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

Flights connecting via Zurich (ZRH) have the shortest average one-way travel time: 11h 40m.

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 67% 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 24m.

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

Istanbul (IST) was the most common stop: 35% of momondo users choosing 1-stop flights on this route connected there.

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.

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 is the cheapest airline that flies from Chicago to Naples?

Delta and Air France are the most popular carriers operating from Chicago to Naples

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

Flights via Rome (FCO) offer the lowest average round-trip price of $713.

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 January 2026, 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.

$220 Cheap Flights from Chicago to Naples in 2026

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 $566 to $630. The lowest price recently found on this route was $381.

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Find the cheapest flights from Chicago to Naples

Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 pm - 6:25 pm

ORD

NAP

17h 25m

1 stop

7:15 pm - 4:00 pm

NAP

ORD

27h 45m

1 stop

$381TAP AIR PORTUGAL

Wed, Apr 8 - Thu, Apr 16

6:00 pm - 11:40 am

ORD

NAP

34h 40m

1 stop

7:15 pm - 4:00 pm

NAP

ORD

27h 45m

1 stop

$385TAP AIR PORTUGAL

Wed, Apr 8 - Thu, Apr 16

6:00 pm - 6:25 pm

ORD

NAP

17h 25m

1 stop

7:15 pm - 4:00 pm

NAP

ORD

27h 45m

1 stop

$398TAP AIR PORTUGAL

Wed, Apr 8 - Thu, Apr 16

6:00 pm - 6:25 pm

ORD

NAP

17h 25m

1 stop

12:30 pm - 4:00 pm

NAP

ORD

34h 30m

1 stop

$405TAP AIR PORTUGAL

Wed, Apr 8 - Tue, Apr 14

6:00 pm - 6:20 pm

ORD

NAP

17h 20m

1 stop

7:15 pm - 4:00 pm

NAP

ORD

27h 45m

1 stop

$407TAP AIR PORTUGAL

Fri, Apr 10 - Thu, Apr 16

7:15 pm - 3:05 pm

ORD

NAP

12h 50m

1 stop

7:35 pm - 4:10 pm

NAP

ORD

27h 35m

1 stop

$495Scandinavian Airlines

Sat, Apr 11 - Tue, Apr 14

1:10 pm - 9:35 am

MDW

NAP

14h 25m

2 stops

6:35 am - 5:54 pm

NAP

MDW

17h 19m

2 stops

$524KLM

Tue, Mar 10 - Tue, Mar 17

12:47 pm - 9:35 am

MDW

NAP

14h 48m

2 stops

6:35 am - 5:54 pm

NAP

MDW

17h 19m

2 stops

$554KLM

Tue, Mar 10 - Tue, Mar 17

9:34 am - 11:30 am

MDW

NAP

18h 56m

2 stops

6:15 am - 6:40 pm

NAP

MDW

18h 25m

2 stops

$558Delta

Sun, Feb 22 - Tue, Mar 10

6:20 pm - 9:15 pm

MDW

NAP

19h 55m

2 stops

6:15 am - 5:54 pm

NAP

MDW

17h 39m

2 stops

$653Delta

Sun, Mar 1 - Tue, Mar 17

Delta flights from Chicago to Naples

Our best Delta deals on Chicago to Naples flight tickets

Delta

Feb 22

ORD6:30 amChicago O'Hare Intl

22h 00m

2 stops

NAP11:30 amNaples

Mar 10

NAP6:15 amNaples

17h 45m

2 stops

ORD6:00 pmChicago O'Hare Intl

$558

Delta

Feb 15

MDW9:34 amChicago Midway

18h 56m

2 stops

NAP11:30 amNaples

Mar 3

NAP6:15 amNaples

18h 22m

2 stops

MDW5:37 pmChicago Midway

$731

Delta

Feb 2

ORD5:59 pmChicago O'Hare Intl

20h 16m

2 stops

NAP9:15 pmNaples

Feb 9

NAP6:15 amNaples

15h 55m

1 stop

ORD3:10 pmChicago O'Hare Intl

$799

Turkish Airlines flights from Chicago to Naples

Our best Turkish Airlines deals on Chicago to Naples flight tickets

Turkish Airlines

Apr 19

ORD8:10 pmChicago O'Hare Intl

29h 15m

1 stop

NAP8:25 amNaples

May 3

NAP8:45 pmNaples

19h 55m

1 stop

ORD9:40 amChicago O'Hare Intl

$520

Turkish Airlines

Feb 11

ORD8:20 pmChicago O'Hare Intl

15h 05m

1 stop

NAP6:25 pmNaples

Mar 25

NAP7:25 pmNaples

21h 40m

1 stop

ORD11:05 amChicago O'Hare Intl

$523

Turkish Airlines

Feb 22

ORD8:20 pmChicago O'Hare Intl

15h 05m

1 stop

NAP6:25 pmNaples

Mar 10

NAP9:15 amNaples

16h 10m

1 stop

ORD7:25 pmChicago O'Hare Intl

$525

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 4/8

6:00 pm-6:25 pm

1 stop17h 25m

Naples

Thu 4/16

7:15 pm-4:00 pm

1 stop27h 45m

$381

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 4/8

6:00 pm-11:40 am

1 stop34h 40m

Naples

Thu 4/16

7:15 pm-4:00 pm

1 stop27h 45m

$385

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 4/8

6:00 pm-6:25 pm

1 stop17h 25m

Naples

Thu 4/16

7:15 pm-4:00 pm

1 stop27h 45m

$398

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 4/8

6:00 pm-6:25 pm

1 stop17h 25m

Naples

Tue 4/14

12:30 pm-4:00 pm

1 stop34h 30m

$405

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Fri 4/10

6:00 pm-6:20 pm

1 stop17h 20m

Naples

Thu 4/16

7:15 pm-4:00 pm

1 stop27h 45m

$407

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sat 4/11

7:15 pm-3:05 pm

1 stop12h 50m

Naples

Tue 4/14

7:35 pm-4:10 pm

1 stop27h 35m

$495

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Tue 3/10

1:10 pm-9:35 am

2 stops14h 25m

Naples

Tue 3/17

