- Must visit
Art Windsor-Essex
Windsor’s main art museum presents Canadian and international works, with a strong focus on contemporary and regional art.
The best way to find a cheap bus ticket from Winter Park, FL to Windsor, ON is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Winter Park, FL to Windsor, ON will cost around $150 if you buy it on the day, but the cheapest tickets can be found for only $150.
On Wed, Nov 04, we found 1 buses from Winter Park, FL to Windsor, ON, including 1 direct services.
On Wed, Nov 04 the direct buses cover the 1531 km distance in an average of 1 d 6 h 25 m but if you time it right, some buses will get you there in just 1 d 6 h 25 m .
On Wed, Nov 04 the slowest buses will take 1 d 6 h 25 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.

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Buses from Winter Park, FL to Windsor, ON run on average 1 times per day, taking around 26h 0m. Cheap bus tickets for this journey start at $225 if you book in advance.
The earliest bus runs at 05:15, the last at 20:35. The fastest bus covers the 951 miles (1531 km) distance in 26h 0m.
Distance 951 miles (1531 km) |
Average bus duration 26h 0m |
Cheapest ticket price $225 |
Buses per day 1 |
Fastest bus 26h 0m |
First bus 5:15 AM |
Last bus 8:35 PM |
Cheapest Month Mar |
Cheapest Day Fri |
High Season Jan - Mar |
Low Season Apr - Jun |
Use these quick route answers to check fares, travel time, departure options, and direct services before booking from Winter Park, FL to Windsor, ON.
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator Greyhound | Departure Time 06:00AM | Arrival Time 04:55PM | Duration 34h55 | Departure days Tue | Cheapest price $136 |
Operator Greyhound | Departure Time 10:00AM | Arrival Time 04:25PM | Duration 30h25 | Departure days Wed | Cheapest price $150 |
Operator Lynx Central Florida Transport | Departure Time 10:15AM | Arrival Time 10:55PM | Duration 36h40 | Departure days Sun | Cheapest price $331 |
Operator Lynx Central Florida Transport | Departure Time 10:27AM | Arrival Time 10:55PM | Duration 36h28 | Departure days Sat | Cheapest price $331 |
Operator Lynx Central Florida Transport | Departure Time 10:35AM | Arrival Time 10:55PM | Duration 36h20 | Departure days Thu | Cheapest price $331 |
Operator Lynx Central Florida Transport | Departure Time 12:46PM | Arrival Time 05:45PM | Duration 28h59 | Departure days Sun | Cheapest price $256 |
Operator Lynx Central Florida Transport | Departure Time 12:59PM | Arrival Time 05:45PM | Duration 28h46 | Departure days Sat | Cheapest price $256 |
Operator Lynx Central Florida Transport | Departure Time 01:12PM | Arrival Time 05:45PM | Duration 28h33 | Departure days Thu | Cheapest price $256 |
Operator Greyhound | Departure Time 07:00PM | Arrival Time 05:25AM | Duration 34h25 | Departure days Fri | Cheapest price $138 |
Operator Lynx Central Florida Transport | Departure Time 09:10PM | Arrival Time 09:55AM | Duration 36h45 | Departure days Sun | Cheapest price $331 |
Operator Lynx Central Florida Transport | Departure Time 09:16PM | Arrival Time 09:55AM | Duration 36h39 | Departure days Thu, Sat | Cheapest price $331 |
The table below shows live departures for Winter Park, FL to Windsor, ON buses for today, Tuesday, November 3. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
FlixBus+ · + FlixBus | 6:00 AM Orlando, N John Young Pkwy (Greyhound Bus Station) | 34h55 | 4:55 PM Windsor, Chatham St W (Windsor Transit Terminal) | 3 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Review the details behind your booking, from operators and ticket rules to luggage, onboard amenities, accessibility, and route-specific travel policies.
Discover the best of Windsor, ON — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Windsor, ON trip today.
Windsor’s main art museum presents Canadian and international works, with a strong focus on contemporary and regional art.
Local history museum inside the François Baby House, covering Windsor’s Indigenous, French, and borderland stories.
Hands-on science centre for families with interactive exhibits that make learning playful and accessible for children.
Signature riverfront promenade with skyline views, gardens, public art, and one of Windsor’s best urban walks.
Lively downtown park and festival space hosting events, concerts, and seasonal gatherings beside the riverfront.
Expansive waterfront park with lawns, paths, and broad Detroit River views, popular for relaxing and sunset walks.
Windsor-style pizza is the city’s signature pie, known for shredded pepperoni, canned mushrooms, Galati cheese, and often a sweeter sauce cut into squares.
A peameal bacon sandwich reflects Southwestern Ontario roots: cured cornmeal-coated pork on a bun, popular as a hearty local breakfast or lunch.
Poutine is widely loved in Windsor, especially after nights out, with fries, cheese curds, and gravy served across diners, pubs, and takeaway spots.
Well-known Lebanese restaurant serving shawarma, grilled meats, salads, and fresh pita in a relaxed, family-friendly setting.
Iconic casual spot famous for classic Windsor-style pizza. Long-standing local favourite for takeout and informal dine-in.
Refined steakhouse by Caesars Windsor known for premium steaks, seafood, and polished service in an upscale dining room.
Moderate for Canada. Hotels and dining are usually a bit cheaper than Toronto; transit is limited, so visitors may spend more on taxis or driving.
Tip 15-20% at restaurants before or after tax, depending on the bill. Taxis usually get 10-15%. Cafes often have tip jars or card prompts, but small tips are optional.
Get destination-focused answers for the end of your trip, including what to do, when to go, practical entry details, and tips for making the most of your time in Windsor, ON.
Find answers to the most common questions about traveling from Winter Park, FL to Windsor, ON 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, ON, this guide helps you travel smarter and with confidence.

Most Winter Park, FL to Windsor, ON buses use the to Windsor, Chatham St W (Windsor Transit Terminal) station pair. Use this guide to compare Winter Park, FL and Windsor, ON bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
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