4.9
4.6The cheapest and fastest buses from Winter Haven, FL to Chicago, IL
Cheapest price
$464
Average price
$518
Fastest journey
1 d 5 h 10 m
Average duration
1 d 5 h 45 m
Buses per day
2
Distance
1628 km
The best way to find a cheap bus ticket from Winter Haven, FL 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 Winter Haven, FL to Chicago, IL will cost around $518 if you buy it on the day, but the cheapest tickets can be found for only $464.
It's difficult to get from Winter Haven, FL to Chicago, IL without transferring at least 2 times.
Travel Information
Compare bus, train, and flight for Winter Haven, FL to Chicago, IL
Omio recommends booking the train as it is the most popular option from Winter Haven, FL to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from €43. For those with little time consider booking a flight which can get you there in 3h 5m. The ticket price range depends on the travel mode: a flight costs an average of €43, and a train costs an average of €207.
Distance: 1011 miles (1628 km)
Compare bus with
| Bus | Most popular Train | Flight |
|---|---|---|
€166 Average price | €222 Average price | €82 Average price Cheapest |
31h 7m Average total duration 30h 37m Onboard + 30m Additional time* | 43h 12m Average total duration 42h 42m Onboard + 30m Additional time* | 6h 5m Average total duration Fastest 3h 5m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options | Direct Options |
Live departures
Winter Haven, FL to Chicago, IL bus times
The table below shows live departures for Winter Haven, FL to Chicago, IL buses for tomorrow, Friday, November 7. You can also manually refresh the results below to see updated bus journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 8:35 AM Winter Haven, FL | 30h20 | 2:55 PM Chicago, IL | 2 transfers | |
| 3:15 PM Winter Haven, FL | 29h10 | 8:25 PM Chicago, IL | 3 transfers | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Winter Haven, FL to Chicago, IL by bus, train, or flight
Compare bus, train, 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.
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Journey information
Overview: Bus from Winter Haven, FL to Chicago, IL
USAUSA
Buses from Winter Haven, FL to Chicago, IL run on average 4 times per day, taking around 30h 37m. Cheap bus tickets for this journey start at $182 (€148) but you can travel from only $53 (€43) by flight.
The earliest bus runs at 06:10, the last at 23:15. The fastest bus covers the 1011 miles (1628 km) distance in 29h 55m.
Distance 1011 miles (1628 km) |
Average bus duration 30h 37m |
Cheapest ticket price $182 (€148) |
Buses per day 4 |
Fastest bus 29h 55m |
First bus 06:10 |
Last bus 23:15 |
Bus providers: Greyhound from Winter Haven, FL to Chicago, ILYou can travel by bus between Winter Haven, FL to Chicago, IL with Greyhound for as low as $53 (€43). When you search for schedules and tickets, Omio will show you the best journey
Greyhound
FAQs: Bus from Winter Haven, FL to Chicago, IL
Find answers to the most common questions about traveling from Winter Haven, FL 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.
- Greyhound
- Assistance
- Priority seating
- Wheelchair-accessible buses.
- 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.
- Greyhound
- You can cancel your ticket for a refund or exchange up to 24 hours before departure, for a cancellation fee applied.
To find the cheapest bus tickets for your trip from Winter Haven, FL to Chicago, IL, follow these tips:
Start your search now and compare ticket prices to find the best deal!
- Greyhound
- One carry-on bag up to 25 lbs (11 kg) and one checked bag up to 50 lbs (23 kg).
- Greyhound
- $15 per additional bag.
popular bus stations
Popular bus stations from Winter Haven, FL to Chicago, IL
Most popular bus connections from Winter Haven, FL
More options for your journey from Winter Haven, FL to Chicago, IL
Here are some other resources that might have the information you need
Most popular buses to and from Chicago, IL and Winter Haven, FL
Most popular bus connections to Chicago, IL
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