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$304+ 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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — ORD
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$620
(Delta)

One-way from

$304
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$869

Good round-trip deal

$757 or less

Good one-way deal

$450 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. 13% potential increase in price ($105 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 November 13, 2025.

This Delta deal was found by Cheapflights users on 11/11. 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.
Fri 12/56:15 amNAP - ORD
1 stop15h 55mDelta
Tue 12/95:20 pmORD - NAP
1 stop20h 55mDelta
Deal found 11/11$620
This Delta deal was found by Cheapflights users on 11/11. 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.
Fri 12/56:15 amNAP - MDW
2 stops18h 45mDelta
Tue 12/91:50 pmMDW - NAP
2 stops19h 00mDelta
Deal found 11/11$625
This Delta deal was found by Cheapflights users on 11/13. 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.
Sat 12/66:15 amNAP - ORD
1 stop15h 55mDelta
Wed 12/1010:36 amORD - NAP
2 stops17h 34mDelta
Deal found 11/13$638
This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/611:50 amNAP - MDW
2 stops18h 57mDelta
Wed 12/101:14 pmMDW - NAP
2 stops14h 56mDelta
Deal found 11/12$638
This Air France deal was found by Cheapflights users on 11/12. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/54:45 pmNAP - ORD
1 stop29h 25mAir France
Tue 12/95:20 pmORD - NAP
1 stop20h 55mAir France
Deal found 11/12$644
This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:50 amNAP - ORD
2 stops19h 11mDelta
Sun 12/76:45 amORD - NAP
2 stops21h 45mDelta
Deal found 11/12$649
This Trip.com deal was found by Cheapflights users on 11/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:15 amNAP - MDW
2 stops24h 32mAir France
Tue 12/91:50 pmMDW - NAP
2 stops19h 00mAir France
Deal found 11/12$652
This American Airlines deal was found by Cheapflights users on 11/12. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:20 amNAP - ORD
1 stop15h 35mAmerican Airlines
Sun 12/75:40 pmORD - NAP
1 stop13h 30mAmerican Airlines
Deal found 11/12$654
This Expedia deal was found by Cheapflights users on 11/12. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/36:35 amNAP - MDW
2 stops24h 12mKLM
Sun 12/71:05 pmMDW - NAP
2 stops18h 15mKLM
Deal found 11/12$656
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/510:10 amNAP - ORD
1 stop13h 10mMultiple Airlines
Tue 12/96:25 pmORD - NAP
1 stop12h 25mMultiple Airlines
Deal found 11/11$670
This Trip.com deal was found by Cheapflights users on 11/12. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:50 amNAP - MDW
2 stops18h 57mAir France
Sun 12/710:49 amMDW - NAP
2 stops20h 31mAir France
Deal found 11/12$672
This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2711:50 amNAP - MDW
2 stops18h 50mDelta
Mon 12/11:15 pmMDW - NAP
2 stops19h 35mDelta
Deal found 11/12$678

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 November 13, 2025.
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

Fri 12/5

6:15 am-3:10 pm

1 stop15h 55m

Chicago O'Hare Intl

Tue 12/9

5:20 pm-9:15 pm

1 stop20h 55m

$620

NaplesChicago

NAP - MDW

NAPMDW

Naples

Fri 12/5

6:15 am-6:00 pm

2 stops18h 45m

Chicago Midway

Tue 12/9

1:50 pm-3:50 pm

2 stops19h 00m

$625

NaplesChicago

NAP - ORD

NAPORD

Naples

Fri 1/16

4:40 pm-1:50 pm

1 stop28h 10m

Chicago O'Hare Intl

Thu 1/22

2:14 pm-3:35 pm

2 stops18h 21m

$626

NaplesChicago

NAP - MDW

NAPMDW

Naples

Tue 2/10

6:15 am-10:26 pm

2 stops23h 11m

Chicago Midway

Sun 2/15

11:00 am-11:30 am

2 stops17h 30m

$626

NaplesChicago

NAP - ORD

NAPORD

Naples

Wed 2/18

6:20 am-6:45 pm

2 stops19h 25m

Chicago O'Hare Intl

Sun 2/22

11:40 am-1:05 pm

2 stops18h 25m

$633

NaplesChicago

NAP - ORD

NAPORD

Naples

Sat 12/6

6:15 am-3:10 pm

1 stop15h 55m

Chicago O'Hare Intl

Wed 12/10

1:23 pm-11:10 am

2 stops14h 47m

$638

NaplesChicago

NAP - ORD

NAPORD

Naples

Sat 12/6

6:15 am-3:10 pm

1 stop15h 55m

Chicago O'Hare Intl

Wed 12/10

4:25 pm-11:10 am

1 stop11h 45m

$638

NaplesChicago

NAP - MDW

NAPMDW

Naples

Fri 1/16

6:15 am-10:09 pm

2 stops22h 54m

Chicago Midway

Thu 1/22

1:28 pm-3:50 pm

2 stops19h 22m

$638

NaplesChicago

NAP - MDW

NAPMDW

Naples

Sat 12/6

11:50 am-11:47 pm

2 stops18h 57m

Chicago Midway

Wed 12/10

10:49 am-11:10 am

2 stops17h 21m

$638

NaplesChicago

NAP - MDW

NAPMDW

Naples

Fri 12/5

6:15 am-11:47 pm

2 stops24h 32m

Chicago Midway

Tue 12/9

1:50 pm-3:50 pm

2 stops19h 00m

$652

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/11

Showing 1-10 of 25 results
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2
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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 November 13, 2025.
Peruse reviews from past customers who have flown with 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.
American Airlines
7.2
Good
11,050 reviews

Entertainment

6.9

Overall

7.2

Crew

8.0

Food

6.4

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Entertainment

6.9

Overall

7.2

Crew

8.0

Food

6.4

Boarding

7.5

Comfort

7.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Aug 2025

BNA - ORD

My flight was 8 hours delayed, so I missed my connecting flight to Dublin. I understand it’s not the staff’s fault but the lack of sympathy and apology was appalling. I had been sat in the airport since 4am until 3pm and they did not seem understanding. Not good. Need better customer service.

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 15h 55m. Fly via Delta or British Airways to get the fastest option. Airlines will cover a distance of 4929 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the cheapest flights from Naples to Illinois?

    Looking at all options, your cheapest flight can be booked for $417. While the most popular route (Naples - Chicago Midway) can be booked for $638 on average, our data indicates $706 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$664Average$877FlexibilityNo cancel feeOn-time71%

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