Which layover airport offers the lowest fares from Chicago to Naples?

Flights via Zurich (ZRH) offer the lowest average round-trip price of $664.

Which airline has the best punctuality record on Chicago to Naples flights?

According to our data, American Airlines have had the least number of delays on this route over the last 12 months; with about 32% of their flights experiencing any sort of delay.

Which layover airport has the shortest travel time from Chicago to Naples?

Flights connecting via Dublin (DUB) have the shortest average one-way travel time: 11h 55m.

What day of the week experiences the fewest flight delays on this route?

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

What airlines fly to Naples?

American Airlines, Turkish Airlines and United Airlines are the top three most popular airlines that fly to Naples from Chicago according to our data. American Airlines is the first choice among our users, with 66% of people opting to fly with this airline when traveling to Naples. Keep in mind that there are 9 different airlines that fly to Naples on a routine basis, so you have a few additional options to choose from.

Which layover airport has the shortest connection time from Chicago to Naples?

Zurich (ZRH) has the shortest average layover time for this route: 1h 30m.

How often are flights from Chicago to Naples delayed?

Historically, on average around 32% of flights between Chicago and Naples have experienced a delay on any given week. The average delay length over the past 12 months has been 174 minutes.

Which airport is the most popular layover for flights between Chicago and Naples?

Istanbul (IST) was the most common stop: 41% of momondo users choosing 1-stop flights on this route connected there.

What is the cheapest airline that flies from Chicago to Naples?

Delta is the most popular carrier operating from Chicago to Naples

What is the most punctual flight time for Chicago to Naples flights?

Generally, flights departing in the evening tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

When did momondo last update prices for flights from Chicago to Naples Airport?

Prices for flights from Chicago to Naples Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago to Naples Airport?

As of December 2025, there are 9 operators available to choose from for flights from Chicago to Naples Airport.

How old do you have to be to fly from Chicago to Naples Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Naples Airport.

What documentation or ID do you need to fly to Naples Airport?

The required travel and health documents for your Naples Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Naples Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$252 Cheap Flights from Chicago to Naples in 2025/26

Q: What is the typical price of a round-trip flight between Chicago and Naples?

Prices are currently low for flights on this route. Typical prices usually range from $685 to $1,238. The lowest price recently found on this route was $501.

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Find the cheapest flights from Chicago to Naples

Round-trip

One-way

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Enter your travel dates to find the best prices.

