- Must visit
The Baker Museum
Naples flagship art museum at Artis—Naples, known for modern and contemporary art exhibitions and a strong regional profile.
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The cheapest and fastest buses from Chicago, IL to Naples, FL
Showing times and prices for Jun 20
Cheapest price
$216
Average price
$231
Fastest journey
1 d 13 h 35 m
Average duration
1 d 14 h 58 m
Buses per day
2
Distance
1827 km
Cheap tickets
The best way to find a cheap bus ticket from Chicago, IL to Naples, FL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Naples, FL will cost around $231 if you buy it on the day, but the cheapest tickets can be found for only $216.
Fast buses
Of the 2 buses that leave Chicago, IL for Naples, FL on Sat, Jun 20, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Jun 20 the direct buses cover the 1827 km distance in an average of 1 d 14 h 58 m but if you time it right, some buses will get you there in just 1 d 13 h 35 m .
On Sat, Jun 20 the slowest buses will take 1 d 16 h 20 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.
11:00 PM40h20Chicago, IL3:20 PMNaples, FL$2161One-way0 transfers
4:10 AM37h35Chicago, IL5:45 PMNaples, FL$2451One-way0 transfers
- 4:10 AM37h35Chicago, IL5:45 PMNaples, FL$2451One-way0 transfers
- 11:00 PM40h20Chicago, IL3:20 PMNaples, FL$2161One-way0 transfers
Travel Information
Compare bus and flight for Chicago, IL to Naples, FL
Omio recommends booking the flight as it is the most popular option from Chicago, IL to Naples, FL among Omio's users. If you are prioritising price take the flight with prices starting from $82. For those with little time consider booking a flight which can get you there in 2h 49m. The ticket price range depends on the travel mode: a flight costs an average of $82, and a bus costs an average of $150.
Distance: 1135 miles (1827 km)
Compare bus with
| Bus | Most popular Flight | Driving |
|---|---|---|
$275 Average price | $172 Average price Cheapest | $254 Average price (fuel + tolls) |
41h 45m Average total duration 41h 15m Onboard + 30m Additional time* | 5h 49m Average total duration Fastest 2h 49m Onboard + 3h 0m Additional time* | 19h 44m Average total duration (door-to-door) |
Direct Options | Direct Options | Direct Options |
The cheapest way to travel from Chicago, IL to Naples, FL is a flight with an average price of $172 (€141).
This is compared to other travel options from Chicago, IL to Naples, FL:
A flight is $102 (€84) less than a bus for this route with tickets for a bus from Chicago, IL to Naples, FL costing on average $275 (€225).
The fastest way to travel from Chicago, IL to Naples, FL is by flight with an average journey time of 2h 49m.
Other travel options to Naples, FL take longer:
Bus takes on average 41h 15m.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Naples, FL including taking a bus and flight.
We recommend using the flight as it is the most popular way to get from Chicago, IL to Naples, FL among Omio's users.
Take the bus. On this route, it's both cheaper and quicker than driving.
You'll arrive about {timeSavings} sooner ({durationInMinutes} by bus vs {drivingDurationInMinutes} by car) and save roughly {savingsAmount} compared to fuel and tolls ({cheapestPrice} vs {drivingPriceInCents}). You also skip the drive itself — no traffic stress, no parking, and you can use the time to work, nap, or catch up on a series with the onboard Wi-Fi.
Direct coaches are operated by {directProviders}.
Driving is still worth considering if you're travelling with bulky luggage, need flexibility on departure times, or plan to stop along the way.
Chicago, IL to Naples, FL Bus Timetables
| Operator | Departure Time | Arrival Time | Duration | Departure days | Cheapest price |
|---|---|---|---|---|---|
Operator FlixBus | Departure Time 12:00AM | Arrival Time 04:20PM | Duration 40h20 | Departure days Tue | Cheapest price $270 |
Operator Greyhound | Departure Time 04:10AM | Arrival Time 05:45PM | Duration 37h35 | Departure days Tue, Sun | Cheapest price $225 |
Operator Greyhound | Departure Time 05:10AM | Arrival Time 06:45PM | Duration 37h35 | Departure days Mon | Cheapest price $284 |
Operator Greyhound | Departure Time 12:10PM | Arrival Time 12:20AM | Duration 36h10 | Departure days Wed, Thu | Cheapest price $295 |
Operator Greyhound | Departure Time 03:00PM | Arrival Time 03:20PM | Duration 48h20 | Departure days Thu | Cheapest price $150 |
Operator Greyhound | Departure Time 03:15PM | Arrival Time 03:20PM | Duration 48h05 | Departure days Thu | Cheapest price $288 |
Operator Greyhound | Departure Time 04:00PM | Arrival Time 04:20PM | Duration 48h20 | Departure days Mon, Thu | Cheapest price $360 |
Operator FlixBus | Departure Time 11:00PM | Arrival Time 03:20PM | Duration 40h20 | Departure days Mon, Sat | Cheapest price $178 |
Live departures
Chicago, IL to Naples, FL bus times
The table below shows live departures for Chicago, IL to Naples, FL buses for tomorrow, Saturday, June 20. You can also manually refresh the results below to see updated bus journeys.
