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O'Hare Intl

$340+ Cheap flights from Naples (NAP) to O'Hare Intl (ORD)

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 5/10. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — ORD
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
1 adult, Economy
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Cheap flight deals from Naples to O'Hare Intl

Cheapest flights from Naples to O'Hare Intl
Explore the most affordable flight options available from Naples to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 13, 2026.

This lol.travel deal was found by Cheapflights users on 3/10. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:15 pm
NAP
-
ORD
1 stop27h 45m
TAP AIR PORTUGAL
Wed 4/226:00 pm
ORD
-
NAP
1 stop17h 25m
TAP AIR PORTUGAL
Deal found 3/10$507
This Finnair deal was found by Cheapflights users on 3/8. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2310:35 am
NAP
-
ORD
1 stop14h 15m
Finnair
Thu 4/309:30 pm
ORD
-
NAP
1 stop14h 35m
Finnair
Deal found 3/8$598
This American Airlines deal was found by Cheapflights users on 3/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/167:40 am
NAP
-
ORD
1 stop16h 55m
American Airlines
Wed 4/2210:30 pm
ORD
-
NAP
1 stop16h 30m
American Airlines
Deal found 3/8$602
This oojo deal was found by Cheapflights users on 3/12. 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.
Fri 5/87:40 pm
NAP
-
ORD
1 stop24h 30m
ITA Airways
Thu 6/47:33 am
ORD
-
NAP
2 stops28h 17m
ITA Airways
Deal found 3/12$611
This Mytrip deal was found by Cheapflights users on 3/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/88:05 pm
NAP
-
ORD
1 stop23h 20m
British Airways
Thu 6/45:30 pm
ORD
-
NAP
Nonstop9h 30m
British Airways
Deal found 3/12$620
This British Airways deal was found by Cheapflights users on 3/10. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:00 am
NAP
-
ORD
1 stop15h 25m
Multiple Airlines
Wed 4/229:15 pm
ORD
-
NAP
1 stop17h 45m
Multiple Airlines
Deal found 3/10$623

Find flight deals from Naples to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Naples (NAP) to O'Hare Intl (ORD). 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 March 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$507
(lol.travel)

One-way from

$340
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$884

Good one-way deal

$552 or less
Provider with most accurate pricing for Naples-Chicago O'Hare Intl flight deals.
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Provider most trusted by Cheapflights users for Naples-Chicago O'Hare Intl flights.
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From Naples to Chicago O'Hare Intl
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One-way flight from Naples to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($82 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in March 2026
Search Deals
Price to beat on a one-way flight from Naples to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Naples to O'Hare Intl 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 March 13, 2026.
Use the filters below to find and compare flights from Naples to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 4/23

