Which airline has the best punctuality record on Naples to Chicago flights?

According to our data, American Airlines have had the least number of delays on this route over the last 12 months; with about 24% of their flights experiencing any sort of delay.

What day of the week experiences the fewest flight delays on this route?

Thursday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

What is the cheapest airline that flies from Naples to Chicago O'Hare Intl?

American Airlines, British Airways, and Iberia are the most popular carriers operating from Naples to Chicago O'Hare Intl

How often are flights from Naples to Chicago delayed?

Historically, on average around 24% of flights between Naples and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 227 minutes.

What is the most punctual flight time for Naples to Chicago flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

When did momondo last update prices for flights from Naples Airport to Chicago O'Hare Intl Airport?

Prices for flights from Naples Airport to Chicago O'Hare Intl Airport were last updated today.

How many operators does momondo search for flights from Naples Airport to Chicago O'Hare Intl Airport?

The number of operators available for flights from Naples Airport to Chicago O'Hare Intl Airport is 1 as of October 2025.

How old do you have to be to fly from Naples Airport to Chicago O'Hare Intl Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Naples Airport to Chicago O'Hare Intl Airport.

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

$304 Cheap Flights from Naples to Chicago O'Hare Intl Airport in 2025/26

Q: What is the typical price of a round-trip flight between Naples and Chicago O'Hare Intl Airport?

Prices are currently low for flights on this route. Typical prices usually range from $755 to $1,033. The lowest price recently found on this route was $552.

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

7:30 pm - 4:45 pmNAP-ORD

28h 15m1 stop

7:20 pm - 6:40 pmORD-NAP

16h 20m1 stop

$552Scandinavian Airlines

Find Deal

Thu, Nov 20 - Wed, Nov 26

7:25 pm - 4:45 pmNAP-ORD

28h 20m1 stop

7:20 pm - 6:35 pmORD-NAP

16h 15m1 stop

$560Scandinavian Airlines

Find Deal

Sun, Nov 16 - Sat, Nov 22

3:05 pm - 4:20 pmNAP-ORD

32h 15m1 stop

4:10 pm - 2:15 pmORD-NAP

15h 05m1 stop

$615SWISS

Find Deal

Thu, Nov 20 - Wed, Nov 26

3:05 pm - 12:45 pmNAP-ORD

28h 40m1 stop

9:50 pm - 5:25 pmORD-NAP

12h 35m1 stop

$617Multiple Airlines

Find Deal

Thu, Nov 20 - Wed, Nov 26

3:05 pm - 4:20 pmNAP-ORD

32h 15m1 stop

4:10 pm - 9:15 amORD-NAP

34h 05m1 stop

$630SWISS

Find Deal

Thu, Nov 20 - Wed, Nov 26

3:05 pm - 12:45 pmNAP-ORD

28h 40m1 stop

9:50 pm - 5:25 pmORD-NAP

12h 35m1 stop

$632Multiple Airlines

Find Deal

Thu, Nov 20 - Wed, Nov 26

11:50 am - 12:02 amNAP-ORD

19h 12m2 stops

4:25 pm - 11:10 amORD-NAP

11h 45m1 stop

$652Delta

Find Deal

Thu, Nov 20 - Wed, Nov 26

11:50 am - 12:02 amNAP-ORD

19h 12m2 stops

4:25 pm - 11:10 amORD-NAP

11h 45m1 stop

$687Delta

Find Deal

Thu, Nov 20 - Wed, Nov 26

6:20 am - 2:55 pmNAP-ORD

15h 35m1 stop

11:48 am - 11:45 amORD-NAP

16h 57m2 stops

$888American Airlines

Find Deal

Thu, Nov 20 - Wed, Nov 26

6:20 am - 2:55 pmNAP-ORD

15h 35m1 stop

5:40 pm - 2:10 pmORD-NAP

13h 30m1 stop

$1,208American Airlines

Find Deal

Thu, Dec 11 - Thu, Dec 18

Scandinavian Airlines flights from Naples to Chicago O'Hare Intl Airport

Our best Scandinavian Airlines deals on Naples to Chicago O'Hare Intl Airport flight tickets

