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$306+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
NAP — ORD
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 April 24, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$539
(American Airlines)

One-way from

$306
(Kiwi.com)

Popular in

November

Cheapest in

January

Average price

$621

Good round-trip deal

$825 or less

Good one-way deal

$714 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. 24% potential increase in price ($226 potential increase over avg. RT price).
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Cheapest flight prices on average. 8% potential price decrease ($54 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This American Airlines deal was found by Cheapflights users on 4/23. 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 8/253:00 pmNAP - ORD
Nonstop10h 40mAmerican Airlines
Sun 8/319:15 pmORD - NAP
1 stop15h 10mAmerican Airlines
Deal found 4/23$539
This Iberia deal was found by Cheapflights users on 4/23. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/86:50 amNAP - ORD
1 stop14h 25mMultiple Airlines
Mon 5/127:15 pmORD - NAP
1 stop19h 45mMultiple Airlines
Deal found 4/23$550
This British Airways deal was found by Cheapflights users on 4/23. 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 5/811:10 amNAP - ORD
1 stop14h 05mBritish Airways
Mon 5/1211:45 amORD - NAP
2 stops19h 40mBritish Airways
Deal found 4/23$582
This lol.travel deal was found by Cheapflights users on 4/23. 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.
Sat 5/176:40 amNAP - ORD
2 stops15h 25mAir Canada
Sat 5/2410:40 amORD - NAP
1 stop16h 00mAir Canada
Deal found 4/23$613
This Gotogate deal was found by Cheapflights users on 4/23. 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.
Sat 5/178:00 pmNAP - ORD
1 stop26h 55mSWISS
Sat 5/317:05 pmORD - NAP
1 stop16h 45mSWISS
Deal found 4/23$638
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Sat 5/1711:35 amNAP - ORD
1 stop34h 12mUnited Airlines
Sun 6/110:42 amORD - NAP
1 stop13h 18mUnited Airlines
Deal found 4/23$639
This Delta deal was found by Cheapflights users on 4/23. 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 5/176:10 amNAP - ORD
2 stops22h 23mDelta
Sun 6/17:00 amORD - NAP
1 stop18h 10mDelta
Deal found 4/23$660
This Delta deal was found by Cheapflights users on 4/23. 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.
Wed 6/186:35 amNAP - MDW
2 stops22h 10mDelta
Wed 7/165:59 pmMDW - NAP
2 stops17h 16mDelta
Deal found 4/23$669
This Gurufare deal was found by Cheapflights users on 4/23. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/166:35 amNAP - ORD
1 stop13h 35mITA Airways
Wed 7/163:00 pmORD - NAP
1 stop20h 50mITA Airways
Deal found 4/23$726
This Lufthansa deal was found by Cheapflights users on 4/22. 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.
Tue 6/36:00 amNAP - ORD
1 stop13h 30mLufthansa
Tue 6/109:40 pmORD - NAP
1 stop11h 55mLufthansa
Deal found 4/22$729
This KLM deal was found by Cheapflights users on 4/23. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/1910:15 amNAP - ORD
1 stop18h 19mKLM
Wed 7/305:10 pmORD - NAP
1 stop21h 55mKLM
Deal found 4/23$748
This lol.travel deal was found by Cheapflights users on 4/23. 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 5/811:40 amNAP - ORD
1 stop14h 20mAer Lingus
Mon 5/129:15 pmORD - NAP
1 stop30h 25mAer Lingus
Deal found 4/23$762

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 April 24, 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

Mon 8/25

3:00 pm-6:40 pm

Nonstop10h 40m

Chicago O'Hare Intl

Sun 8/31

9:15 pm-7:25 pm

1 stop15h 10m

$539

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 5/8

6:50 am-2:15 pm

1 stop14h 25m

Chicago O'Hare Intl

Mon 5/12

7:15 pm-10:00 pm

1 stop19h 45m

$550

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 5/8

11:10 am-6:15 pm

1 stop14h 05m

Chicago O'Hare Intl

Mon 5/12

11:45 am-2:25 pm

2 stops19h 40m

$582

NaplesChicago

NAP - ORD

NAPORD

Naples

Sat 5/17

6:40 am-3:05 pm

2 stops15h 25m

Chicago O'Hare Intl

Sat 5/24

10:40 am-9:40 am

1 stop16h 00m

$613

NaplesChicago

NAP - ORD

NAPORD

Naples

Sat 5/17

8:00 pm-3:55 pm

1 stop26h 55m

Chicago O'Hare Intl

Sat 5/31

7:05 pm-6:50 pm

1 stop16h 45m

$638

NaplesChicago

NAP - ORD

NAPORD

Naples

Sat 5/17

11:35 am-2:47 pm

1 stop34h 12m

Chicago O'Hare Intl

Sun 6/1

10:42 am-7:00 am

1 stop13h 18m

$639

NaplesChicago

NAP - ORD

NAPORD

Naples

Sat 5/17

6:10 am-9:33 pm

2 stops22h 23m

Chicago O'Hare Intl

Sun 6/1

7:00 am-8:10 am

1 stop18h 10m

$660

NaplesChicago

NAP - MDW

NAPMDW

Naples

Wed 6/18

6:35 am-9:45 pm

2 stops22h 10m

Chicago Midway

Wed 7/16

5:59 pm-6:15 pm

2 stops17h 16m

$669

NaplesChicago

NAP - ORD

NAPORD

Naples

Mon 6/16

6:35 am-1:10 pm

1 stop13h 35m

Chicago O'Hare Intl

Wed 7/16

3:00 pm-6:50 pm

1 stop20h 50m

$726

NaplesChicago

NAP - ORD

NAPORD

Naples

Tue 6/3

6:00 am-12:30 pm

1 stop13h 30m

Chicago O'Hare Intl

Tue 6/10

9:40 pm-4:35 pm

1 stop11h 55m

$729

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 30 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

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

Find hourly flight availability from Naples to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

When flying from Naples to Illinois, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Illinois by month

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

In terms of precipitation, rainfall in Illinois ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Illinois when rainfall is around 1.7 in.

Temperature in Illinois by month

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

If weather is an important factor for your trip to Illinois, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 April 24, 2025.
Get a feel of what it's like to fly with Delta, KLM and SWISS from Naples to Illinois by reading reviews from past customers. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
KLM
7.8
Good
1,333 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
SWISS
7.5
Good
1,582 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Turkish Airlines
7.3
Good
3,775 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Food

7.3

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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.

  • 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 $489 on Aer Lingus. Other airlines that offer cheap prices include TAP AIR PORTUGAL from $494 and Turkish Airlines from $540 one-way.

  • What are the cheapest flights from Naples to Illinois?

    Looking at all options, your cheapest flight can be booked for $527. While the most popular route (Naples - Chicago O'Hare Intl) can be booked for $542 on average our data indicates $1,085 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.

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

    Currently, August is the cheapest month in which you can book a flight from Naples to Illinois (average of $245). Flying from Naples to Illinois in March is currently the most expensive (average of $321). 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.

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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$673Average$951FlexibilityNo cancel feeOn-time71%

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