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$265+ Cheap flights from Chicago (CHI) to Naples (NAP)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — NAP
Dez 27 — Jan 31
Fr 12/27
Fr 1/3
1 adult, Economy
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The best prices from Chicago to Naples are usually found in February or April, booked 47 days in advance, depart on a Wednesday or Tuesday and return on a Monday

Cheap flight deals from Chicago to Naples

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Naples (NAP). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated Dezember 22, 2024.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$549
(FlightHub)

One-way from

$265
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$982
Provider with most accurate pricing for Chicago (CHI)-Naples flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Naples flights.
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From Chicago (CHI) to Naples
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One-way flight from Chicago (CHI) to Naples
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High demand for flights, 19% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Chicago to Naples

Cheapest flights from Chicago to Naples
Explore the most affordable flight options available from Chicago to Naples. Find the lowest fares from popular airlines and budget airlines, with prices last updated on Dezember 22, 2024.

This Gotogate deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 12/219:25 pmORD - NAP
1 stop31h 50mMultiple Airlines
Fr 12/277:20 pmNAP - ORD
1 stop21h 50mMultiple Airlines
Deal found 12/20$1,054
This United deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mi 12/256:00 pmORD - NAP
1 stop16h 25mUnited Airlines
Fr 1/31:00 pmNAP - ORD
2 stops55h 25mUnited Airlines
Deal found 12/21$2,141
This oojo deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 12/218:30 pmORD - NAP
1 stop28h 45mTurkish Airlines
Fr 12/279:15 amNAP - ORD
1 stop16h 20mTurkish Airlines
Deal found 12/20$4,153
This Cheapflightsfares deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 12/219:25 pmORD - NAP
2 stops13h 45mLufthansa
Fr 12/276:15 pmNAP - ORD
2 stops26h 10mLufthansa
Deal found 12/20$8,064

Find flights from Chicago to Naples within your budget

Customize your flight search to find flights from Chicago to Naples that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated Dezember 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mo 1/20

11:55 am-6:20 pm

1 stop23h 25m

Naples

Mo 2/10

9:15 am-6:35 pm

1 stop16h 20m

$549

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mo 2/3

7:40 pm-10:50 pm

2 stops20h 10m

Naples

Mo 2/10

7:00 am-5:50 pm

2 stops17h 50m

$579

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Di 2/4

10:05 am-10:35 am

2 stops17h 30m

Naples

Di 2/11

11:20 am-9:24 pm

2 stops41h 04m

$700

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Fr 4/18

7:15 pm-7:00 pm

2 stops16h 45m

Naples

So 4/27

3:55 pm-4:10 pm

1 stop31h 15m

$745

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Di 2/4

11:40 am-2:05 pm

2 stops19h 25m

Naples

Di 2/11

6:20 am-2:30 pm

1 stop15h 10m

$779

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Di 2/4

2:51 pm-2:05 pm

2 stops16h 14m

Naples

Di 2/11

6:20 am-2:30 pm

1 stop15h 10m

$793

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Di 2/4

5:20 pm-3:50 pm

1 stop15h 30m

Naples

Di 2/11

6:35 am-9:24 pm

2 stops21h 49m

$794

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

So 5/4

7:30 pm-7:00 pm

2 stops16h 30m

Naples

Mi 5/14

11:25 am-9:15 pm

2 stops16h 50m

$797

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Mo 1/20

3:35 pm-12:15 pm

2 stops13h 40m

Naples

Mo 2/10

2:00 pm-9:01 am

2 stops26h 01m

$805

ChicagoNaples

ORD - NAP

ORDNAP

Chicago O'Hare Intl

Di 2/4

6:00 pm-12:15 pm

1 stop11h 15m

Naples

Di 2/11

1:00 pm-2:10 pm

1 stop32h 10m

$807

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Showing 1-10 of 39 results
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Compare providers for flights from Chicago to Naples

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Naples in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Naples flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on Chicago-Naples flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from Chicago-Naples flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Naples flights, Cheapflights users trust AranGrant the most. AranGrant has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Naples flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Naples

Have a flexible travel schedule? Discover the best time to fly to Naples from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Naples

Get recent, data-driven insights about flights from Chicago to Naples including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Naples?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Naples. Price data was last updated on December 20, 2024.

