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O'Hare Intl

$298+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — ORD
Feb 25 — Mar 41
Wed 2/25
Wed 3/4
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 January 26, 2026.

This Finnair deal was found by Cheapflights users on 1/25. 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.
Mon 8/313:00 pm
NAP
-
ORD
Nonstop10h 50m
Multiple Airlines
Mon 9/145:50 pm
ORD
-
NAP
1 stop21h 10m
Multiple Airlines
Deal found 1/25$535
This Finnair deal was found by Cheapflights users on 1/25. 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.
Mon 8/313:00 pm
NAP
-
ORD
Nonstop10h 50m
Finnair
Mon 9/145:50 pm
ORD
-
NAP
2 stops18h 15m
Finnair
Deal found 1/25$599
This lol.travel deal was found by Cheapflights users on 1/26. 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.
Mon 3/21:55 pm
NAP
-
ORD
1 stop34h 05m
British Airways
Sun 3/810:45 pm
ORD
-
NAP
1 stop31h 05m
British Airways
Deal found 1/26$601
This Flighttix deal was found by Cheapflights users on 1/25. 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 Flighttix is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/22:15 pm
NAP
-
ORD
1 stop12h 50m
Lufthansa
Sun 3/810:50 pm
ORD
-
NAP
1 stop12h 35m
Lufthansa
Deal found 1/25$608
This Billigflug deal was found by Cheapflights users on 1/25. 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 Billigflug is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:20 am
NAP
-
ORD
2 stops33h 10m
Multiple Airlines
Sun 3/89:35 pm
ORD
-
NAP
1 stop32h 15m
Multiple Airlines
Deal found 1/25$609
This Expedia deal was found by Cheapflights users on 1/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/246:45 am
NAP
-
ORD
1 stop20h 10m
Multiple Airlines
Sun 10/257:50 pm
ORD
-
NAP
1 stop12h 25m
Multiple Airlines
Deal found 1/24$612
This Expedia deal was found by Cheapflights users on 1/25. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/23:00 pm
NAP
-
ORD
1 stop32h 20m
SWISS
Sun 3/87:50 pm
ORD
-
NAP
1 stop12h 20m
SWISS
Deal found 1/25$613
This British Airways deal was found by Cheapflights users on 1/25. 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.
Mon 8/313:00 pm
NAP
-
ORD
Nonstop10h 50m
British Airways
Mon 9/145:25 pm
ORD
-
NAP
Nonstop9h 35m
British Airways
Deal found 1/25$614
This American Airlines deal was found by Cheapflights users on 1/24. 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.
Mon 3/21:55 pm
NAP
-
ORD
1 stop34h 05m
American Airlines
Sun 3/89:35 pm
ORD
-
NAP
1 stop32h 15m
American Airlines
Deal found 1/24$615
This Expedia deal was found by Cheapflights users on 1/24. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/123:05 pm
NAP
-
ORD
1 stop32h 15m
SWISS
Sat 2/216:50 pm
ORD
-
NAP
1 stop12h 20m
SWISS
Deal found 1/24$620
This American Airlines deal was found by Cheapflights users on 1/25. 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 4/166:50 am
NAP
-
ORD
1 stop14h 25m
American Airlines
Sun 4/199:15 pm
ORD
-
NAP
1 stop17h 45m
American Airlines
Deal found 1/25$621

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 January 26, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$601
(lol.travel)

One-way from

$298
(Kiwi.com)

Popular in

June

Cheapest in

November

Average price

$701

Good round-trip deal

$757 or less

Good one-way deal

$491 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. 13% potential increase in price ($107 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals
Price to beat on a round-trip flight from Naples to Chicago O'Hare Intl.
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 January 26, 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

Naples

Fly to

O'Hare Intl

Route

Depart

Return

Price

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 3/2

1:55 pm-5:00 pm

1 stop34h 05m

Chicago O'Hare Intl

Sun 3/8

10:45 pm-11:50 am

1 stop31h 05m

$601

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 3/2

6:20 am-8:30 am

2 stops33h 10m

Chicago O'Hare Intl

Sun 3/8

9:35 pm-11:50 am

1 stop32h 15m

$609

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 3/2

3:00 pm-4:20 pm

1 stop32h 20m

Chicago O'Hare Intl

Sun 3/8

7:50 pm-2:10 pm

1 stop12h 20m

$613

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 3/2

1:55 pm-5:00 pm

1 stop34h 05m

Chicago O'Hare Intl

Sun 3/8

9:35 pm-11:50 am

1 stop32h 15m

$615

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 4/16

6:50 am-2:15 pm

1 stop14h 25m

Chicago O'Hare Intl

Sun 4/19

9:15 pm-10:00 pm

1 stop17h 45m

$621

NaplesChicago

NAP - ORD

NAPORD

Naples

Tue 3/10

7:40 pm-6:35 pm

2 stops28h 55m

Chicago O'Hare Intl

Tue 3/17

8:50 am-6:55 pm

2 stops28h 05m

$625

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 2/19

3:05 pm-4:20 pm

1 stop32h 15m

Chicago O'Hare Intl

Thu 2/26

6:50 pm-9:10 am

1 stop31h 20m

$626

NaplesChicago

NAP - ORD

NAPORD

Naples

Sat 5/9

6:45 am-4:59 pm

2 stops17h 14m

Chicago O'Hare Intl

Sat 5/23

9:55 am-9:40 am

2 stops16h 45m

$631

NaplesChicago

NAP - ORD

NAPORD

Naples

Tue 3/10

2:35 pm-12:10 pm

1 stop27h 35m

Chicago O'Hare Intl

Tue 3/17

7:00 pm-5:25 pm

1 stop16h 25m

$638

NaplesChicago

NAP - ORD

NAPORD

Naples

Tue 4/21

10:50 pm-1:00 pm

2 stops45h 10m

$298

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 16 results
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 January 26, 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
7.2
Good
11,189 reviews

Comfort

7.2

Boarding

7.5

Overall

7.2

Entertainment

6.9

Crew

8.0

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.
American Airlines
7.2
Good
11,189 reviews
American Airlines
7.2
Good
11,189 reviews

Comfort

7.2

Boarding

7.5

Overall

7.2

Entertainment

6.9

Crew

8.0

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Susie,Jan 2026

CLT - TPA

This flight was delayed 3 or 4 times. We had boarded the plane, sat on plane for a good 30 minutes, then we had to board the aircraft, walk to a different gate, wait and then board another aircraft. We arrived in Tampa 4 hours later than the original booking. I feel there should have been some sort of compensation especially for the advantage members.

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 $613, British Airways can have you in Chicago O'Hare Intl Airport from Naples in 32h 20m. 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 $647. American Airlines is currently priced 6% 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 $396. Users have also found prices from $471 and $499 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 $419. While the most popular route (Naples - Chicago O'Hare Intl) can be booked for $575 on average, our data indicates $659 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
Naperville
Gurnee
Elgin
Hoffman Estates
Beloit
Delavan
Oak Brook
Des Plaines
Downers Grove
Elk Grove Village
Skokie
Libertyville
Lake Geneva
Waukegan
Bridgeview
Kenosha
Warrenville
Aurora

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 January 26, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$647Average$969FlexibilityNo cancel feeOn-time71%

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