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Cheap flights from Naples to Illinois from $345

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Naples to Illinois departing on 5/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Naples to Illinois

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
12:40 pm - 3:25 pm
NAP
-
ORD
33h 45m1 stop
American Airlines Logo
6:45 pm - 3:35 pm
ORD
-
NAP
13h 50m1 stop
$643American Airlines
Thu, Jan 22 - Thu, Jan 29
Multiple Airlines Logo
6:20 am - 2:55 pm
NAP
-
ORD
15h 35m1 stop
Multiple Airlines Logo
4:14 pm - 3:35 pm
ORD
-
NAP
16h 21m2 stops
$644Multiple Airlines
Thu, Jan 22 - Thu, Jan 29
British Airways Logo
12:40 pm - 3:25 pm
NAP
-
ORD
33h 45m1 stop
British Airways Logo
11:44 am - 3:35 pm
ORD
-
NAP
20h 51m2 stops
$645British Airways
Thu, Jan 22 - Thu, Jan 29
British Airways Logo
12:40 pm - 3:25 pm
NAP
-
ORD
33h 45m1 stop
British Airways Logo
5:10 pm - 3:35 pm
ORD
-
NAP
15h 25m1 stop
$646British Airways
Thu, Jan 22 - Thu, Jan 29
American Airlines Logo
6:20 am - 2:55 pm
NAP
-
ORD
15h 35m1 stop
American Airlines Logo
8:45 pm - 3:35 pm
ORD
-
NAP
11h 50m1 stop
$648American Airlines
Thu, Jan 22 - Thu, Jan 29
Multiple Airlines Logo
6:20 am - 2:55 pm
NAP
-
ORD
15h 35m1 stop
Multiple Airlines Logo
4:14 pm - 3:35 pm
ORD
-
NAP
16h 21m2 stops
$649Multiple Airlines
Thu, Jan 22 - Thu, Jan 29
Multiple Airlines Logo
6:20 am - 2:55 pm
NAP
-
ORD
15h 35m1 stop
Multiple Airlines Logo
5:10 pm - 3:35 pm
ORD
-
NAP
15h 25m1 stop
$650Multiple Airlines
Fri, Jan 23 - Thu, Jan 29
Delta Logo
6:15 am - 5:55 pm
NAP
-
MDW
18h 40m2 stops
Delta Logo
6:35 pm - 3:50 pm
MDW
-
NAP
14h 15m2 stops
$700Delta
Fri, Jan 23 - Thu, Jan 29
Delta Logo
6:15 am - 5:37 pm
NAP
-
MDW
18h 22m2 stops
Delta Logo
1:49 pm - 3:50 pm
MDW
-
NAP
19h 01m2 stops
$746Delta
Fri, Jan 16 - Fri, Jan 23
KLM Logo
6:35 am - 5:26 pm
NAP
-
MDW
17h 51m2 stops
KLM Logo
9:29 am - 6:55 pm
MDW
-
NAP
26h 26m2 stops
$1,255KLM
Mon, Dec 29 - Sat, Jan 3

American Airlines flights from Naples to Illinois

Our best American Airlines deals on Naples to Illinois flight tickets
American Airlines
Jan 22
NAP12:40 pmNaples
33h 45m
1 stop
ORD3:25 pmChicago O'Hare Intl
Jan 29
ORD6:45 pmChicago O'Hare Intl
13h 50m
1 stop
NAP3:35 pmNaples
$643
Find similar
American Airlines
Jan 23
NAP6:20 amNaples
15h 35m
1 stop
ORD2:55 pmChicago O'Hare Intl
Jan 29
ORD11:51 amChicago O'Hare Intl
19h 19m
2 stops
NAP2:10 pmNaples
$676
Find similar
American Airlines
Jan 23
NAP6:20 amNaples
32h 31m
2 stops
ORD7:51 amChicago O'Hare Intl
Jan 29
ORD11:44 amChicago O'Hare Intl
19h 26m
2 stops
NAP2:10 pmNaples
$681
Find similar

British Airways flights from Naples to Illinois

Our best British Airways deals on Naples to Illinois flight tickets
British Airways
Jan 22
NAP12:40 pmNaples
35h 20m
1 stop
ORD5:00 pmChicago O'Hare Intl
Jan 29
ORD5:10 pmChicago O'Hare Intl
15h 25m
1 stop
NAP3:35 pmNaples
$645
Find similar
British Airways
Jan 22
NAP12:40 pmNaples
33h 45m
1 stop
ORD3:25 pmChicago O'Hare Intl
Jan 29
ORD5:10 pmChicago O'Hare Intl
15h 25m
1 stop
NAP3:35 pmNaples
$646
Find similar
British Airways
Jan 22
NAP12:40 pmNaples
36h 02m
2 stops
ORD5:42 pmChicago O'Hare Intl
Jan 29
ORD4:14 pmChicago O'Hare Intl
16h 21m
2 stops
NAP3:35 pmNaples
$651
Find similar

momondo 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, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Naples to Illinois that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/22