Scandinavian Airlines

Nov 20

NAP7:30 pmNaples

28h 15m

1 stop

ORD4:45 pmChicago O'Hare Intl

Nov 26

ORD7:20 pmChicago O'Hare Intl

16h 20m

1 stop

NAP6:40 pmNaples

$552

Find similar

Scandinavian Airlines

Nov 16

NAP7:25 pmNaples

28h 20m

1 stop

ORD4:45 pmChicago O'Hare Intl

Nov 22

ORD7:20 pmChicago O'Hare Intl

16h 15m

1 stop

NAP6:35 pmNaples

$560

Find similar

Scandinavian Airlines

Nov 1

NAP11:05 amNaples

12h 40m

1 stop

ORD5:45 pmChicago O'Hare Intl

Nov 8

ORD7:20 pmChicago O'Hare Intl

16h 15m

1 stop

NAP6:35 pmNaples

$760

Find similar

SWISS flights from Naples to Chicago O'Hare Intl Airport

Our best SWISS deals on Naples to Chicago O'Hare Intl Airport flight tickets

SWISS

Nov 20

NAP3:05 pmNaples

32h 15m

1 stop

ORD4:20 pmChicago O'Hare Intl

Nov 26

ORD4:10 pmChicago O'Hare Intl

15h 05m

1 stop

NAP2:15 pmNaples

$615

Find similar

SWISS

Nov 20

NAP3:05 pmNaples

32h 15m

1 stop

ORD4:20 pmChicago O'Hare Intl

Nov 26

ORD4:10 pmChicago O'Hare Intl

34h 05m

1 stop

NAP9:15 amNaples

$630

Find similar

SWISS

Feb 18

NAP9:50 amNaples

13h 30m

1 stop

ORD4:20 pmChicago O'Hare Intl

Feb 22

ORD6:50 pmChicago O'Hare Intl

12h 20m

1 stop

NAP2:10 pmNaples

$633

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Naples to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 11/20

7:30 pm-4:45 pm

1 stop28h 15m

Chicago O'Hare Intl

Wed 11/26

7:20 pm-6:40 pm

1 stop16h 20m

$552

NaplesChicago

NAP - ORD

NAPORD

Naples

Sun 11/16

7:25 pm-4:45 pm

1 stop28h 20m

Chicago O'Hare Intl

Sat 11/22

7:20 pm-6:35 pm

1 stop16h 15m

$560

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 11/20

3:05 pm-4:20 pm

1 stop32h 15m

Chicago O'Hare Intl

Wed 11/26

4:10 pm-2:15 pm

1 stop15h 05m

$615

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 11/20

3:05 pm-12:45 pm

1 stop28h 40m

Chicago O'Hare Intl

Wed 11/26

9:50 pm-5:25 pm

1 stop12h 35m

$617

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 11/20

3:05 pm-4:20 pm

1 stop32h 15m

Chicago O'Hare Intl

Wed 11/26

4:10 pm-9:15 am

1 stop34h 05m

$630

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 11/20

3:05 pm-12:45 pm

1 stop28h 40m

Chicago O'Hare Intl

Wed 11/26

9:50 pm-5:25 pm

1 stop12h 35m

$632

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 11/20

11:50 am-12:02 am

2 stops19h 12m

Chicago O'Hare Intl

Wed 11/26

4:25 pm-11:10 am

1 stop11h 45m

$652

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 11/20

11:50 am-12:02 am

2 stops19h 12m

Chicago O'Hare Intl

Wed 11/26

4:25 pm-11:10 am

1 stop11h 45m

$687

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 11/20

6:20 am-2:55 pm

1 stop15h 35m

Chicago O'Hare Intl

Wed 11/26

11:48 am-11:45 am

2 stops16h 57m

$888

NaplesChicago

NAP - ORD

NAPORD

Naples

Thu 12/11

6:20 am-2:55 pm

1 stop15h 35m

Chicago O'Hare Intl

Thu 12/18

5:40 pm-2:10 pm

1 stop13h 30m

$1,208

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Naples to Chicago O'Hare Intl Airport

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

Prices

Airlines

Delays

Other information

What is the typical price of a round-trip flight between Naples and Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Saturday when prices can be found for as low as $741. This is often the case because there is less demand to fly during this day of the week. On the other hand, Friday is the most expensive day to depart from Naples because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $999.

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

Flying to Chicago O'Hare Intl Airport from Naples in the morning is the least expensive time of day to depart. momondo users have found prices as low as $688 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $897. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Naples to Chicago O'Hare Intl flight route?

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

What cabin class options are available on Naples to Chicago O'Hare Intl flights?

There are 3 cabin classes available to choose from on Naples to Chicago O'Hare Intl 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 Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Naples to Chicago O'Hare Intl Airport.

When to book flights from Naples to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Naples to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Naples to Chicago O'Hare Intl Airport (NAP to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Naples to Chicago O'Hare Intl Airport

Best Price Found	$655
Direct flights	None

The best one-way flight to Chicago O'Hare Intl Airport from Naples in the past 72 hours is $655. The best round-trip flight deal from Naples to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $757.

