4.9
4.6Journey information
Overview: Chicago, IL to Naples, FL flight
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Flights from Chicago, IL to Naples, FL depart on average 45 times per day, taking around 2h 49m. Cheap flight tickets for this journey start at $33 (€27) if you book in advance.
There are 7 flights per day. The earliest flight runs at 05:00, the last at 22:05. The fastest flight covers the 1135 miles (1827 km) distance in 2h 48m. January is the cheapest month to fly.
Distance 1135 miles (1827 km) |
Average flight duration 2h 49m |
Cheapest ticket price $33 (€27) |
Flights per day 45 |
Direct flights 7 |
Fastest flight 2h 48m |
Cheapest month January |
First flight 05:00 |
Last flight 22:05 |
The cheapest and fastest flights from Chicago, IL to Naples, FL
Cheapest price
$459
Average price
$459
Fastest journey
3 h 5 m
Average duration
3 h 5 m
Flights per day
1
Distance
1827 km
The best way to find a cheap flight 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 $459 if you buy it on the day, but the cheapest tickets can be found for only $459.
Of the 1 flights that leave Chicago, IL for Naples, FL onSun, Mar 22, 1 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, Mar 22 the direct flights cover the 1827 km distance in an average of 3 h 5 m but if you time it right, some flights will get you there in just 3 h 5 m .
On Sun, Mar 22 the longest flights will take 3 h 5 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.
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 $33. 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 $33, and a bus costs an average of $168.
Distance: 1135 miles (1827 km)
Compare flight with
Most popular Flight | Bus |
|---|---|
$215 Average price Cheapest | $305 Average price |
5h 49m Average total duration Fastest 2h 49m Onboard + 3h 0m Additional time* | 37h 59m Average total duration 37h 29m Onboard + 30m Additional time* |
Direct Options | Direct Options |
Live departures
Chicago, IL to Naples, FL flight times
The table below shows live departures for Chicago, IL to Naples, FL flights for today, Saturday, March 21. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
 | 3:40 PM Chicago, IL | 7h20 | 11:00 PM Naples, FL | 0 transfersDirect | |
 | 4:13 PM Chicago, IL | 2h50 | 7:03 PM Naples, FL | 0 transfersDirect | |
| 6:29 PM Chicago, IL | 2h48 | 9:17 PM Naples, FL | 0 transfersDirect | |
 | 11:52 PM Chicago, IL | 3h03 | 2:55 AM Naples, FL | 0 transfersDirect | |
This is the last flight 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.
Mar 22
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Mar 28
Why should you book Chicago, IL to Naples, FL flights with Omio?
Why book with Omio vs American Airlines?
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare American Airlines with all available travel options, which are bus and flight to ensure you get the best deal for traveling from Chicago, IL to Naples, FL.
Why book with Omio over Trip, Edreams or Skyscanner?
- Multiple modes of transport: Omio allows you to compare travel options including bus and flight to find the ideal travel option from Chicago, IL to Naples, FL.
Airlines: American Airlines from Chicago, IL to Naples, FLFind the best flights between Chicago, IL to Naples, FL with Omio's travel partners American Airlines from $33 (€27). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
American Airlines
FAQs: Chicago, IL to Naples, FL Flight
Find answers to the most common questions about traveling from Chicago, IL to Naples, FL by flight. 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 flight, the cheapest option, or tips for making the most of your visit at Naples, FL, this guide helps you travel smarter and with confidence.
- Naples Winter Wine Festival, a premier charity wine auction featuring renowned vintners and gourmet dining experiences
- Naples Artcrafters Fine Art & Craft Show, an annual showcase of local artists and crafters displaying their unique creations
- Naples Seafood Festival, a vibrant celebration of fresh seafood with live music, cooking demonstrations, and family-friendly activities.
- Memorial Day, the unofficial start of summer with vibrant local events and warm weather
- Independence Day, festive fireworks and lively celebrations throughout the city
- Labor Day, a great time to enjoy the beach and local festivities as summer winds down.
popular airports
Popular airports from Chicago, IL to Naples, FL
Wifi
Shopping
Parking
Dining
ATM
Taxis
Accessibility
WC
Hotel
Shower
Lounge
Lost and Found Office
Car Rental
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
WifiShoppingParkingDiningATMTaxisAccessibilityWCHotelLoungeLost and Found OfficeCar Rental- Free Wi-Fi available throughout the airport.
- Shops are available in all concourses, including Hudson News and Chicago Market.
- Parking available, short-term and long-term, approximately 2€ per hour.
- Restaurants are available, including locations like Concourse A and B with options like Harry Caray's and Potbelly Sandwich Shop.
- Available outside the terminal.
- Ramps, toilets
- Available throughout all concourses and terminals.
- Hotels are available within walking distance, such as the Hyatt Place Chicago Midway Airport.
- Lounges available, including the USO Lounge for military personnel.
- Lost and Found located in the main terminal, near baggage claim.
- Car rental services are available on-site, with companies like Avis, Budget, and Hertz.
- CTA Orange Line, Midway station, 13 km
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 flights to and from Naples, FL and Chicago, IL
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