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.

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

Flights via Madrid (MAD) offer the lowest average round-trip price of $609.

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 is the cheapest airline that flies from Chicago to Naples?

Delta is the most popular carrier operating from Chicago to Naples

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.

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.

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 65% 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.

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

Istanbul (IST) was the most common stop: 48% of momondo users choosing 1-stop flights on this route connected there.

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.

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 November 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.

$214 Cheap Flights from Chicago to Naples in 2025/26

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3:34 pm - 11:50 amORD-NAP

14h 16m2 stops

2:35 pm - 11:55 amNAP-ORD

28h 20m1 stop

$440American Airlines

Find Deal

Mon, Mar 16 - Mon, Mar 30

6:40 pm - 2:10 pmORD-NAP

13h 30m1 stop

2:35 pm - 11:55 amNAP-ORD

28h 20m1 stop

$453American Airlines

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Mon, Mar 16 - Mon, Mar 30

7:15 pm - 6:45 pmORD-NAP

16h 30m1 stop

7:35 pm - 4:10 pmNAP-ORD

27h 35m1 stop

$466Scandinavian Airlines

Find Deal

Wed, Apr 15 - Thu, Apr 23

5:10 pm - 3:35 pmORD-NAP

15h 25m1 stop

1:55 pm - 1:50 pmNAP-ORD

30h 55m1 stop

$469British Airways

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Thu, Jan 15 - Mon, Jan 19

7:15 pm - 6:45 pmORD-NAP

16h 30m1 stop

7:35 pm - 4:10 pmNAP-ORD

27h 35m1 stop

$476Scandinavian Airlines

Find Deal

Wed, Apr 15 - Thu, Apr 23

6:00 pm - 12:30 pmORD-NAP

11h 30m1 stop

3:10 pm - 1:10 pmNAP-ORD

29h 00m2 stops

$477Lufthansa

Find Deal

Sun, Jan 18 - Tue, Feb 3

7:20 pm - 7:05 pmORD-NAP

16h 45m1 stop

6:30 pm - 5:45 pmNAP-ORD

29h 15m1 stop

$480Scandinavian Airlines

Find Deal

Sat, Mar 7 - Sat, Mar 14

11:44 am - 3:35 pmORD-NAP

20h 51m2 stops

12:40 pm - 5:44 pmNAP-ORD

36h 04m2 stops

$489British Airways

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Thu, Jan 8 - Thu, Jan 15

1:28 pm - 11:30 amMDW-NAP

15h 02m2 stops

6:15 am - 5:55 pmNAP-MDW

18h 40m2 stops

$546KLM

Find Deal

Sun, Jan 18 - Tue, Feb 3

1:26 pm - 11:30 amMDW-NAP

15h 04m2 stops

10:25 am - 5:37 pmNAP-MDW

38h 12m2 stops

$752KLM

Find Deal

Wed, Feb 11 - Sun, Feb 15

American Airlines flights from Chicago to Naples

Our best American Airlines deals on Chicago to Naples flight tickets

American Airlines

Mar 16

ORD3:34 pmChicago O'Hare Intl

14h 16m

2 stops

NAP11:50 amNaples

Mar 30

NAP2:35 pmNaples

28h 20m

1 stop

ORD11:55 amChicago O'Hare Intl

$440

Find similar

American Airlines

Mar 16

ORD6:40 pmChicago O'Hare Intl

13h 30m

1 stop

NAP2:10 pmNaples

Mar 30

NAP2:35 pmNaples

28h 20m

1 stop

ORD11:55 amChicago O'Hare Intl

$453

Find similar

American Airlines

Jan 8

ORD6:25 pmChicago O'Hare Intl

14h 10m

1 stop

NAP3:35 pmNaples

Jan 15

NAP6:20 amNaples

15h 35m

1 stop

ORD2:55 pmChicago O'Hare Intl

$481

Find similar

British Airways flights from Chicago to Naples

Our best British Airways deals on Chicago to Naples flight tickets

British Airways

Jan 15

ORD5:10 pmChicago O'Hare Intl

15h 25m

1 stop

NAP3:35 pmNaples

Jan 19

NAP1:55 pmNaples

30h 55m

1 stop

ORD1:50 pmChicago O'Hare Intl

$469

Find similar

British Airways

Jan 8

ORD11:44 amChicago O'Hare Intl

20h 51m

2 stops

NAP3:35 pmNaples

Jan 15

NAP12:40 pmNaples

36h 04m

2 stops

ORD5:44 pmChicago O'Hare Intl

$489

Find similar

British Airways

Jan 15

ORD4:14 pmChicago O'Hare Intl

16h 21m

2 stops

NAP3:35 pmNaples

Jan 19

NAP1:55 pmNaples

30h 55m

1 stop

ORD1:50 pmChicago O'Hare Intl

$490

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 3/16

3:34 pm-11:50 am

2 stops14h 16m

Naples

Mon 3/30

2:35 pm-11:55 am

1 stop28h 20m

$440

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mon 3/16

6:40 pm-2:10 pm

1 stop13h 30m

Naples

Mon 3/30

2:35 pm-11:55 am

1 stop28h 20m

$453

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 4/15

7:15 pm-6:45 pm

1 stop16h 30m

Naples

Thu 4/23

7:35 pm-4:10 pm

1 stop27h 35m

$466

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 1/15

