4.9
4.6The cheapest and fastest buses from Windsor, CT to Chicago, IL
Cheapest price
$191
Average price
$191
Fastest journey
1 d 11 h 41 m
Average duration
1 d 11 h 41 m
Buses per day
1
Distance
1241 km
The best way to find a cheap bus ticket from Windsor, CT to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Windsor, CT to Chicago, IL will cost around $191 if you buy it on the day, but the cheapest tickets can be found for only $191.
It's difficult to get from Windsor, CT to Chicago, IL without transferring at least 2 times.
6:29 PM35h41Windsor, CT6:10 AMChicago, IL$1911One-way2 transfers
- 6:29 PM35h41Windsor, CT6:10 AMChicago, IL$1911One-way2 transfers
Travel Information
Compare bus and train for Windsor, CT to Chicago, IL
Omio recommends booking the bus as it is the most popular option from Windsor, CT to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $248. For those with little time consider booking a train which can get you there in 21h 55m. The ticket price range depends on the travel mode: a bus costs an average of $248, and a train costs an average of $337.
Distance: 771 miles (1241 km)
Compare bus with
Most popular Bus | Train |
|---|---|
$287 Average price Cheapest | $372 Average price |
30h 48m Average total duration 30h 18m Onboard + 30m Additional time* | 22h 25m Average total duration Fastest 21h 55m Onboard + 30m Additional time* |
Direct Options | Direct Options |
This is compared to other travel options from Windsor, CT to Chicago, IL:
A bus is $85 (€68) less than a train for this route with tickets for a train from Windsor, CT to Chicago, IL costing on average $372 (€297).
Other travel options to Chicago, IL take longer:
Bus takes on average 30h 18m.
Live departures
Windsor, CT to Chicago, IL bus times
The table below shows live departures for Windsor, CT to Chicago, IL buses for tomorrow, Thursday, May 7. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 6:29 PM Windsor, CT | 35h41 | 6:10 AM Chicago, IL | 2 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Windsor, CT to Chicago, IL by bus or train
Compare bus and 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.
May 07
May 08
May 09
May 10
May 11
May 12
May 13
Journey information
Overview: Bus from Windsor, CT to Chicago, IL
USAUSA
Buses from Windsor, CT to Chicago, IL run on average 7 times per day, taking around 30h 18m. Cheap bus tickets for this journey start at $248 (€198) if you book in advance.
The earliest bus runs at 06:55, the last at 23:35. The fastest bus covers the 771 miles (1241 km) distance in 22h 21m.
Distance 771 miles (1241 km) |
Average bus duration 30h 18m |
Cheapest ticket price $248 (€198) |
Buses per day 7 |
Fastest bus 22h 21m |
First bus 6:55 AM |
Last bus 11:35 PM |
Cheapest Month Apr |
Cheapest Day Thu |
High Season Jan - Mar |
Low Season Apr - Jun |
Bus providers: CT Transit from Windsor, CT to Chicago, ILYou can travel by bus between Windsor, CT to Chicago, IL with CT Transit for as low as $248 (€198). When you search for schedules and tickets, Omio will show you the best journey
CT Transit
FAQs: Bus from Windsor, CT to Chicago, IL
Find answers to the most common questions about traveling from Windsor, CT to Chicago, IL 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 Chicago, IL, this guide helps you travel smarter and with confidence.
- Millennium Park, a public park known for its modern art installations and the iconic Cloud Gate sculpture
- Art Institute of Chicago, a renowned museum housing an extensive collection of art from around the world
- Navy Pier, a popular entertainment destination featuring rides, restaurants, and lakefront views
- Willis Tower Skydeck, an observation deck offering panoramic views of the city from one of the tallest buildings in the Western Hemisphere
- Field Museum, a natural history museum with vast exhibits including the famous T. rex skeleton, Sue.
- Museum of Science and Industry, an interactive museum featuring exhibits on science, technology, and industry
- Explore the vibrant neighborhoods of Chicago, such as Wicker Park and Lincoln Park, known for their unique shops and eateries
- Take a river cruise to see the city's iconic architecture from a different perspective
- Attend a live performance at the historic Chicago Theatre
- Enjoy a day at Lincoln Park Zoo, one of the oldest zoos in the U.S., offering free admission.
popular bus stations
Popular bus stations from Windsor, CT to Chicago, IL
Most popular bus connections from Windsor, CT
More options for your journey from Windsor, CT to Chicago, IL
Here are some other resources that might have the information you need
Most popular buses to and from Chicago, IL and Windsor, CT
The Omio App Makes Travel Planning Easy
We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.