6:35 am-5:54 pm

2 stops17h 19m

$524

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Tue 3/10

12:47 pm-9:35 am

2 stops14h 48m

Naples

Tue 3/17

6:35 am-5:54 pm

2 stops17h 19m

$554

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 2/22

9:34 am-11:30 am

2 stops18h 56m

Naples

Tue 3/10

6:15 am-6:40 pm

2 stops18h 25m

$558

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 3/1

6:20 pm-9:15 pm

2 stops19h 55m

Naples

Tue 3/17

6:15 am-5:54 pm

2 stops17h 39m

$653

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 $540, 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 $957. 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 $1,216.

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 afternoon. Our users have found flights to Naples in the afternoon for as low as $1,015. In the evening is when there is more demand to fly to Naples, so prices are often more expensive at around $1,058 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 $832 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 $819 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?

You could potentially save up to 24% on your flight if you consider stops on a Chicago to Naples flight.

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	$685
Fastest flight time	9h 35m
Direct flights	Every day
Airports in Naples	1 airport

The best one-way flight to Naples from Chicago in the past 72 hours is $685. The best round-trip flight deal from Chicago to Naples found on momondo in the last 72 hours is $827.

The fastest flight from Chicago to Naples takes 9h 35m

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 35m.
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 January 2026, 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 (56.68% of total bookings). The next most popular plane models are Boeing 787 Dreamliner (40.11%), Boeing 787-10 Dreamliner (0.53%), and Boeing 777 (0.53%).
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 (11%), United Airlines (6%), and Aer Lingus (5%).

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 7.3 1,669 reviews	Search Scandinavian Airlines flights
United Airlines	PriceFrom $496	Free Cancellation	Rating 7.4 9,203 reviews	Search United Airlines flights
Turkish Airlines	PriceFrom $526	Free Cancellation	Rating 7.3 4,207 reviews	Search Turkish Airlines flights
British Airways	PriceFrom $543	Free Cancellation	Rating 6.7 7,702 reviews	Search British Airways flights
Lufthansa	PriceFrom $575	Free Cancellation	Rating 6.8 7,747 reviews	Search Lufthansa flights
SWISS	PriceFrom $602	Free Cancellation	Rating 7.6 1,861 reviews	Search SWISS flights
American Airlines	PriceFrom $628	Free Cancellation	Rating 7.2 11,195 reviews	Search American Airlines flights
Aer Lingus	PriceFrom $634	Free Cancellation	Rating 7.2 1,442 reviews	Search Aer Lingus flights
ITA Airways	PriceFrom $713	Free Cancellation	Rating 6.7 1,131 reviews	Search ITA Airways flights

Amalfi

Positano

Capri

Sorrento

Praiano

Ravello

Ischia

Maiori

Sant'Agnello

Pompei

Procida

Atrani

Furore

Minori

Anacapri

Ercolano

Vietri sul Mare

Nola

Vico Equense

Conca Dei Marini

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.

An easier way to manage your Naples trip

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Cheap flights from Chicago to Naples from $220

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 2/23. 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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Find the cheapest flights from Chicago to Naples

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Delta flights from Chicago to Naples

Our best Delta deals on Chicago to Naples flight tickets

Turkish Airlines flights from Chicago to Naples

Our best Turkish Airlines deals on Chicago to Naples flight tickets

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Use the filters below to find and compare flights from Chicago to Naples that are best for you.

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 $957. 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 $1,216.

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?

You could potentially save up to 24% on your flight if you consider stops on a Chicago to Naples flight.

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

Delta and Air France are the most popular carriers 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: 35% 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 Rome (FCO) offer the lowest average round-trip price of $713.

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

Flights connecting via Zurich (ZRH) have the shortest average one-way travel time: 11h 40m.

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

Zurich (ZRH) has the shortest average layover time for this route: 1h 24m.

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.