5:10 pm-3:35 pm

1 stop15h 25m

Naples

Mon 1/19

1:55 pm-1:50 pm

1 stop30h 55m

$469

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Wed 4/15

7:15 pm-6:45 pm

1 stop16h 30m

Naples

Thu 4/23

7:35 pm-4:10 pm

1 stop27h 35m

$476

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sun 1/18

6:00 pm-12:30 pm

1 stop11h 30m

Naples

Tue 2/3

3:10 pm-1:10 pm

2 stops29h 00m

$477

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Sat 3/7

7:20 pm-7:05 pm

1 stop16h 45m

Naples

Sat 3/14

6:30 pm-5:45 pm

1 stop29h 15m

$480

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Thu 1/8

11:44 am-3:35 pm

2 stops20h 51m

Naples

Thu 1/15

12:40 pm-5:44 pm

2 stops36h 04m

$489

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 1/18

1:28 pm-11:30 am

2 stops15h 02m

Naples

Tue 2/3

6:15 am-5:55 pm

2 stops18h 40m

$546

ChicagoNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 2/11

1:26 pm-11:30 am

2 stops15h 04m

Naples

Sun 2/15

10:25 am-5:37 pm

2 stops38h 12m

$752

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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 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 Monday 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 $1,215.

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 $839 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 $789 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	$816
Fastest flight time	9h 20m
Direct flights	Mon, Tue, Thu, Fri, Sat and Sun
Airports in Naples	1 airport

The best flight deal from Chicago to Naples found on momondo in the last 72 hours is $816

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

Direct flights go from Chicago to Naples on Monday, Tuesday, Thursday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.

There is 1 airport near Naples: 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 11h 30m.
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 November 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 (87.18% of total bookings). The next most popular plane models are Boeing 787 Dreamliner (5.13%), Boeing 787-10 Dreamliner (1.28%), and Boeing 777 (1.28%).
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 (13%), Aer Lingus (6%), and United Airlines (6%).

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 1,589 reviews	Search Scandinavian Airlines flights
United Airlines	PriceFrom $496	Free Cancellation	Rating 7.4 9,050 reviews	Search United Airlines flights
British Airways	PriceFrom $497	Free Cancellation	Rating 6.7 7,539 reviews	Search British Airways flights
Turkish Airlines	PriceFrom $524	Free Cancellation	Rating 7.3 4,063 reviews	Search Turkish Airlines flights
Lufthansa	PriceFrom $575	Free Cancellation	Rating 6.8 7,594 reviews	Search Lufthansa flights
SWISS	PriceFrom $602	Free Cancellation	Rating 7.5 1,797 reviews	Search SWISS flights
American Airlines	PriceFrom $631	Free Cancellation	Rating 7.2 11,037 reviews	Search American Airlines flights
Aer Lingus	PriceFrom $634	Free Cancellation	Rating 7.2 1,382 reviews	Search Aer Lingus flights
ITA Airways	PriceFrom $713	Free Cancellation	Rating 6.7 1,091 reviews	Search ITA Airways flights

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Praiano

Ravello

Ischia

Maiori

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Procida

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Sant'Agnello

Atrani

Furore

Ercolano

Nola

Anacapri

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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 $214

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 2/22. 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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American Airlines flights from Chicago to Naples

Our best American Airlines deals on Chicago to Naples flight tickets

British Airways flights from Chicago to Naples

Our best British Airways deals on Chicago to Naples flight tickets

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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

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 Monday 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 $1,215.

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: 48% 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 Madrid (MAD) offer the lowest average round-trip price of $609.

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.