There are no direct flights from Naples to Chicago O'Hare Intl Airport. There are no popular flight routes from Naples to Chicago O'Hare Intl Airport.

Search flight deals

How far is Naples to Chicago O'Hare Intl by plane?
Chicago O'Hare Intl is 4929.9 mi away from Naples. Flights usually cover this in 13h 30m, depending on flying conditions and air traffic around both airports.
When did momondo last update prices for flights from Naples Airport to Chicago O'Hare Intl Airport?
Prices for flights from Naples Airport to Chicago O'Hare Intl Airport were last updated today.
How many operators does momondo search for flights from Naples Airport to Chicago O'Hare Intl Airport?
The number of operators available for flights from Naples Airport to Chicago O'Hare Intl Airport is 1 as of October 2025.
How old do you have to be to fly from Naples Airport to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Naples Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents you'll need for your trip to Chicago O'Hare Intl Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago O'Hare Intl Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Naples to Chicago O'Hare Intl Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Naples to Chicago O'Hare Intl Airport is Boeing 787-9 Dreamliner (30.53% of total bookings). The next most popular plane models are Airbus A330-300 (11.58%), Boeing 787-8 Dreamliner (11.58%), and Airbus A330-900neo (9.47%).
What is the most popular airline from Naples to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Naples and Chicago O'Hare Intl Airport, the leading airline is American Airlines, making up 100% of the total bookings.

Best airlines flying from Naples to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Naples to Chicago O'Hare Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $664	Free Cancellation	Rating 7.2 11,030 reviews		Search American Airlines flights

Lake Geneva

South Haven

Schaumburg

Rockford

Merrillville

Gurnee

Naperville

Rosemont

Kenosha

New Buffalo

Joliet

Oak Brook

Orland Park

Racine

Hammond

Tinley Park

Janesville

Aurora

Elgin

Benton Harbor

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Chicago from Naples.

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

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

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

Once all potential Naples to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes momondo offers price alerts on flights to Chicago from Naples. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Chicago O'Hare Intl Airport trip

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Cheap flights from Naples to Chicago from $304

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 Chicago departing on 1/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

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Price Alerts

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Cheap round-trip flights

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Scandinavian Airlines flights from Naples to Chicago O'Hare Intl Airport

Our best Scandinavian Airlines deals on Naples to Chicago O'Hare Intl Airport flight tickets

SWISS flights from Naples to Chicago O'Hare Intl Airport

Our best SWISS deals on Naples to Chicago O'Hare Intl Airport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Naples to Chicago O'Hare Intl Airport that are best for you.

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How to get the cheapest flight ticket from Naples to Chicago O'Hare Intl Airport

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 typical price of a round-trip flight between Naples and Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Naples to Chicago O'Hare Intl flight route?

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

What cabin class options are available on Naples to Chicago O'Hare Intl flights?

There are 3 cabin classes available to choose from on Naples to Chicago O'Hare Intl 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 Chicago O'Hare Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Naples to Chicago O'Hare Intl Airport.

What is the cheapest airline that flies from Naples to Chicago O'Hare Intl?

American Airlines, British Airways, and Iberia are the most popular carriers operating from Naples to Chicago O'Hare Intl

How often are flights from Naples to Chicago delayed?

Historically, on average around 24% of flights between Naples and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 227 minutes.

What is the most punctual flight time for Naples to Chicago flights?

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Thursday is statistically the day of the week which experiences the fewest number of delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Naples to Chicago flights?

According to our data, American Airlines have had the least number of delays on this route over the last 12 months; with about 24% of their flights experiencing any sort of delay.

When to book flights from Naples to Chicago O'Hare Intl Airport

Cheap Naples to Chicago O'Hare Intl Airport (NAP to ORD) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Naples to Chicago O'Hare Intl Airport

Best Price Found

Direct flights

How far is Naples to Chicago O'Hare Intl by plane?

When did momondo last update prices for flights from Naples Airport to Chicago O'Hare Intl Airport?

How many operators does momondo search for flights from Naples Airport to Chicago O'Hare Intl Airport?

How old do you have to be to fly from Naples Airport to Chicago O'Hare Intl Airport?

What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?

What is the most popular plane model from Naples to Chicago O'Hare Intl Airport?

What is the most popular airline from Naples to Chicago O'Hare Intl Airport?

Best airlines flying from Naples to Chicago O'Hare Intl Airport

Compare and see reviews for airlines that fly from Naples to Chicago O'Hare Intl Airport with momondo

Traveling to a place near Chicago?

Why use momondo?

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

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

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

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

An easier way to manage your Chicago O'Hare Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Chicago

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo