Chicago, IL to Naples, FL train

Thu, May 28
+ Add return
Regionale
Deutsche Bahn
iryo
Frecciarossa
ÖBB
2,000+ travel companies
Regionale
Deutsche Bahn
iryo
Frecciarossa
ÖBB
2,000+ travel companies
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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 $83. 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 $83, and a bus costs an average of $152.

Distance: 1135 miles (1827 km)

Compare flight with

Most popular
Flight
Bus
Driving

$175

Average price

Cheapest

$279

Average price

$258

Average price

(fuel + tolls)

5h 49m

Average total duration

Fastest

2h 49m

Onboard

+

3h 0m

Additional time*

41h 45m

Average total duration

41h 15m

Onboard

+

30m

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 $175 (€141).

This is compared to other travel options from Chicago, IL to Naples, FL:

A flight is $104 (€84) less than a bus for this route with tickets for a bus from Chicago, IL to Naples, FL costing on average $279 (€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.

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.

Thu
May 28
Fri
May 29
Sat
May 30
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May 31
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Jun 01
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Jun 02
Wed
Jun 03

Journey information

Overview: Train from Chicago, IL to Naples, FL

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Take a train from Chicago, IL to Naples, FL and enjoy the approximately 1135 miles (1827 km) long journey. Find schedules and pricing options for a convenient and affordable trip.

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 $83 (€67)
Distance
1135 miles (1827 km)
High Season
Jan - Mar
Low Season
Jul - Sep
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 $83 (€67)

FAQs: Trains from Chicago, IL to Naples, FL

Find answers to the most common questions about traveling from Chicago, IL to Naples, FL by train. 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 train, the cheapest option, or tips for making the most of your visit at Naples, FL, this guide helps you travel smarter and with confidence.

FAQs
The distance by train from Chicago, IL to Naples, FL is 1135 miles (1827 km).
Unfortunately, there is no night train available from Chicago, IL to Naples, FL.
The cheapest way to get from Chicago, IL to Naples, FL is by flight, with a cost of around $83 (€67).
The train journey from Chicago, IL to Naples, FL is not known for being particularly scenic, as it primarily traverses urban and suburban areas along with stretches of flat farmland and industrial sites. However, some travelers might appreciate the changing landscapes and glimpses of the countryside typical of the Midwest and Southeast regions.
In Naples, FL, explore Fifth Avenue South for upscale shopping and dining, visit the Naples Zoo at Caribbean Gardens for animal exhibits and botanical gardens, and relax at Delnor-Wiggins Pass State Park, a beautiful beach perfect for swimming and picnicking. Discover the charming old Florida atmosphere at Tin City, or enjoy cultural performances and exhibitions at Artis—Naples. Don't miss the historic Naples Pier for stunning Gulf views, Naples Botanical Garden's diverse plant collections, and The Baker Museum's contemporary art exhibits. For nature enthusiasts, Clam Pass Park offers a scenic beach experience, and Corkscrew Swamp Sanctuary provides a serene boardwalk through a cypress forest, ideal for birdwatching.
Spending 3 to 4 days in Naples, FL, allows for a good balance of beach time, exploring the local attractions such as the Naples Pier and botanical gardens, and enjoying the dining and shopping options in the area.
No, you cannot take the train 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.
Items not allowed on trains typically include hazardous materials such as explosives, flammable liquids, corrosive substances, and illegal drugs. Additionally, large or bulky items that may obstruct aisles or emergency exits, as well as pets without proper carriers, may be restricted. Specific prohibited items can vary by train operator and region, so please check the rules for your particular journey.
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.

More options for your journey from Chicago, IL to Naples, FL

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