Chicago, IL to Windsor, VT bus

Sun, Dec 21
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FlixBus
Alsa
BlaBlaCar Bus
Rede Expressos
Itabus
1,000+ travel companies
FlixBus
Alsa
BlaBlaCar Bus
Rede Expressos
Itabus
1,000+ travel companies
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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.

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Dec 21
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Journey information

Overview: Bus from Chicago, IL to Windsor, VT

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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 06:10, the last at 13:25.

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 $359 (€288)
Distance
782 miles (1259 km)
Buses per day
5
First bus
06:10
Last bus
13:25
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 $359 (€288)

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
Cheap bus tickets from Chicago, IL to Windsor, VT can start from as little as $181 (€145) when you book in advance. The average bus ticket price for Chicago, IL to Windsor, VT is $191 (€153); however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
On average the Chicago, IL to Windsor, VT bus travel time is 32 h 10 min   for the 781 mile (1259 km) long trip, but the duration can vary if you travel on weekends and holidays.
The first bus from Chicago, IL to Windsor, VT leaves at 5: 50AM. Plan your trip with the Journey Planner   from Omio.
The last bus from Chicago, IL to Windsor, VT leaves at 10: 50PM.
The cheapest month for a bus from Chicago, IL to Windsor, VT is November.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Windsor, VT including taking a train or bus.
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.

To find the cheapest bus tickets for your trip from Chicago, IL to Windsor, VT, follow these tips:

  • Book in advance: Tickets are often cheaper when booked early.
  • Be flexible with dates and times: Traveling during off-peak hours or on weekdays can help you save money.
  • Use our search filters: Sort results by price to quickly identify the most affordable options.
  • Look for special deals or discounts: Check for promotions or discounts available on our website and app.

    • Start your search now and compare ticket prices to find the best deal!

    Yes, there is 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.

    popular bus stations

    Popular bus stations from Chicago, IL to Windsor, VT

    Chicago
    Windsor
    Chicago, Greyhound Bus Station
    information
    Chicago, Union Station (Amtrak)
    information

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

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