12:40 pm-3:25 pm

1 stop33h 45m

Chicago O'Hare Intl

Thu 1/29

6:45 pm-3:35 pm

1 stop13h 50m

$643

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/22

6:20 am-2:55 pm

1 stop15h 35m

Chicago O'Hare Intl

Thu 1/29

4:14 pm-3:35 pm

2 stops16h 21m

$644

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/22

12:40 pm-3:25 pm

1 stop33h 45m

Chicago O'Hare Intl

Thu 1/29

11:44 am-3:35 pm

2 stops20h 51m

$645

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/22

12:40 pm-3:25 pm

1 stop33h 45m

Chicago O'Hare Intl

Thu 1/29

5:10 pm-3:35 pm

1 stop15h 25m

$646

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/22

6:20 am-2:55 pm

1 stop15h 35m

Chicago O'Hare Intl

Thu 1/29

8:45 pm-3:35 pm

1 stop11h 50m

$648

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 1/22

6:20 am-2:55 pm

1 stop15h 35m

Chicago O'Hare Intl

Thu 1/29

4:14 pm-3:35 pm

2 stops16h 21m

$649

NaplesChicago

NAP - ORD

NAPORD

Naples

Fri 1/23

6:20 am-2:55 pm

1 stop15h 35m

Chicago O'Hare Intl

Thu 1/29

5:10 pm-3:35 pm

1 stop15h 25m

$650

NaplesChicago

NAP - MDW

NAPMDW

Naples

Fri 1/23

6:15 am-5:55 pm

2 stops18h 40m

Chicago Midway

Thu 1/29

6:35 pm-3:50 pm

2 stops14h 15m

$700

NaplesChicago

NAP - MDW

NAPMDW

Naples

Fri 1/16

6:15 am-5:37 pm

2 stops18h 22m

Chicago Midway

Fri 1/23

1:49 pm-3:50 pm

2 stops19h 01m

$746

NaplesChicago

NAP - MDW

NAPMDW

Naples

Mon 12/29

6:35 am-5:26 pm

2 stops17h 51m

Chicago Midway

Sat 1/3

9:29 am-6:55 pm

2 stops26h 26m

$1,255

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Illinois from

How to get the cheapest flight ticket from Naples to Illinois

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Illinois?

The cheapest day to depart from Naples to Illinois is on a Saturday when prices can be found for as low as $741. Flights from Naples to Illinois on a Friday will generally be more expensive and average around $999. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Illinois?

Our most recent data shows that the best time of day to fly to Illinois is in the morning. Flights from Naples to Illinois during this time can be as low as $709. Flights in the afternoon are often more expensive with an average ticket price of $897.

What is the cheapest Naples to Illinois flight route?

Fly from Naples to Chicago O'Hare Intl for the best Naples - Illinois flight prices

What cabin class options are available on Naples to Illinois flights?

There are 3 cabin classes available to choose from on Naples to Illinois flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Naples to Illinois flights?

No. A direct flight is the cheapest option for a flight between Naples to Illinois.

Cheap Naples to Illinois flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Naples to Illinois

Best Price Found

$512

Fastest flight time

10h 50m

Direct flights

Mon, Tue, Fri, Sat and Sun

Airports in Illinois

98 airports
The best one-way flight to Illinois from Naples in the past 72 hours is $512. The best round-trip flight deal from Naples to Illinois found on momondo in the last 72 hours is $757.
The fastest flight from Naples to Illinois takes 10h 50m
Direct flights go from Naples to Illinois on Monday, Tuesday, Friday, Saturday and Sunday. The only airline offering direct flights is American Airlines.
There are 98 airports in Illinois. From Naples there are direct flights to Chicago O'Hare Intl (ORD).
Search flight deals

  • When did momondo last update prices for flights from Naples Airport to Illinois?

    Prices for flights from Naples Airport to Illinois were last updated today.

  • How many operators does momondo search for flights from Naples Airport to Illinois?

  • How old do you have to be to fly from Naples Airport to Illinois?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Naples Airport to Illinois.

  • What documentation or ID do you need to fly to Illinois?

    The travel and health documents required for your trip to Illinois can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Illinois. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Naples to Illinois?

Best airlines flying from Naples to Illinois

Compare and see reviews for airlines that fly from Naples to Illinois with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $664Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Naples to Illinois?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Naples to Illinois for you.

Can I find flights from Naples to Illinois with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Illinois from Naples with this policy.

How can momondo help me find flights from Naples to Illinois?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Illinois from Naples.

I’m not ready to book a flight from Naples to Illinois right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Naples to Illinois flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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