Last updated at
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
| 4:10 AM Chicago, IL | 37h35 | 5:45 PM Naples, FL | 0 transfersDirect | |
This is the last bus of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets Chicago, IL to Naples, FL 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.
Sat
Jun 20
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Journey information
Overview: Bus from Chicago, IL to Naples, FL
USAUSA
Buses from Chicago, IL to Naples, FL run on average 5 times per day, taking around 41h 15m. Cheap bus tickets for this journey start at $150 (€123) but you can travel from only $82 (€67) by flight.
The earliest bus runs at 06:10, the last at 23:10. The fastest bus covers the 1135 miles (1827 km) distance in 36h 10m.
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
Flight from $82 (€67)
Distance 1135 miles (1827 km) |
Average bus duration 41h 15m |
Cheapest ticket price $150 (€123) |
Buses per day 5 |
Fastest bus 36h 10m |
First bus 6:10 AM |
Last bus 11:10 PM |
Cheapest Month Jan |
Cheapest Day Fri |
High Season Jan - Mar |
Low Season Jul - Sep |
Best time to book 3 days |
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
Flight from $82 (€67)
Complete guide to Naples
Things to do in Naples
Discover the best of Naples — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Naples trip today.
- Recommended
The Revs Institute
Specialized museum of automotive history with rare race and road cars. Visits are limited and typically require advance booking.
- Recommended
Collier Museum at Government Center
Regional history museum covering Southwest Florida heritage, pioneer life, and local development through engaging exhibits.
- Must visit
Fifth Avenue South
Naples' best-known downtown street for strolling, people-watching, events, and polished Old Florida atmosphere.
- Must visit
Third Street South
Elegant shopping and walking district with historic charm, landscaping, and one of the city's most photogenic streetscapes.
- Must visit
Naples Beach
Classic Gulf beach known for white sand, sunsets, and easy pairing with downtown walks and pier views.
Grouper Sandwich
A Gulf Coast classic of fresh local grouper, usually grilled, blackened, or fried on a bun. It is a signature casual seafood meal in Southwest Florida.
- Gluten-free
Stone Crab Claws
Seasonal Florida stone crab claws are served chilled with mustard sauce. They are prized for sweet, firm meat and are strongly associated with Florida coastal dining.
Conch Fritters
A longtime South Florida and Florida Keys favorite also common in Naples, these are fried batter balls with chopped conch and spices, often served with dipping sauce.
Bha! Bha! Persian Bistro
An established Naples restaurant serving Persian and Mediterranean dishes in a lively, colorful setting. It is especially popular for distinctive flavors and hospitality.
Truluck's Ocean's Finest Seafood & Crab
An elegant seafood and steak restaurant known for high-quality crab, fresh seafood, and refined service. It fits a fine-dining night out in Naples.
USS Nemo Restaurant
A well-known upscale casual spot recognized for creative seafood dishes and Asian-influenced flavors. It is one of Naples' established local favorites.
United States Dollar
Prices are high, especially in peak season. Hotels and dining cost more than in many U.S. beach towns.
Average meal costs
- Budget
- USD 12-20 for casual food or takeout.
- Mid-range
- USD 25-45 per person at a mid-range restaurant.
- Fine dining
- USD 70+ per person at upscale restaurants.
- Coffee
- USD 4-7 for coffee at a cafe.
Tipping culture
Tip 18-20% at restaurants. Tip USD 1-2 per drink at bars, round up taxis, and tip hotel staff and valets.
FAQs: Bus from Chicago, IL to Naples, FL
Find answers to the most common questions about traveling from Chicago, IL to Naples, FL 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 Naples, FL, this guide helps you travel smarter and with confidence.
Cheap bus tickets from Chicago, IL to Naples, FL can start from as little as $150 (€123) when you book in advance. The average bus ticket price for Chicago, IL to Naples, FL is $275 (€225) ; however, prices vary depending on the time of day and class and they tend to be more expensive on the day.
The average journey time by bus from Chicago, IL to Naples, FL is 36h 10m to travel the 1135 miles (1827 km) long journey. Journey times can vary on weekends and holidays, so use our Journey Planner to search for a specific date.
