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$347+ Cheap flights from Naples (NAP) to Illinois

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 4/14. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — ORD
Feb 17 — Feb 241
Tue 2/17
Tue 2/24
1 adult, Economy
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Cheap flight deals from Naples to Illinois

Keep the following information in mind while searching for Naples to Illinois flight deals. Data was last updated January 18, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$590
(lol.travel)

One-way from

$347
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$606

Good round-trip deal

$757 or less

Good one-way deal

$509 or less
Provider with most accurate pricing for Naples-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for Naples-Chicago (CHI) flights.
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From Naples to Illinois
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One-way flight from Naples to Illinois
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Highest demand for flights based on searches. 10% potential increase in price ($89 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($25 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Naples to Illinois.
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Price to beat on a one-way flight from Naples to Illinois.
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Find flight deals from Naples to Illinois

Cheapest flights from Naples to Illinois
Explore the most affordable flight options available from Naples to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 18, 2026.

This lol.travel deal was found by Cheapflights users on 1/18. 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.
Fri 5/153:00 pm
NAP
-
ORD
Nonstop10h 50m
British Airways
Sun 6/215:25 pm
ORD
-
NAP
Nonstop9h 35m
British Airways
Deal found 1/18$585
This lol.travel deal was found by Cheapflights users on 1/17. 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 stop32h 30m
British Airways
Sun 3/810:45 pm
ORD
-
NAP
1 stop31h 05m
British Airways
Deal found 1/17$590
This Expedia deal was found by Cheapflights users on 1/18. 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 4/186:45 am
NAP
-
ORD
1 stop13h 10m
Multiple Airlines
Wed 4/222:20 pm
ORD
-
NAP
1 stop11h 20m
Multiple Airlines
Deal found 1/18$606
This Lufthansa deal was found by Cheapflights users on 1/16. 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 Lufthansa 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
Multiple Airlines
Mon 3/97:50 pm
ORD
-
NAP
1 stop12h 10m
Multiple Airlines
Deal found 1/16$607
This American Airlines deal was found by Cheapflights users on 1/16. 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 stop32h 30m
American Airlines
Sun 3/89:35 pm
ORD
-
NAP
1 stop32h 15m
American Airlines
Deal found 1/16$608
This American Airlines deal was found by Cheapflights users on 1/17. 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.
Fri 2/136:20 am
NAP
-
ORD
1 stop15h 35m
American Airlines
Fri 2/208:35 pm
ORD
-
NAP
1 stop32h 10m
American Airlines
Deal found 1/17$610
This United Airlines deal was found by Cheapflights users on 1/16. 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 Airlines 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
United Airlines
Mon 3/91:09 pm
ORD
-
NAP
2 stops18h 41m
United Airlines
Deal found 1/16$612
This American Airlines deal was found by Cheapflights users on 1/16. 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.
Tue 9/223:00 pm
NAP
-
ORD
Nonstop10h 50m
American Airlines
Sat 9/268:46 pm
ORD
-
NAP
1 stop33h 14m
American Airlines
Deal found 1/16$615
This British Airways deal was found by Cheapflights users on 1/15. 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.
Tue 9/223:00 pm
NAP
-
ORD
Nonstop10h 50m
British Airways
Sat 9/268:46 pm
ORD
-
NAP
1 stop33h 14m
British Airways
Deal found 1/15$616
This Expedia deal was found by Cheapflights users on 1/18. 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.
Sun 3/228:15 pm
NAP
-
ORD
1 stop24h 45m
Multiple Airlines
Sun 3/297:05 pm
ORD
-
NAP
1 stop11h 55m
Multiple Airlines
Deal found 1/18$618
This Delta deal was found by Cheapflights users on 1/17. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:15 am
NAP
-
MDW
2 stops19h 25m
Delta
Tue 3/101:10 pm
MDW
-
NAP
2 stops20h 40m
Delta
Deal found 1/17$651
This Delta deal was found by Cheapflights users on 1/18. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:15 am
NAP
-
MDW
2 stops19h 25m
Delta
Sun 3/86:34 pm
MDW
-
NAP
2 stops20h 41m
Delta
Deal found 1/18$662

Cheapflights Fare Finder

 
Customize your flight search to find flights from Naples to Illinois 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 18, 2026.
Use the filters below to find and compare flights from Naples to Illinois that are best for you.