6:00 pm - 11:40 am

ORD

NAP

34h 40m1 stop

12:30 pm - 4:00 pm

NAP

ORD

34h 30m1 stop

$501TAP AIR PORTUGAL

Sun, Apr 12 - Tue, Apr 21

11:25 am - 2:50 pm

ORD

NAP

20h 25m1 stop

9:25 am - 6:15 pm

NAP

ORD

15h 50m1 stop

$515Turkish Airlines

Thu, Apr 23 - Mon, May 4

6:50 pm - 2:10 pm

ORD

NAP

12h 20m1 stop

3:00 pm - 4:20 pm

NAP

ORD

32h 20m1 stop

$518SWISS

Sun, Jan 11 - Mon, Jan 26

8:20 pm - 6:25 pm

ORD

NAP

15h 05m1 stop

9:15 am - 6:25 pm

NAP

ORD

16h 10m1 stop

$519Turkish Airlines

Thu, Jan 29 - Mon, Feb 2

8:20 pm - 6:25 pm

ORD

NAP

15h 05m1 stop

7:25 pm - 6:25 pm

NAP

ORD

30h 00m1 stop

$522Turkish Airlines

Tue, Jan 20 - Thu, Feb 5

6:50 pm - 2:10 pm

ORD

NAP

12h 20m1 stop

3:00 pm - 12:45 pm

NAP

ORD

28h 45m1 stop

$528SWISS

Sun, Jan 11 - Mon, Jan 26

6:00 pm - 12:30 pm

ORD

NAP

11h 30m1 stop

3:00 pm - 12:45 pm

NAP

ORD

28h 45m1 stop

$535Multiple Airlines

Mon, Jan 19 - Mon, Jan 26

6:00 pm - 12:30 pm

ORD

NAP

11h 30m1 stop

6:15 pm - 12:45 pm

NAP

ORD

25h 30m2 stops

$537Lufthansa

Tue, Jan 20 - Thu, Feb 5

11:45 am - 10:45 am

MDW

NAP

16h 00m2 stops

6:15 am - 4:16 pm

NAP

MDW

17h 01m2 stops

$661KLM

Sat, Jan 24 - Sat, Jan 31

9:32 am - 11:30 am

MDW

NAP

18h 58m2 stops

1:15 pm - 5:29 pm

NAP

MDW

35h 14m2 stops

$733KLM

Sun, Jan 11 - Mon, Jan 26

KLM flights from Chicago to Naples

Our best KLM deals on Chicago to Naples flight tickets

KLM

Jan 24

MDW11:45 amChicago Midway

16h 00m

2 stops

NAP10:45 amNaples

Jan 31

NAP6:15 amNaples

17h 01m

2 stops

MDW4:16 pmChicago Midway

$661

Find similar

KLM

Jan 11

MDW9:32 amChicago Midway

18h 58m

2 stops

NAP11:30 amNaples

Jan 26

NAP1:15 pmNaples

35h 14m

2 stops

MDW5:29 pmChicago Midway

$733

Find similar

KLM

Jan 11

MDW1:28 pmChicago Midway

15h 02m

2 stops

NAP11:30 amNaples

Jan 26

NAP6:15 amNaples

18h 14m

2 stops

MDW5:29 pmChicago Midway

$737

Find similar

TAP AIR PORTUGAL flights from Chicago to Naples

Our best TAP AIR PORTUGAL deals on Chicago to Naples flight tickets

TAP AIR PORTUGAL

Apr 12

ORD6:00 pmChicago O'Hare Intl

34h 40m

1 stop

NAP11:40 amNaples

Apr 21

NAP12:30 pmNaples

34h 30m

1 stop

ORD4:00 pmChicago O'Hare Intl

$501

Find similar

TAP AIR PORTUGAL

Apr 4

ORD6:15 pmChicago O'Hare Intl

17h 05m

1 stop

NAP6:20 pmNaples

Apr 14

NAP12:30 pmNaples

34h 30m

1 stop

ORD4:00 pmChicago O'Hare Intl

$509

Find similar

TAP AIR PORTUGAL

Dec 14

ORD8:25 pmChicago O'Hare Intl

19h 15m

2 stops

NAP10:40 pmNaples

Dec 16

NAP2:45 pmNaples

31h 15m

2 stops

ORD3:00 pmChicago O'Hare Intl

$1,335

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 4/12

6:00 pm-11:40 am

1 stop34h 40m

Naples

Tue 4/21

12:30 pm-4:00 pm

1 stop34h 30m

$501

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 4/23

11:25 am-2:50 pm

1 stop20h 25m

Naples

Mon 5/4

9:25 am-6:15 pm

1 stop15h 50m

$515

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 1/11

6:50 pm-2:10 pm

1 stop12h 20m

Naples

Mon 1/26

3:00 pm-4:20 pm

1 stop32h 20m

$518

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 1/29

8:20 pm-6:25 pm

1 stop15h 05m

Naples

Mon 2/2

9:15 am-6:25 pm

1 stop16h 10m

$519

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Tue 1/20

8:20 pm-6:25 pm

1 stop15h 05m

Naples

Thu 2/5

7:25 pm-6:25 pm

1 stop30h 00m

$522

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 1/11

6:50 pm-2:10 pm

1 stop12h 20m

Naples

Mon 1/26

3:00 pm-12:45 pm

1 stop28h 45m

$528

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 1/19

6:00 pm-12:30 pm

1 stop11h 30m

Naples

Mon 1/26

3:00 pm-12:45 pm

1 stop28h 45m

$535

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Tue 1/20

6:00 pm-12:30 pm

1 stop11h 30m

Naples

Thu 2/5

6:15 pm-12:45 pm

2 stops25h 30m

$537

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sat 1/24

11:45 am-10:45 am

2 stops16h 00m

Naples

Sat 1/31

6:15 am-4:16 pm

2 stops17h 01m

$661

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 1/11

9:32 am-11:30 am

2 stops18h 58m

Naples

Mon 1/26

1:15 pm-5:29 pm

2 stops35h 14m

$733

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Naples

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Layovers

What is the typical price of a round-trip flight between Chicago and Naples?

