Chicago, IL, USA to Naples, FL, USA from $93: 11 ways by bus, train, flight or car

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How to Get from Chicago to Naples: Cheapest, Fastest and Best Way

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$93 by busBest price

2149 kmDistance

21h 51m Fastest

Compare Train, Bus, Flight, and Driving Options

Get detailed, step-by-step directions below for your trip from Chicago to Naples with 1Map travel planner. Easily compare ticket prices, explore various transport options, and find the best routes for a seamless and cost-effective travel experience.

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Chicago - Naples operators

Explore transport companies operating between Chicago and Naples, with prices starting at . These companies offer competitive pricing, flexible schedules, and comfortable travel experiences.

Plane

Website

southwest.com

Plane from Chicago Midway (MDW) to Ft. Myers (RSW)

Average Duration

2h 49m

Estimated price

$180-930

Plane from Chicago Midway (MDW) to Ft. Myers (RSW) via Nashville

Average Duration

4h 53m

Estimated price

$180-930

Plane from Chicago Midway (MDW) to Ft. Myers (RSW) via Atlanta

Average Duration

Estimated price

$180-930

Plane from Chicago Midway (MDW) to Ft. Myers (RSW) via Columbus

Average Duration

5h 50m

Estimated price

$180-930

Website

delta.com

Plane from Chicago Midway (MDW) to Ft. Myers (RSW) via Atlanta

Average Duration

5h 12m

Estimated price

$937-935

Plane from Chicago O'Hare (ORD) to Ft. Myers (RSW) via Atlanta

Average Duration

4h 36m

Estimated price

$1531-1533

Website

united.com

Plane from Chicago O'Hare (ORD) to Ft. Myers (RSW)

Average Duration

3h 2m

Estimated price

$240-1537

Bus

Website

palmlandlines.com

Bus from Chicago IL to West Palm Beach FL

Average Duration

27h 20m

Estimated price

$1778-7107

Contact phone

+1 214-849-8100

Website

greyhound.com

Bus from Chicago Bus Station to Atlanta Bus Station

Average Duration

16h 10m

Estimated price

$1778-160

Bus from West Palm Beach Bus Station to Fort Myers Bus Stop

Average Duration

Estimated price

$7100-7108

Bus from Sarasota Cattlemen Transfer Center to Fort Myers Bus Stop

Average Duration

1h 15m

Estimated price

$2407-1772

Bus from Atlanta Bus Station to Orlando

Average Duration

Estimated price

$17775-2403

Bus from Chicago Bus Station to West Palm Beach FL

Average Duration

27h 20m

Estimated price

$1778-7107

Train

Contact phone

+1 800-872-7245

Website

amtrak.com

Train from Chicago Union Station to Washington Union Station

Average Duration

17h 25m

Estimated price

$17770-240

Train from Chicago Union Station to Milwaukee

Average Duration

1h 29m

Estimated price

$1777-1778

all-pages.other Show other routes

Contact phone

+1-239-878-3281

Other from Fort Myers, FL to Naples

Average Duration

47m

Estimated price

$2400-2403

Chicago to Naples: Overview of Bus, Train, Flight, and Car Trips

Traveling between Chicago and Naples offers a variety of convenient options to suit your preferences, schedule, and budget. Whether you prioritize affordability, speed, or comfort, you’re sure to find the perfect way to travel without compromising on quality or convenience.

🚗 Embark on an exciting road trip from the vibrant city of Chicago all the way to the sunny shores of Naples covering a distance of 1336 miles. Enjoy the diverse scenery and the freedom of the open road during the approximately 21 hours and 51 minutes journey. 💸 The cost of driving from Chicago to Naples ranges between $240 to $350, offering flexibility for different budgets. Plan your trip wisely to optimize your expenses and maybe even splurge on some local delicacies along the way.

Average price

$240 - $350

🛫 Experience a smooth and efficient journey from Chicago to Naples by taking a quick 2 hour and 45-minute direct flight from Chicago Midway Airport to Ft. Myers Airport. Delta and Southwest Airlines are the two main carriers providing this convenient route.

Departure Point

Chicago Midway Airport

Arrival Point

Ft. Myers Airport

🚌 Despite there being no direct bus from Chicago to Naples, passengers can embark on a scenic journey that spans approximately 36 hours and 32 minutes with transfers along the way. Services depart from Chicago IL and arrive at US 41 and 3rd Ave S in Naples 💸 The cost of a bus ticket between Naples and Chicago ranges from $93 to $153, making it a cost-effective option for travelers seeking a long-distance journey by road. Despite the duration and transfers, the route offers a unique perspective of the diverse landscapes as you make your way from the bustling city of Chicago to the sunny shores of Naples.

Departure Point

Chicago IL station

Arrival Point

Fort Myers Bus Stop station

Frequently asked questions

Find out more about the route from Chicago to Naples.

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The distance between Chicago and Naples is approximately 1839.5 km by air and 2149.3 km by road. The typical travel time by air and driving is about 6 hours and 5 minutes. However, if you choose to drive, it would take around 21 hours and 51 minutes to reach Chicago from Naples. By bus, the travel time can be much longer, estimated at 36 hours and 36 minutes.

The most cost-effective option for traveling from Chicago to Naples is by taking a bus. This option is also time-efficient, with a travel time of around 36 hours and 36 minutes. However, if time is a priority, the fastest option would be to fly from Chicago to Sarasota/Bradenton and then drive to Naples, with a travel time of 6 hours and 5 minutes. This option is more expensive, with fares ranging from $160 to $700.

The prices of a bus ticket from Chicago to Naples vary between $93 and $153.

To get from Chicago to Naples without using public transportation, you can drive the approximately 2150.1 km distance. It usually takes around 21 hours and 51 minutes to complete the drive. The cost of the trip can vary between $240 to $350, depending on factors such as gas prices and vehicle efficiency.

The best way to travel from Chicago to Naples without a car is by taking a bus. The journey takes approximately 36 hours and 36 minutes and the ticket prices range from $90 to $160.

There is no direct link between Chicago and Naples. However, there are bus services available with transfers. The journey takes about 36 hours and 36 minutes, including transfers. The buses depart from Chicago IL station and arrive at Fort Myers Bus Stop.

The flight duration from Chicago Midway Airport to Sarasota/Bradenton Airport is typically 2 hours and 30 minutes. However, it's important to note that this is just the flight time and does not include any additional travel time to and from the airports. As for the cost, it varies depending on factors such as the time of booking, airline, and availability. On average, a roundtrip ticket can range from $200 to $400, but prices can be higher or lower depending on these factors.

There are numerous accommodation options near Naples. With over 1024 hotels to choose from, travelers have a wide range of choices. Prices start at $84 per night, catering to various budgets.