The price you pay for your flight from Chicago to Naples may vary depending on when you book. For the best chance of a lower fare, look to book 47 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Naples?

Currently, January is the cheapest month in which you can book a flight from Chicago to Naples (average of $703). Flying from Chicago to Naples in June is currently the most expensive (average of $1,342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to NAP?

Find hourly flight availability from Chicago to Naples. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated Dezember 22, 2024.

A simple way to save on the total cost of your ticket is to fly from Chicago to Naples in the morning. If you’re flexible enough to do this you can expect to save up to 43% on your trip compared to booking a flight at noon.

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

Use this chart to determine the cheapest time to fly round-trip from Chicago to Naples. Price data was last updated on June 30, 2024.

Travelers seeking maximum savings on their Chicago to Naples flight should consider departing on Tuesday evenings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Naples by month

Plan your trip to Naples by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Naples ranges from 0.9 - 6.4 inches per month. November is typically the wettest month, when rainfall can reach 6.4 in. July is typically the driest time to visit Naples when rainfall is around 0.9 in.

Temperature in Naples by month

Plan your trip to Naples by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Naples, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 75.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 46.4 F).

Reviews of airlines servicing Naples

Get insights into the airlines that provide service to Naples. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Naples. Reviews last updated Dezember 22, 2024.
Peruse reviews from past customers who have flown with Delta, United Airlines and KLM from Chicago to Naples to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,594 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM
7.8
Good
1,342 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Austrian Airlines
7.6
Good
785 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

SWISS
7.6
Good
1,605 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air France
7.4
Good
1,501 reviews
Delta
8.0
Very good
8,594 reviews

Crew

8.6

Food

7.3

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Naples. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Naples from Chicago?

    Naples (NAP), located 2.9 mi from the city center, is the airport you fly into when you book flights from Chicago to Naples. 11 airlines have flights to Naples from Chicago on a regular basis. Booking flights from Chicago to Naples should not be difficult; the airport handles an average of 0 inbound flights from Chicago per day.

  • What are the cheapest airlines flying from Chicago to Naples round-trip?

    Currently priced at $549, Turkish Airlines will fly you from Chicago to Naples and back. In addition to Turkish Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from ITA Airways and Scandinavian Airlines - these airlines can fly you to your destination from $700 and $745, respectively. Turkish Airlines is 37% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago to Naples one-way?

    $405 is the cheapest one-way deal found within the past few days, from Lufthansa. You may also be able to find cheap deals on SWISS and United Airlines, with prices starting from $406 and $408, respectively.

  • What are the cheapest flights from Chicago to Naples?

    The cheapest flight price from Chicago to Naples is $1,006. On average you can expect to pay $1,207. The most popular route, (Chicago O'Hare Intl - Naples), can usually be booked for $549.

  • Can I find deals for flights from Chicago to Naples that include hotel bookings?

    Yes. In addition to deals on Chicago to Naples flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Naples?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Naples.

  • Can I find deals for business class flights from Chicago to Naples?

    Yes. Cheapflights offers flight deals from Chicago to Naples by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Naples?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Naples (average of $703). Flying from Chicago to Naples in June is currently the most expensive (average of $1,342). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to Naples

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Naples flights
Midway to Naples flights
St. Louis to Naples flights

Top 10 airlines flying from Chicago to Naples

Discover the top 10 airlines that operate flights from Chicago to Naples. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated Dezember 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
Turkish AirlinesCheapest$555Average$664FlexibilityNo cancel feeOn-time77%
IberiaCheapest$591Average$745FlexibilityNo cancel feeOn-time77%
LufthansaCheapest$677Average$1,153FlexibilityNo cancel feeOn-time76%
ITA AirwaysCheapest$714Average$1,046FlexibilityNo cancel feeOn-time81%
United AirlinesCheapest$714Average$1,233FlexibilityNo cancel feeOn-time69%
British AirwaysCheapest$740Average$821FlexibilityNo cancel feeOn-time70%
KLMCheapest$762Average$917FlexibilityNo cancel feeOn-time75%
Aer LingusCheapest$774Average$1,007FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$775Average$1,154FlexibilityNo cancel feeOn-time71%
DeltaCheapest$865Average$973FlexibilityNo cancel feeOn-timeN/A
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