NAP - ORD

$272 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 3/10. 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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Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$549
Multiple Airlines
Tue 2/24Tue 3/3
NAP - ORD • 2 stops
Cheapest non-stop
$884
Finnair
Wed 7/1Wed 7/15
NAP - ORD • Non-stop
Top airlines
Iberia
Cheapest • from $605 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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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

Tue, Feb 24 - Tue, Mar 3
Multiple Airlines Logo
10:25 pm - 1:25 pm
NAP
-
ORD
22h 00m2 stops
Multiple Airlines Logo
4:05 pm - 10:10 pm
ORD
-
NAP
23h 05m2 stops
$549Multiple Airlines
Wed, Feb 25 - Tue, Mar 10
Iberia Logo
10:25 pm - 3:25 pm
NAP
-
ORD
24h 00m2 stops
Iberia Logo
6:40 pm - 10:25 pm
ORD
-
NAP
21h 45m1 stop
$605Iberia
Mon, Feb 23 - Mon, Mar 2
Iberia Logo
10:25 pm - 3:25 pm
NAP
-
ORD
24h 00m2 stops
Iberia Logo
5:40 pm - 10:25 pm
ORD
-
NAP
21h 45m1 stop
$611Iberia
Mon, Jan 26 - Sun, Feb 1
American Airlines Logo
1:55 pm - 5:00 pm
NAP
-
ORD
34h 05m1 stop
American Airlines Logo
6:25 pm - 1:05 pm
ORD
-
NAP
11h 40m1 stop
$612American Airlines
Mon, Mar 2 - Mon, Mar 9
United Airlines Logo
2:15 pm - 8:05 pm
NAP
-
ORD
12h 50m1 stop
United Airlines Logo
5:05 pm - 1:50 pm
ORD
-
NAP
14h 45m1 stop
$613United Airlines
Mon, Jan 26 - Sun, Feb 1
American Airlines Logo
1:55 pm - 5:00 pm
NAP
-
ORD
34h 05m1 stop
American Airlines Logo
6:25 pm - 1:05 pm
ORD
-
NAP
11h 40m1 stop
$614American Airlines
Sat, Jan 24 - Sun, Feb 1
American Airlines Logo
6:15 am - 2:55 pm
NAP
-
ORD
15h 40m1 stop
American Airlines Logo
6:25 pm - 1:05 pm
ORD
-
NAP
11h 40m1 stop
$619American Airlines
Sat, Jan 24 - Sun, Feb 1
American Airlines Logo
6:15 am - 2:55 pm
NAP
-
ORD
15h 40m1 stop
American Airlines Logo
6:25 pm - 1:05 pm
ORD
-
NAP
11h 40m1 stop
$620American Airlines
Sat, Jan 31 - Sun, Feb 8
Multiple Airlines Logo
6:15 am - 2:55 pm
NAP
-
ORD
15h 40m1 stop
Multiple Airlines Logo
11:44 am - 1:05 pm
ORD
-
NAP
18h 21m2 stops
$623Multiple Airlines
Mon, Jan 26 - Sun, Feb 1
Multiple Airlines Logo
3:00 pm - 12:45 pm
NAP
-
ORD
28h 45m1 stop
Multiple Airlines Logo
1:00 pm - 2:05 pm
ORD
-
NAP
18h 05m2 stops
$625Multiple Airlines
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.

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 Fridays 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.

Find deals

Good to know

Low seasonNovember
Cheapest flight$272
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly with an average 44% 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

  • 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 $272 for a one-way ticket and $549 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, Air France, and Delta 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.

  • 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 $509 or less one-way and $757 or less round-trip.

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.
7.2
American AirlinesOverall score based on 11103 reviews
8.0Crew
7.5Boarding
6.9Entertainment
7.2Comfort
6.4Food
Airline reviews

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

10.0 ExcellentAnonymous, Jan 2026
SEA - ORD
Read more American Airlines reviews

So excited very proud first of all I wanna thank kayak all updates very professional and fast alart And amazing cabin crew so nice to me they deserve big salute

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

Awful. They won’t help me with anything. I booked on American but they abdicated to Iberia. The ticket was overpriced. Everything negative

I enjoyed the extra leg room compared to other airlines. The first stewards made my daughter’s birthday special by giving her an extra snack. Then the last one coming home from Chicago to Appleton made our night really enjoyable Thanks for making our trip enjoyable

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

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

Information on your arrival and departure airports

Naples (NAP)
O'Hare Intl (ORD)