What is the cheapest month to fly to Naples?

The cheapest month to fly to Naples from Chicago is in February. Flight prices, which tend to average around $550, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Naples from Chicago during January instead. Flights to Naples in January, while not as cheap as those in February, still average around $622.

What is the cheapest day to depart on your flight to Naples?

Our data shows that Tuesday is the least expensive day to fly to Naples. Tickets to fly out on this day can be as low as $1,002. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Naples for around $1,211.

What is the cheapest time of day to depart on your flight to Naples?

Our data shows that the cheapest Chicago to Naples flights are usually those with departure times in the morning. Our users have found flights to Naples in the morning for as low as $705. At noon is when there is more demand to fly to Naples, so prices are often more expensive at around $1,228 per ticket.

What is the cheapest Chicago to Naples flight route?

Fly from Chicago O'Hare Intl to Naples for the best Chicago - Naples flight prices

How far in advance should I book a flight to Naples?

You are more likely to see cheaper flights to Naples from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Naples for around $838 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Naples from Chicago for as low as $815 on momondo.

What cabin class options are available on Chicago to Naples flights?

There are 3 cabin classes available to choose from on Chicago to Naples flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Naples flights?

No. A direct flight is the cheapest option for a flight between Chicago to Naples.

When to book flights from Chicago to Naples

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Naples according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Naples (CHI to NAP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Naples

Best Price Found	$825
Fastest flight time	9h 20m
Direct flights	Every day
Airports in Naples	1 airport

The best flight deal from Chicago to Naples found on momondo in the last 72 hours is $825

The fastest flight from Chicago to Naples takes 9h 20m

Direct flights go from Chicago to Naples every day.

There is 1 airport in Naples. From Chicago there are direct flights to Naples (NAP).

Search flight deals

How far is Chicago to Naples by plane?
Naples is 4923.3 mi away from Chicago. A reasonable flight in good conditions will take 9h 20m.
When did momondo last update prices for flights from Chicago to Naples Airport?
Prices for flights from Chicago to Naples Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to Naples Airport?
As of December 2025, there are 9 operators available to choose from for flights from Chicago to Naples Airport.
How old do you have to be to fly from Chicago to Naples Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Naples Airport.
What documentation or ID do you need to fly to Naples Airport?
The required travel and health documents for your Naples Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Naples Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Naples?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Naples is Boeing 787-8 Dreamliner (86.84% of total bookings). The next most popular plane models are Boeing 787 Dreamliner (5.26%), Boeing 787-10 Dreamliner (1.32%), and Boeing 777 (1.32%).
What is the most popular airline from Chicago to Naples?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Naples is American Airlines (57% of total bookings). The next most popular airlines are Turkish Airlines (12%), United Airlines (7%), and Aer Lingus (7%).

Best airlines flying from Chicago to Naples

Compare and see reviews for airlines that fly from Chicago to Naples with momondo

Airline	Rating	Free Cancellation	Price
Scandinavian Airlines	PriceFrom $414	Free Cancellation	Rating 7.4 1,605 reviews	Search Scandinavian Airlines flights
United Airlines	PriceFrom $496	Free Cancellation	Rating 7.4 9,095 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom $530	Free Cancellation	Rating 7.3 4,089 reviews	Search Turkish Airlines flights
Lufthansa	PriceFrom $575	Free Cancellation	Rating 6.8 7,626 reviews	Search Lufthansa flights
SWISS	PriceFrom $602	Free Cancellation	Rating 7.5 1,810 reviews	Search SWISS flights
British Airways	PriceFrom $612	Free Cancellation	Rating 6.7 7,571 reviews	Search British Airways flights
American Airlines	PriceFrom $629	Free Cancellation	Rating 7.2 11,049 reviews	Search American Airlines flights
Aer Lingus	PriceFrom $634	Free Cancellation	Rating 7.2 1,392 reviews	Search Aer Lingus flights
ITA Airways	PriceFrom $713	Free Cancellation	Rating 6.7 1,100 reviews	Search ITA Airways flights

