CHI - NAP

$284 Find Cheap Flights from Chicago to Naples - Compare and Save

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Everything you should know

Cheapest round-trip
$671
Typical prices: $757-$1,253
Turkish Airlines
Sun 10/7Sun 10/14
ORD - NAP • 1 stop
Cheapest non-stop
$877
Typical prices: $920-$1,383
Iberia
Sat 10/13Sat 10/20
ORD - NAP • Non-stop
Nonstop flights
You can fly direct with American Airlines. Average duration is 9h 30m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 16% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 69% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 23 weeks in advance save around 23% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 46% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $525 (round-trip)
Shortest trip • 12h 04m (one-way)
Insights
Insights
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Flight Deals

Cheap Flights from Chicago to Naples (CHI-NAP)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Naples

Wed, Dec 2 - Wed, Dec 16
Turkish Airlines Logo
8:15 pm - 6:35 pmORD  Chicago O'Hare Intl-NAP Naples
15h 20m1 stop Istanbul
Turkish Airlines Logo
7:35 pm - 10:00 amNAP  Naples-ORD Chicago O'Hare Intl
21h 25m1 stop Istanbul
$671Turkish Airlines
Wed, Oct 28 - Wed, Nov 4
Turkish Airlines Logo
9:15 pm - 6:35 pmORD  Chicago O'Hare Intl-NAP Naples
15h 20m1 stop Istanbul
Turkish Airlines Logo
7:35 pm - 11:00 amNAP  Naples-ORD Chicago O'Hare Intl
22h 25m1 stop Istanbul
$671Turkish Airlines
Sun, Oct 11 - Thu, Oct 22
Scandinavian Airlines Logo
7:15 pm - 6:45 pmORD  Chicago O'Hare Intl-NAP Naples
16h 30m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:35 pm - 4:10 pmNAP  Naples-ORD Chicago O'Hare Intl
27h 35m1 stop Kastrup Copenhagen
$680Scandinavian Airlines
Mon, Oct 5 - Tue, Oct 13
Scandinavian Airlines Logo
7:15 pm - 6:45 pmORD  Chicago O'Hare Intl-NAP Naples
16h 30m1 stop Kastrup Copenhagen
Scandinavian Airlines Logo
7:45 pm - 4:10 pmNAP  Naples-ORD Chicago O'Hare Intl
27h 25m1 stop Kastrup Copenhagen
$680Scandinavian Airlines
Sun, Dec 13 - Wed, Jan 13
Multiple Airlines Logo
5:10 pm - 4:30 pmORD  Chicago O'Hare Intl-NAP Naples
16h 20m1 stop London Heathrow
Multiple Airlines Logo
6:00 am - 2:55 pmNAP  Naples-ORD Chicago O'Hare Intl
15h 55m1 stop Madrid Barajas
$718Multiple Airlines
Sun, Dec 13 - Wed, Jan 13
Multiple Airlines Logo
5:10 pm - 4:30 pmORD  Chicago O'Hare Intl-NAP Naples
16h 20m1 stop London Heathrow
Multiple Airlines Logo
6:00 am - 2:55 pmNAP  Naples-ORD Chicago O'Hare Intl
15h 55m1 stop Madrid Barajas
$718Multiple Airlines
Sun, Dec 13 - Wed, Jan 13
Iberia Logo
2:31 pm - 10:30 pmORD  Chicago O'Hare Intl-NAP Naples
24h 59m2 stops New York John F Kennedy Intl Madrid Barajas
Iberia Logo
6:00 am - 4:49 pmNAP  Naples-ORD Chicago O'Hare Intl
41h 49m2 stops Madrid Barajas New York John F Kennedy Intl
$726Iberia
Sun, Dec 13 - Wed, Jan 13
Iberia Logo
2:31 pm - 10:30 pmORD  Chicago O'Hare Intl-NAP Naples
24h 59m2 stops New York John F Kennedy Intl Madrid Barajas
Iberia Logo
6:00 am - 4:49 pmNAP  Naples-ORD Chicago O'Hare Intl
41h 49m2 stops Madrid Barajas New York John F Kennedy Intl
$726Iberia
Sun, Dec 13 - Thu, Jan 14
British Airways Logo
5:10 pm - 4:30 pmORD  Chicago O'Hare Intl-NAP Naples
16h 20m1 stop London Heathrow
British Airways Logo
11:40 am - 1:45 pmNAP  Naples-ORD Chicago O'Hare Intl
33h 05m1 stop London Heathrow
$730British Airways
Sun, Dec 13 - Tue, Jan 12
British Airways Logo
5:10 pm - 4:30 pmORD  Chicago O'Hare Intl-NAP Naples
16h 20m1 stop London Heathrow
British Airways Logo
12:40 pm - 1:45 pmNAP  Naples-ORD Chicago O'Hare Intl
32h 05m1 stop London Heathrow
$730British Airways
Booking Insights

Price, demand and travel trends for Chicago to Naples flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago to Naples with more confidence.