The earliest bus from Chicago, IL to Naples, FL leaves at 6:10 AM. Plan your trip with the Journey Planner from Omio.
The latest bus from Chicago, IL to Naples, FL leaves at 11:10 PM.
A trip to Naples, FL from Chicago, IL is worth doing but not as a day trip with a journey time of 36h 10m each way. Check with Omio app the best way to travel.
The cheapest month for a bus from Chicago, IL to Naples, FL is January.
It's helpful to compare your options as there are 2 ways to travel between Chicago, IL and Naples, FL including taking a bus and flight.
No, the bus from Chicago, IL to Naples, FL has no accessibility options.
No, there are no bathrooms on board the bus from Chicago, IL to Naples, FL.
Some of the most interesting sights to explore in Naples, FL are:
- Naples Pier, a historic pier offering stunning views of the Gulf of Mexico and popular for fishing and sunset watching
- Naples Botanical Garden, a 170-acre garden showcasing diverse plant collections and ecosystems
- The Baker Museum, a contemporary art museum featuring a wide range of exhibitions and cultural events
- Clam Pass Park, a scenic beach park with a boardwalk through a mangrove forest leading to a beautiful beach
- Corkscrew Swamp Sanctuary, a wildlife sanctuary with a boardwalk trail through a pristine cypress forest, ideal for birdwatching and nature walks.
The best things to do in Naples, FL include:
- Fifth Avenue South, a vibrant shopping and dining district with upscale boutiques and restaurants
- Naples Zoo at Caribbean Gardens, a zoo featuring animal exhibits, botanical gardens, and educational programs
- Delnor-Wiggins Pass State Park, a beautiful beach park perfect for swimming, sunbathing, and picnicking
- Tin City, a waterfront shopping and dining area with a charming, old Florida atmosphere
- Artis—Naples, a cultural complex offering performances, exhibitions, and educational programs.
No, bikes are not allowed on board the bus from Chicago, IL to Naples, FL.
Tickets are often cheaper when booked early. Traveling during off-peak hours or on weekdays can help you save money. Sort results by price to quickly identify the most affordable options. Check for promotions or discounts available on our website and app.
No, there is no food available to purchase on board the bus from Chicago, IL to Naples, FL.
No, luggage for the bus from Chicago, IL to Naples, FL needs to be booked in addition.
No, there are no additional luggage options for the bus from Chicago, IL to Naples, FL.
Unfortunately, pets are not allowed on the bus from Chicago, IL to Naples, FL.
No, there are no USB plugs on board the bus from Chicago, IL to Naples, FL.
No, there is no WiFi on board the bus from Chicago, IL to Naples, FL.
Since neither Chicago, IL nor Naples, FL are in the Schengen Area, passport requirements depend on the specific immigration rules of United States and United States. Entry and visa requirements can be subject to change. For the latest information, check with your destination's embassy or consulate.
We recommend using the flight as it is the most popular way to get from Chicago, IL to Naples, FL among Omio's users.
The currency used in the United States is the US Dollar (USD). For travelers, using cards is generally more convenient and widely accepted, especially credit and debit cards, while cash is useful for small purchases or places that do not accept cards.
In Naples, FL, travelers should be cautious of petty theft and pickpocketing, especially in crowded areas and popular beach spots. Common scams include overcharging by taxis or ride services and timeshare sales pressure tactics. It’s advisable to use authorized transportation and stay alert in busy tourist areas to avoid these issues.
Pack lightweight, versatile clothing suitable for the destination's climate, and use secure, lockable luggage to protect belongings. Keep essential items like travel documents, medication, and valuables in a carry-on bag for easy access. Use packing organizers or cubes to maximize space and maintain order. Lastly, include a small first aid kit and personal hygiene items for added comfort during travel.
popular bus stations
Popular bus stations from Chicago, IL to Naples, FL
Most Chicago, IL to Naples, FL buses use the Chicago, Greyhound Bus Station to station pair. Use this guide to compare Chicago, IL and Naples, FL bus stations on this route, check city-centre transport, alongside checking practicalities like bus station facilities and services.
Departure bus stations in Chicago
Arrival bus stations in Naples
Chicago, Greyhound Bus Station
City-centre transport
Getting to Chicago, Greyhound Bus Station from Chicago city centre
Bus7 · 8m · $4 · every ~6 min
Chicago, Union Station (Amtrak)
City-centre transport
Getting to Chicago, Union Station (Amtrak) from Chicago city centre
Bus28, 151 · 7m · $4 · every ~13 min
Most popular bus connections from Chicago, IL
More options for your journey from Chicago, IL to Naples, FL
Here are some other resources that might have the information you need
Most popular buses to and from Naples, FL and Chicago, IL
Most popular bus connections to Naples, FL
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