NAP - ORD

$379 Find Cheap Flights from Naples to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Naples to O'Hare Intl departing on 5/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Naples to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Naples to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$556
Typical prices: $832-$634
Finnair
Thu 5/7Sun 5/10
NAP - ORD • 1 stop
Cheapest non-stop
$562
Finnair
Sun 5/10Mon 5/18
NAP - ORD • Non-stop
Top airlines
Cheapest • from $556 (round-trip)
Best reviews • 7.1 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with American Airlines. Average duration is 10h 55m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 77% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Naples to O'Hare Intl (NAP-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Naples to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Naples to O'Hare Intl

Thu, May 7 - Sun, May 10
Finnair Logo
10:35 am - 5:50 pm
NAP
-
ORD
14h 15m
1 stop
Finnair Logo
5:25 pm - 10:00 am
ORD
-
NAP
9h 35mnonstop
$556Finnair
Sun, May 10 - Mon, May 18
Finnair Logo
3:00 pm - 6:55 pm
NAP
-
ORD
10h 55mnonstop
Finnair Logo
5:25 pm - 10:00 am
ORD
-
NAP
9h 35mnonstop
$561Finnair
Sun, May 10 - Mon, May 18
Finnair Logo
3:00 pm - 6:55 pm
NAP
-
ORD
10h 55mnonstop
Finnair Logo
5:25 pm - 10:00 am
ORD
-
NAP
9h 35mnonstop
$562Finnair
Thu, May 21 - Tue, May 26
Finnair Logo
3:00 pm - 6:55 pm
NAP
-
ORD
10h 55mnonstop
Finnair Logo
5:30 pm - 10:00 am
ORD
-
NAP
9h 30mnonstop
$572Finnair
Mon, May 18 - Mon, May 25
Finnair Logo
3:00 pm - 6:55 pm
NAP
-
ORD
10h 55mnonstop
Finnair Logo
5:30 pm - 10:00 am
ORD
-
NAP
9h 30mnonstop
$576Finnair
Sun, May 10 - Mon, May 18
Finnair Logo
3:00 pm - 6:55 pm
NAP
-
ORD
10h 55mnonstop
Finnair Logo
5:25 pm - 10:00 am
ORD
-
NAP
9h 35mnonstop
$578Finnair
Sun, May 10 - Mon, May 18
Finnair Logo
3:00 pm - 6:55 pm
NAP
-
ORD
10h 55mnonstop
Finnair Logo
5:25 pm - 10:00 am
ORD
-
NAP
9h 35mnonstop
$580Finnair
Wed, May 20 - Wed, May 27
Finnair Logo
3:00 pm - 6:55 pm
NAP
-
ORD
10h 55mnonstop
Finnair Logo
5:30 pm - 10:00 am
ORD
-
NAP
9h 30mnonstop
$582Finnair
Wed, May 20 - Wed, May 27
British Airways Logo
3:00 pm - 6:55 pm
NAP
-
ORD
10h 55mnonstop
British Airways Logo
9:15 pm - 10:00 pm
ORD
-
NAP
17h 45m
1 stop
$592British Airways
Sun, May 10 - Mon, May 18
British Airways Logo
3:00 pm - 6:55 pm
NAP
-
ORD
10h 55mnonstop
British Airways Logo
5:25 pm - 10:00 am
ORD
-
NAP
9h 35mnonstop
$602British Airways
Booking Insights

KAYAK's insights & trends for Naples to O'Hare Intl flights

Get data-powered insights and trends into flights from Naples to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Naples to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Naples to Chicago O'Hare Intl Airport departing in May.

What’s the cheapest day of the week to fly from Naples to Chicago?

The average price of all round-trip flights from Naples to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Saturday, as we generally find the cheapest rates on that day for this route. On the other hand, Friday is the most expensive day to fly from Naples to Chicago. For your return ticket, we recommend flying on a Tuesday and avoiding Wednesdays for the best deals.

Can I save money by flying with a layover from Naples to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $712, prices are generally cheapest when you fly direct.

Good to know

Low seasonNovember
Cheapest flight$379
Best time to beat the crowds with an average 34% drop in price.
Most popular time to fly with an average 38% increase in price.
Flight from Naples to Chicago

When to book flights from Naples to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Naples to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Naples to Chicago flights

  • How many flights are there between Naples and Chicago O'Hare Intl Airport per day?

    There is a maximum of 1 nonstop flight a day that takes off from Naples and lands in Chicago O'Hare Intl Airport, with an average flight time of 10h 55m. The most common departure time is 3:00 pm and most flights take off in the afternoon. Each week, there are 7 flights.

  • What is the cheapest flight from Naples to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Naples to Chicago O'Hare Intl Airport was $379 for a one-way ticket and $556 for a round-trip.

  • Do I need a passport to fly between Naples and Chicago?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Naples and on arrival in Chicago.

  • Which airlines offer Wi-Fi service onboard planes from Naples to Chicago?

    KLM, American Airlines, Delta, and Air France offer inflight Wi-Fi service on the Naples to Chicago flight route.

  • Which aircraft models fly most regularly from Naples to Chicago?

    The Boeing 787-9 Dreamliner is the aircraft model that flies most regularly on the Naples to Chicago flight route.

  • Which airline alliances offer flights from Naples to Chicago?

    oneworld is the only airline alliance operating flights between Naples and Chicago.

  • On which days can I fly direct from Naples to Chicago?

    There are nonstop flights from Naples to Chicago on a daily basis.

  • How does KAYAK find such low prices on flights from Naples to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Naples to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Naples to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Naples is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Naples to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Naples with another airline. Booking your flights between Naples and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Naples to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Naples up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Naples to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $567 or less one-way.

Prefer to fly direct from Naples to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Naples to Chicago O'Hare Intl.
Find which airlines fly direct from Naples Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Naples to Chicago O'Hare Intl

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to Naples

Monday

American Airlines

American Airlines

Tuesday

American Airlines

American Airlines

Wednesday

American Airlines

American Airlines

Thursday

American Airlines

American Airlines

Friday

American Airlines

American Airlines

Saturday

American Airlines

American Airlines

Sunday

American Airlines

American Airlines

See more direct flights

Reviews of the top airline flying from Naples to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Naples to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Naples to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.1
American AirlinesOverall score based on 11564 reviews
7.5Boarding
7.9Crew
6.4Food
6.8Entertainment
7.2Comfort
Airline reviews

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

10.0 ExcellentDeborah Jacqueline Diana, Apr 2026
MIA - ORD
Read more American Airlines reviews

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Didn't make it back on American Airlines due to a maintenance issue. The communication and updates were terrible. I ended up returning on Aero Mexico which had a much nicer aircraft with a large entertainment screen with movies and shows AND they had a nice inflight meal. That was a treat after being delayed 26 hours! I think some additional flight miles, or something should be offered for that long of a delay ---it was not pleasant at all---very physical and emotional experience.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

Everything you need to know for your flight from Naples to O'Hare Intl

Information on your arrival and departure airports