How much is a round-trip flight from Chicago to Naples?

Round-trip flights from Chicago to Naples start at $671. Prices are below average for this route right now, with typical round-trip fares ranging from $757 to $1,253. The lowest price found in the past 5 days was $671 on Turkish Airlines.

What is the cheapest Chicago to Naples flight route?

Chicago Midway Airport (MDW) to Naples (NAP) is the cheapest Chicago to Naples route, averaging $735 round-trip. Other Chicago to Naples routes average $1,010, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Naples?

Sunday is the cheapest day of the week to fly from Chicago to Naples, it is 14% cheaper than the average day. Wednesday is the most expensive day with flight prices 20% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago to Naples?

  • February is the cheapest month to fly from Chicago to Naples at $549 round-trip.
  • June ($1,251) and July ($1,170) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 127% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to Naples the cheapest?

Flights from Chicago to Naples are cheapest 23 weeks before departure. Booking in this window typically costs about 23% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Key details for Chicago to Naples flights

Low season

January

Cheapest flight

$284
Best time to beat the crowds with an average 37% drop in price.
Most popular time to fly with an average 1% increase in price.
Flight from Chicago O'Hare Intl Airport to Naples

When to book flights from Chicago to Naples

Are your dates flexible? Find out the best times to travel from Chicago to Naples based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago to Naples flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Are there services for those people with reduced mobility at Naples International Airport?

    Naples International Airport is dedicated to giving the best experience to all passengers especially those with reduced mobility. The airport offers traffic lights with sound indications, paths and tactile maps for the visually impaired not forgetting platforms with accessed ramps. Passengers with reduced mobility should contact the airport 48 hours before their flight in case they need assistance and plan of taking advantage of the services to be provided.

  • Can I find nursing rooms at Chicago International Airport?

    Chicago International Airport has nursing rooms which is located in Terminal 3 Rotunda, next to the Yoga room and Urban Garden. The room has seats, sinks, an outlet, and paper towels.

  • Can I find a business center at Naples International Airport?

    Naples International Airport has multiple business centers which offer services. The Premier Executive Center located in North Naples, Florida. It offers conference rooms, money transfers, and currency exchange.

  • Where can I sleep at Chicago O’Hare International Airport?

    Should you need a place to rest before your flight, there is the Hilton Chicago O’Hare International Airport is located inside the airport and is directly across Terminals 1, 2 and 3 connected by underground walkways. The hotel offers delicacies and alcoholic and non-alcoholic drinks.

  • Which airlines offer extra legroom and free seat selection on Chicago to Naples flights?

    Among airlines operating Chicago to Naples flights:

    • American Airlines: offers extra legroom; offers free seat selection
    • Iberia: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago to Naples?

    Only American Airlines operates flights between Chicago and Naples.

  • Which airports can I use when flying from Chicago to Naples?

    Flights from Chicago to Naples may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Naples (NAP).

  • Which airlines include bags at no extra cost on Chicago to Naples flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Iberia: a cabin bag and a checked bag in Economy Class
    • British Airways: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago to Naples?

    Three cabin classes are available on flights from Chicago to Naples:

    • Economy Class
    • Premium Economy Class
    • Business Class

  • How much can I save by taking a layover when flying from Chicago to Naples?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $525 round-trip via Reykjavik Keflavik Intl (KEF), compared to $1,203 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Naples?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $85–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Chicago to Naples pass through?

    One-stop flights from Chicago to Naples most commonly connect through:

    • Istanbul (IST) - 39% of one-stop connections
    • Zurich (ZRH) - 17% of one-stop connections
    • Dublin (DUB) - 14% of one-stop connections
    • Rome Fiumicino (FCO) - 7% of one-stop connections

    Istanbul (IST) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago to Naples?

    On the Chicago to Naples route, being flexible with your departure day can save you up to 28%. Sunday is the cheapest day at $874 round-trip on average, while Wednesday is the most expensive at $1,213: a $339 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • At what point is a flight considered delayed from Chicago to Naples?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Naples route, 31% of flights were delayed in the past 3 months, with delays averaging 2 hours 41 minutes.

  • How are flight departures from Chicago to Naples spread across the day?

    Evening is the busiest departure period on Chicago to Naples flights, with 100% of flights leaving in that window. Morning departures account for 0%, afternoon flights for 0%, and night flights for 0%.

  • What popular places can I visit in Naples?

    Some of the most popular sights in Naples are Napoli Centrale Railway Station, Centro storico di Napoli and Piazza Bellini. These are among the most viewed places in Naples on KAYAK.

  • What are the earliest and latest flights from Chicago to Naples?