Amalfi

Positano

Capri

Sorrento

Praiano

Ravello

Ischia

Maiori

Procida

Sant'Agnello

Minori

Pompei

Atrani

Furore

Ercolano

Nola

Anacapri

Castellammare di Stabia

Vico Equense

Vietri sul Mare

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Naples?

Finding the right flight to Naples from Chicago is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Naples quick and easy, saving you time and money.

Can I find flights from Chicago to Naples with flexible booking policies on momondo?

Yes. All flights to Naples from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Naples?

momondo helps you find the best flight between Chicago and Naples by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Naples right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to Naples flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

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Cheap flights from Chicago to Naples from $252

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Naples departing on 1/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Our best KLM deals on Chicago to Naples flight tickets

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See travel insights to Naples from

How to get the cheapest flight ticket from Chicago to Naples

What is the typical price of a round-trip flight between Chicago and Naples?

What is the cheapest month to fly to Naples?

What is the cheapest day to depart on your flight to Naples?

Our data shows that Tuesday is the least expensive day to fly to Naples. Tickets to fly out on this day can be as low as $1,002. When flying out on a Friday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Naples for around $1,211.

What is the cheapest time of day to depart on your flight to Naples?

What is the cheapest Chicago to Naples flight route?

Fly from Chicago O'Hare Intl to Naples for the best Chicago - Naples flight prices

How far in advance should I book a flight to Naples?

What cabin class options are available on Chicago to Naples flights?

There are 3 cabin classes available to choose from on Chicago to Naples flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Naples flights?

No. A direct flight is the cheapest option for a flight between Chicago to Naples.

What is the cheapest airline that flies from Chicago to Naples?

Delta is the most popular carrier operating from Chicago to Naples

What airlines fly to Naples?

How often are flights from Chicago to Naples delayed?

Historically, on average around 32% of flights between Chicago and Naples have experienced a delay on any given week. The average delay length over the past 12 months has been 174 minutes.

What is the most punctual flight time for Chicago to Naples flights?

Generally, flights departing in the evening tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Naples flights?

According to our data, American Airlines have had the least number of delays on this route over the last 12 months; with about 32% of their flights experiencing any sort of delay.

Which airport is the most popular layover for flights between Chicago and Naples?

Istanbul (IST) was the most common stop: 41% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Naples?

Flights via Zurich (ZRH) offer the lowest average round-trip price of $664.

Which layover airport has the shortest travel time from Chicago to Naples?

Flights connecting via Dublin (DUB) have the shortest average one-way travel time: 11h 55m.

Which layover airport has the shortest connection time from Chicago to Naples?

Zurich (ZRH) has the shortest average layover time for this route: 1h 30m.

When to book flights from Chicago to Naples

Cheap Chicago to Naples (CHI to NAP) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Naples

Best Price Found

Fastest flight time

Direct flights

Airports in Naples

How far is Chicago to Naples by plane?

When did momondo last update prices for flights from Chicago to Naples Airport?

How many operators does momondo search for flights from Chicago to Naples Airport?

How old do you have to be to fly from Chicago to Naples Airport?

What documentation or ID do you need to fly to Naples Airport?

What is the most popular plane model from Chicago to Naples?

What is the most popular airline from Chicago to Naples?

Best airlines flying from Chicago to Naples

Compare and see reviews for airlines that fly from Chicago to Naples with momondo

Traveling to a place near Naples?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Naples?

Can I find flights from Chicago to Naples with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Naples?

I’m not ready to book a flight from Chicago to Naples right now. Can momondo alert me if prices change?

An easier way to manage your Naples trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.