Important: This destination may have COVID-19 travel restrictions in place, including specific restrictions for lodging. Check any national, local, and health advisories for this destination before you book.

Cheap Flight Deals From Naples (NAP) to Chicago (CHI) Starting at $295

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This Weekend's Flight Deals from Naples to Chicago

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Airfares from $295 One Way, $432 Round Trip from Naples to Chicago

Prices starting at $432 for return flights and $295 for one-way flights to Chicago were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

More About Flying To Chicago from Naples

Route Information for Flights from Naples to Chicago

Origin Airport IATA Code NAP
Destination Airport IATA Code CHI
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Flying from Naples to Chicago

Naples International Airport

Score deals when booking flights from Naples by using Orbitz.com. The city of Naples is served by Naples International Airport, which is four miles northeast of the city in the district of Capodichino. Over five million passengers pass through the airport each year. Aer Lingus, Air Berlin, Air France, Air Italy, Air Malta, Alitalia, Blue Air, British Airways, Brussels Airlines, and Lufthansa all operate at Naples International Airport.

Naples International Airport Parking

Naples International Airport offers short-term, mid-term, and long-term parking for travelers. Short-term parking is available for one euro per hour. Mid-term parking has a flat rate of 14 euros, while long-term parking has a flat rate of 69 euros per week. Travelers can book spaces online by visiting the Naples International Airport online.

Naples International Airport Transportation

Naples International Airport offers a variety of ground transportation services. Bus, taxis and rental cars are readily available at the airport. Taxis operate on fixed rates according to the total number of passengers. Expect to pay at least 30 euros per person when travelling from the city center to the airport. Bus Air, Bus CTP, Bus FBN and Anm Alibus are a few of the popular coach services offered to travelers.

Naples International Airport Restaurants

Naples International Airport offers a variety of high-quality and affordable dining options for travelers. Blue Bar offers fresh snacks and smoothies. A-Cafe is a popular snack bar located on the first floor. There are even a few shops that sell dairy products, such as mozzarella. Remember to plan and book your flights from Naples with Orbitz.com.

Airports in Chicago

Chicago O'Hare International Airport is located on West O'Hare, approximately 18 miles from downtown Chicago. It has hubs for every major airline that offers flights to Chicago, including American Airlines, British Airways and JetBlue. The Chicago Midway International Airport is located on South Cicero Avenue, approximately 12 miles from downtown Chicago. Seven airlines service Midway airport, including Air Tran, Delta and Southwest Airlines. Orbitz.com searches flights arriving at both airports so you get the best prices.

Transportation from the Airport

Both airports offer public transportation via Chicago's elevated train system. The tickets cost $2.25, or you can purchase an all-day pass for $5.75. Taxi services are also available from both airports. Cab fares to downtown Chicago range from $35 to $45. If you want to rent a car for the duration of your stay, Orbitz.com can reserve a vehicle for you. Both airports have onsite rental car facilities.

Weather in Chicago

Summer temperatures in Chicago range from 66 to 84 degrees Fahrenheit, and the temperatures during the winter months range from 18 to 35 degrees Fahrenheit. Chicago is prone to heavy snowfall during the winter months, so most vacationers travel to Chicago during the summer. However, if you use Orbitz.com and schedule your trip during the off-peak travel season, it's easy to find cheap flights to Chicago.

Highlights and Attractions

Orbitz.com not only helps you find cheap flights to Chicago, but can also help you purchase tickets to the Sears Tower or make reservations for guided city tours.

Flights from Naples to Chicago - Frequently Asked Questions

Am I able to catch a flight from Naples to Chicago now?

Check out the Covid-19 Travel Advisor for the most useful information on quarantine and travel restrictions when catching a flight from Naples to Chicago.

What is the shortest flight from Naples to Chicago?

Taking at least 11 hours, the trip from Naples Intl. Airport (NAP) to O'Hare Intl. Airport (ORD) is classified as a long-haul flight. Try to catch a few hours of sleep throughout the journey to help ward off jet lag.

If I am not able to travel due to COVID-19, can I cancel my flight to Chicago?

We get that traveling right now has its challenges, so it's good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Chicago have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you'll quickly see what options are available. Our Customer Service Portal is the place to go for more information.

Are there flights to Chicago with flexible change policies?

In most cases you'll have the option to reschedule your flight to Chicago without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the "no change fees" filter and book with confidence.

What is the cheapest day of the week to fly?

Consider flying out early in the week to save on your airfare. Orbitz data from 2020 shows that Monday is the cheapest day to depart, followed by Tuesday. Saturday showed the highest average ticket prices likely because many travelers prefer to start their vacation on a weekend.

What is the cheapest month to fly?

We won't keep you guessing, according to Orbitz data the cheapest month to fly is August. Perfect for those who need a weekend getaway, or just a break from it all before the weather changes. Be aware that the most expensive time to fly is the height of summer, with ticket prices peaking in the month of June.

How can I save money on flights?

To really save big on your next vacation, think outside the box. Select two different airlines or fare types for your return trip and you'll generally get a much better deal. Those who tried this on Orbitz in 2020 saved up to 45% on their airfares. Get mixing and matching today!

*According to flight demand on Orbitz.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.