10:35 am-5:50 pm

1 stop14h 15m

Chicago O'Hare Intl

Thu 4/30

9:30 pm-7:05 pm

1 stop14h 35m

$598

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 4/16

2:50 pm-2:25 pm

1 stop30h 35m

Chicago O'Hare Intl

Wed 4/22

10:30 pm-10:00 pm

1 stop16h 30m

$617

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 4/16

6:00 am-2:25 pm

1 stop15h 25m

Chicago O'Hare Intl

Wed 4/22

9:15 pm-10:00 pm

1 stop17h 45m

$623

NaplesChicago

NAP - ORD

NAPORD

Naples

Wed 4/22

10:40 am-2:15 pm

1 stop34h 35m

Chicago O'Hare Intl

Wed 4/29

5:10 pm-3:45 pm

1 stop15h 35m

$634

NaplesChicago

NAP - ORD

NAPORD

Naples

Wed 4/22

6:05 am-3:10 pm

1 stop16h 05m

Chicago O'Hare Intl

Wed 4/29

3:30 pm-6:15 pm

2 stops19h 45m

$638

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 4/16

6:05 am-3:10 pm

1 stop16h 05m

Chicago O'Hare Intl

Wed 4/22

6:04 am-8:10 am

1 stop19h 06m

$639

NaplesChicago

NAP - ORD

NAPORD

Naples

Sun 4/26

12:05 pm-2:30 pm

1 stop33h 25m

Chicago O'Hare Intl

Sun 5/3

5:10 pm-10:05 pm

1 stop21h 55m

$667

NaplesChicago

NAP - ORD

NAPORD

Naples

Sun 4/26

6:00 am-2:50 pm

1 stop15h 50m

Chicago O'Hare Intl

Sun 5/3

6:15 pm-6:20 pm

2 stops17h 05m

$732
Quickest round-trip

NaplesChicago

NAP - ORD

NAPORD

Naples

Wed 6/10

6:50 am-2:25 pm

1 stop14h 35m

Chicago O'Hare Intl

Fri 7/31

5:25 pm-10:00 am

Nonstop9h 35m

$781
Cheapest one-way
Quickest one-way

NaplesChicago

NAP - ORD

NAPORD

Naples

Wed 8/26

3:00 pm-6:50 pm

Nonstop10h 50m

$413

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/9

Showing 1-10 of 19 resultsSorted by cheapest first
1
2
  • Most accurate provider: When it comes to deals on Naples-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Naples-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Naples-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Naples-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Naples-Chicago O'Hare Intl Airport 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 Naples to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Naples 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.

Cheapflights Insights

Everything you need to know about your flight from Naples to Chicago O'Hare Intl Airport

How often are flights from Naples to Chicago delayed?

About 23% of weekly flights between Naples and Chicago have experienced delays in the past year, with the average delay time being 222 minutes.

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

Historically, flights departing in the early afternoon are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

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

Thursday tends to have the lowest number of delays on this route, whereas Friday has historically faced a higher average of delays compared to other days of the week.

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

Over the last year, American Airlines have had the lowest number of delays on this route, with just 23% of flights being delayed.

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated March 13, 2026.
Peruse reviews from past customers who have flown with American Airlines from Naples to Chicago O'Hare Intl Airport 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.
American Airlines
7.1
Good
11,448 reviews

Boarding

7.5

Crew

7.9

Overall

7.1

Comfort

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes
American Airlines
7.1
Good
11,448 reviews
American Airlines
7.1
Good
11,448 reviews

Boarding

7.5

Crew

7.9

Overall

7.1

Comfort

7.2

Entertainment

6.9

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Anonymous,Mar 2026

MIA - SFO

Horrible. When they power flights for other airlines there is nothing they can do to change or accommodate any changes

Related info for your journey

Find useful and relevant information for your journey from Naples to O'Hare Intl. 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 from for flights from Naples to Chicago O'Hare Intl?

    Most people fly from Naples (NAP) if they book a flight from Naples to Chicago O'Hare Intl. On average, Naples has 0 outbound flights to Chicago O'Hare Intl per day from 1 airline. Naples is conveniently located just 2.9 mi from Naples’s city center.

  • How long is the flight from Naples to Chicago O'Hare Intl Airport?

    For as low as $598, Finnair can have you in Chicago O'Hare Intl Airport from Naples in 14h 15m. The distance between Naples and Chicago O'Hare Intl Airport is about 4929 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What is the cheapest airline to fly from Naples to Chicago O'Hare Intl Airport round-trip?

    Cheapflights users have booked flights from Naples to Chicago O'Hare Intl Airport round-trip from $639. American Airlines is currently priced 11% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Naples to Chicago O'Hare Intl Airport one-way?

    For one-way options, check prices for American Airlines. According to our data, you can fly for as low as $391. Users have also found prices from $495 and $509 on Aer Lingus and Turkish Airlines, respectively.

  • What are the cheapest flights from Naples to Chicago O'Hare Intl Airport?

    Looking at all options, your cheapest flight can be booked for $422. While the most popular route (Naples - Chicago O'Hare Intl) can be booked for $512 on average, our data indicates $635 when flying from Naples to Chicago O'Hare Intl Airport.

  • Can I find deals for flights from Naples to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Naples to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Naples to O'Hare Intl?

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

  • Can I find deals for business class flights from Naples to O'Hare Intl?

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

See more FAQs

Traveling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Schaumburg
Rosemont
Gurnee
Naperville
Lake Geneva
Hoffman Estates
Delavan
Downers Grove
Des Plaines
Elgin
Elk Grove Village
Skokie
Oak Brook
South Holland
Beloit
Libertyville
Waukegan
Warrenville
Bridgeview
Oakbrook Terrace

Browse thousands of different options on Cheapflights for your next trip

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Top airline flying from Naples to O'Hare Intl

Discover the top airline that operate flights from Naples to O'Hare Intl. 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 March 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$639Average$952FlexibilityNo cancel feeOn-time71%

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