Fly from

Naples

Fly to

Illinois

Route

Depart

Return

Price

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 3/2

1:55 pm-3:25 pm

1 stop32h 30m

Chicago O'Hare Intl

Sun 3/8

10:45 pm-11:50 am

1 stop31h 05m

$590

NaplesChicago

NAP - ORD

NAPORD

Naples

Fri 5/15

8:05 pm-1:50 pm

1 stop24h 45m

Chicago O'Hare Intl

Sun 6/21

5:25 pm-10:00 am

Nonstop9h 35m

$594

NaplesChicago

NAP - ORD

NAPORD

Naples

Sat 4/18

6:45 am-12:55 pm

1 stop13h 10m

Chicago O'Hare Intl

Wed 4/22

2:20 pm-8:40 am

1 stop11h 20m

$606

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

$607

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 3/2

2:15 pm-8:05 pm

1 stop12h 50m

Chicago O'Hare Intl

Mon 3/9

7:50 pm-2:00 pm

1 stop12h 10m

$607

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 4/2

1:15 pm-7:55 pm

1 stop13h 40m

Chicago O'Hare Intl

Sun 4/19

2:12 pm-12:15 pm

2 stops15h 03m

$610

NaplesChicago

NAP - ORD

NAPORD

Naples

Fri 2/13

6:20 am-2:55 pm

1 stop15h 35m

Chicago O'Hare Intl

Fri 2/20

8:35 pm-11:45 am

1 stop32h 10m

$610

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 3/2

2:15 pm-8:05 pm

1 stop12h 50m

Chicago O'Hare Intl

Mon 3/9

1:09 pm-1:50 pm

2 stops18h 41m

$612

NaplesChicago

NAP - MDW

NAPMDW

Naples

Tue 3/3

6:15 am-6:40 pm

2 stops19h 25m

Chicago Midway

Tue 3/10

1:10 pm-3:50 pm

2 stops20h 40m

$651

NaplesChicago

NAP - MDW

NAPMDW

Naples

Mon 3/2

6:15 am-6:40 pm

2 stops19h 25m

Chicago Midway

Sun 3/8

6:34 pm-9:15 pm

2 stops20h 41m

$662

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/18

Showing 1-10 of 32 results
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Best time to book a flight from Naples to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois 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 Illinois
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. 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 Illinois. Reviews last updated January 18, 2026.
Peruse reviews from past customers who have flown with Turkish Airlines and American Airlines from Naples to Illinois to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Turkish Airlines
7.3
Good
4,193 reviews

Food

7.4

Boarding

7.3

Crew

7.8

Overall

7.3

Comfort

7.3

Entertainment

7.4

Reviews

1 / 20
2.0
Mediocre

Joel,Nov 2025

IST - IAD

The flight was fine except half the bathrooms in economy class were out of order and taped shut. Turkish Airlines had changed or ultimately canceled the flight to Istanbul several times and the vendor that kayak uses to purchase the tickets then canceled our reservations without informing us. When I called for a boarding pass 24 hours before the flight, we found out that our reservations have been canceled and had to act quickly to get new reservations at double the expense… Using the same vendor who had gotten reimbursed for the original flights.
Turkish Airlines
7.3
Good
4,193 reviews
Turkish Airlines
7.3
Good
4,193 reviews

Food

7.4

Boarding

7.3

Crew

7.8

Overall

7.3

Comfort

7.3

Entertainment

7.4

Reviews

1 / 20
2.0
Mediocre

Joel,Nov 2025

IST - IAD

The flight was fine except half the bathrooms in economy class were out of order and taped shut. Turkish Airlines had changed or ultimately canceled the flight to Istanbul several times and the vendor that kayak uses to purchase the tickets then canceled our reservations without informing us. When I called for a boarding pass 24 hours before the flight, we found out that our reservations have been canceled and had to act quickly to get new reservations at double the expense… Using the same vendor who had gotten reimbursed for the original flights.
American Airlines
7.2
Good
11,159 reviews
Turkish Airlines
7.3
Good
4,193 reviews

Food

7.4

Boarding

7.3

Crew

7.8

Overall

7.3

Comfort

7.3

Entertainment

7.4

Reviews

1 / 20
2.0
Mediocre

Joel,Nov 2025

IST - IAD

The flight was fine except half the bathrooms in economy class were out of order and taped shut. Turkish Airlines had changed or ultimately canceled the flight to Istanbul several times and the vendor that kayak uses to purchase the tickets then canceled our reservations without informing us. When I called for a boarding pass 24 hours before the flight, we found out that our reservations have been canceled and had to act quickly to get new reservations at double the expense… Using the same vendor who had gotten reimbursed for the original flights.

Related info for your journey

Find useful and relevant information for your journey from Naples to Illinois. 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 Illinois?

    Most people fly from Naples (NAP) if they book a flight from Naples to Illinois. Naples is conveniently located just 2.9 mi from Naples’s city center.

  • How long is the flight from Naples to Illinois?

    There are many flights that can get you from Naples to Illinois in 19h 25m. Fly via British Airways, American Airlines, or Delta to get the fastest option. Airlines will cover a distance of 4931 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    One-way options have recently been found by users for as low as $396 on American Airlines. Other airlines that offer cheap prices include Aer Lingus from $471 and Turkish Airlines from $484 one-way.

  • What are the cheapest flights from Naples to Illinois?

    Looking at all options, your cheapest flight can be booked for $453. While the most popular route (Naples - Chicago O'Hare Intl) can be booked for $450 on average, our data indicates $652 when flying from Naples to Illinois.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Naples to Illinois 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

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Alternative routes for Naples to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Naples to Illinois

Discover the top airline that operate flights from Naples to Illinois. 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 18, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$664Average$877FlexibilityNo cancel feeOn-time71%

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