    These are the earliest and latest flight times available from Chicago to Naples:

    • Earliest: departs at 5:25 pm and lands at 2:55 am
    • Latest: departs at 5:35 pm and lands at 3:05 am.

    The flight takes about 9h 30m.

  • How expensive are last-minute Chicago to Naples flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 8% above the route average of $1,009. Book 23 weeks before departure for the lowest fares.

  • How long is a flight from Chicago to Naples?

    A nonstop flight from Chicago to Naples takes 9h 30m, covering 4,923 miles.

  • Do I need a passport to fly from Chicago to Naples?

    Yes, a valid passport is required for this international route. Many destinations require at least six months of validity beyond your travel dates. Check your passport expiry well before booking.

  • How are flight prices from Chicago to Naples looking right now?

    One-way fares from Chicago to Naples are currently lower than usual. Average one-way flight prices are about $337, which is 53% below the typical average for this route.

  • How does American Airlines’s on-time performance compare to other airlines on Chicago to Naples flights?

    American Airlines is the only airline operating Chicago to Naples flights. 69% of its flights are on time.

  • How do delay rates compare for morning and evening flights from Chicago to Naples?

    Afternoon flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from Chicago to Naples?

    Flying via Munich Franz Josef Strauss (MUC) gives the shortest average 1-stop total travel time at 12h 04m, compared with 12h 42m via Reykjavik Keflavik Intl (KEF) and 12h 50m via Zurich (ZRH).

  • What is the time difference between Chicago and Naples?

    Naples is 7 hours ahead of Chicago (Central European Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Naples Airport (NAP)?

    Naples Airport (NAP) hosts 5 major car rental companies, with daily rates starting from around $2 for economy cars. Top options include:
    · SURPRICE CAR RENTAL
    · Ace
    · Galdierirent
    · Felirent
    · Target Italy

  • How much should I expect to pay for a Chicago to Naples flight?

    Round-trip flights from Chicago to Naples range from $757 to $1,253, with an average of $1,009 over the past 12 months. Anything below $757 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago to Naples flights?

    Three airlines offer in-flight Wi-Fi on Chicago to Naples flights:

    • • American Airlines
    • • Iberia
    • • Finnair

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Chicago to Naples flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Sunday departure instead of Wednesday. On this route, Sunday flights average $874 - about $339 less than Wednesday (28% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 23 weeks before you fly. On this route, that window historically saves about 23% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Naples trip for February. Fares historically average $549 round-trip in that month - typically $702 less than the most expensive month, which is June (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Reykjavik Keflavik Intl Airport (KEF) can be cheaper than flying direct. The cheapest layover option averages $525 round-trip on this route - about $678 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Naples Airport.
    - Holiday Inn Naples By IHG
    - Luxor Hotel
    - Millennium Gold Hotel
  • Naples International Airport (NAP) offers two options that one can take from the airport to reach the city center. The options consist of a taxi and a bus. Though the taxi is more expensive than the bus it’s the fastest option since one can only use less than 15 minutes to arrive at the city center. One can also use the bus since it is the cheapest method and takes only 15 minutes for one to reach their destination.
  • Chicago offers a variety of parking lots that enable passengers to arrive at terminals in a few minutes. The airport has parking lots like Baymont by Wyndham O’Hare parking, La Quinta Inn Suites ORD Airport Parking and ORD Routes Airport Parking. The lots offer both short and long-term parking where the short-term packing facility is located adjacent to the domestic terminals. Long-term parking facilities are located at Economic Lots F and these lots offer free shuttle buses operating 24 hours a day.
  • If one is planning on extending their stay in Naples, renting a car would come in handy since it will be of help as one moves around. You can find a car rental at Surface Car Rental Capodichino Airport, which is 2 miles from the city center. One can rent a car from companies like Hertz, Budget, Dollar, and Thrifty are all set up to offer a wide range of cars.
  • Chicago O’Hare International Airport (ORD) has six animal relief areas where four are outdoor areas while the other two are inside the airport security. These animal relief areas are located at the Multi-Modal Facility and on the lower levels of Terminals 1, 2, and 3. The animal relief areas have chew toys, pet carriers, plastic bags, and dog treats. The area is covered in synthetic grass, small fire hydrants and a pop-up sprinkler system that cleans and gets rid of waste.
  • You can’t get bored during your flight since Turkish Airlines offers a wide range of options when it comes to entertainment. One can choose from a selection of TV shows, movies, games and music that keeps them entertained when onboard.

Prefer to fly direct from Chicago to Naples?

 
Find which airlines fly direct from Chicago to Naples Airport, which days they fly and book direct flights.

Direct departures

Chicago to Naples

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Naples to Chicago

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Everything you need to know for your flight from Chicago to Naples

Information on your arrival and departure airports