Travel Information
Compare bus and flight for Naples, FL to Chicago, IL
Omio recommends booking the flight as it is the most popular option from Naples, FL to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from $50. For those with little time consider booking a flight which can get you there in 3h 9m. The ticket price range depends on the travel mode: a flight costs an average of $50, and a bus costs an average of $195.
Distance: 1135 miles (1827 km)
Compare bus with
| Bus | Most popular Flight |
|---|---|
$195 Average price | $50 Average price Cheapest |
40h 40m Average total duration 40h 10m Onboard + 30m Additional time* | 6h 9m Average total duration Fastest 3h 9m Onboard + 3h 0m Additional time* |
Direct Options | Direct Options |
Compare prices and tickets Naples, FL to Chicago, IL by bus or flight
Compare bus 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 Naples, FL to Chicago, IL
Buses from Naples, FL to Chicago, IL run on average 5 times per day, taking around 40h 10m. Cheap bus tickets for this journey start at $195 (€158) but you can travel from only $50 (€40) by flight.
The earliest bus runs at 00:15, the last at 23:10. The fastest bus covers the 1135 miles (1827 km) distance in 40h 10m.
Distance 1135 miles (1827 km) |
Average bus duration 40h 10m |
Cheapest ticket price $195 (€158) |
Buses per day 5 |
Fastest bus 40h 10m |
First bus 00:15 |
Last bus 23:10 |
Cheapest month Jan |
Cheapest day Wed |
High season Jan - Mar |
Low season Jul - Sep |
Best day to book ahead 3 days |
FAQs: Bus from Naples, FL to Chicago, IL
Find answers to the most common questions about traveling from Naples, 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.

- 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 Naples, FL to Chicago, IL
Most popular bus connections from Naples, FL
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