQs: Bus from Chicago, IL to Windsor, VT

Find answers to the most common questions about traveling from Chicago, IL to Windsor, VT 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 Windsor, VT, this guide helps you travel smarter and with confidence.

FAQs
The earliest bus from Chicago, IL to Windsor, VT leaves at 4:50 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from Chicago, IL to Windsor, VT leaves at 1:45 PM.
The cheapest month for a bus from Chicago, IL to Windsor, VT is June.
Yes, you can take a train between Chicago, IL and Windsor, VT.
No, the bus from Chicago, IL to Windsor, VT has no accessibility options.
No, there are no bathrooms on board the bus from Chicago, IL to Windsor, VT.
No, bikes are not allowed on board the bus from Chicago, IL to Windsor, VT.
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 Windsor, VT.
No, luggage for the bus from Chicago, IL to Windsor, VT needs to be booked in addition.
No, there are no additional luggage options for the bus from Chicago, IL to Windsor, VT.
Unfortunately, pets are not allowed on the bus from Chicago, IL to Windsor, VT.
No, there are no USB plugs on board the bus from Chicago, IL to Windsor, VT.
No, there is no WiFi on board the bus from Chicago, IL to Windsor, VT.
Since neither Chicago, IL nor Windsor, VT 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 Windsor, VT 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 Windsor, VT, travelers should be mindful of typical small-town safety concerns such as petty theft and vehicle break-ins, especially in less populated areas or parking lots. There are no widely reported scams unique to Windsor, but visitors are advised to be cautious when dealing with unfamiliar vendors or offers, and to use secure payment methods when purchasing tickets or services online. Staying aware of surroundings and securing personal belongings helps 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.

popular bus stations

Popular bus stations from Chicago, IL to Windsor, VT

Most Chicago, IL to Windsor, VT buses use the Chicago, Greyhound Bus Station to station pair. Use this guide to compare Chicago, IL and Windsor, VT bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.

Departure bus stations in Chicago
Arrival bus stations in Windsor
Chicago, Greyhound Bus Station
City-centre transport

Getting to Chicago, Greyhound Bus Station from Chicago city centre

Bus7 · 8m · $4 · every ~6 min
Chicago, Union Station (Amtrak)
City-centre transport

Getting to Chicago, Union Station (Amtrak) from Chicago city centre

Bus28, 151 · 7m · $4 · every ~13 min

More options for your journey from Chicago, IL to Windsor, VT

Here are some other resources that might have the information you need

Tickets and more information for coaches to Chicago, IL

Most popular buses to and from Windsor, VT and Chicago, IL

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Bus Wallingford, CT - Windsor, VT
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HomeBusesBuses in USAChicago, IL to Windsor, VT bus

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