NAP - ORD

$317 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 4/20. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

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
$466
TAP AIR PORTUGAL
Thu 4/16Wed 4/22
NAP - ORD • 1 stop
Cheapest non-stop
$893
Iberia
Tue 7/21Tue 8/11
NAP - ORD • Non-stop
Top airlines
TAP AIR PORTUGAL
Cheapest • from $466 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Avoid delays
American Airlines
Most punctual • 77% on-time
Afternoon flights
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, Apr 16 - Wed, Apr 22
TAP AIR PORTUGAL Logo
7:15 pm - 4:00 pm
NAP
-
ORD
27h 45m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 6:25 pm
ORD
-
NAP
17h 25m
1 stop
$466TAP AIR PORTUGAL
Thu, Apr 16 - Wed, Apr 22
TAP AIR PORTUGAL Logo
7:15 pm - 4:00 pm
NAP
-
ORD
27h 45m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 11:40 am
ORD
-
NAP
34h 40m
1 stop
$472TAP AIR PORTUGAL
Fri, Apr 17 - Wed, Apr 22
TAP AIR PORTUGAL Logo
12:35 pm - 4:05 pm
NAP
-
ORD
34h 30m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 6:25 pm
ORD
-
NAP
17h 25m
1 stop
$473TAP AIR PORTUGAL
Thu, Apr 16 - Wed, Apr 22
Scandinavian Airlines Logo
7:35 pm - 4:10 pm
NAP
-
ORD
27h 35m
1 stop
Scandinavian Airlines Logo
7:15 pm - 6:45 pm
ORD
-
NAP
16h 30m
1 stop
$594Scandinavian Airlines
Fri, Apr 10 - Tue, Apr 14
ITA Airways Logo
6:35 am - 6:39 pm
NAP
-
ORD
19h 04m
2 stops
ITA Airways Logo
8:45 am - 10:35 am
ORD
-
NAP
18h 50m
2 stops
$611ITA Airways
Thu, Apr 16 - Wed, Apr 22
United Airlines Logo
6:00 am - 2:50 pm
NAP
-
ORD
15h 50m
1 stop
United Airlines Logo
7:00 am - 7:00 am
ORD
-
NAP
17h 00m
1 stop
$614United Airlines
Thu, Apr 2 - Thu, Apr 9
Finnair Logo
10:35 am - 5:50 pm
NAP
-
ORD
14h 15m
1 stop
Finnair Logo
9:30 pm - 7:05 pm
ORD
-
NAP
14h 35m
1 stop
$615Finnair
Fri, Apr 10 - Tue, Apr 14
United Airlines Logo
6:00 am - 7:55 pm
NAP
-
ORD
20h 55m
1 stop
United Airlines Logo
10:35 am - 7:00 am
ORD
-
NAP
13h 25m
1 stop
$617United Airlines
Thu, Apr 16 - Wed, Apr 22
Aer Lingus Logo
11:40 am - 7:15 pm
NAP
-
ORD
14h 35m
1 stop
Aer Lingus Logo
3:45 pm - 10:40 am
ORD
-
NAP
11h 55m
1 stop
$618Aer Lingus
Thu, Apr 16 - Wed, Apr 22
United Airlines Logo
6:00 am - 7:25 pm
NAP
-
ORD
20h 25m
2 stops
United Airlines Logo
9:00 am - 7:00 am
ORD
-
NAP
15h 00m
1 stop
$622United 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 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.

Find deals

Good to know

Low seasonNovember
Cheapest flight$317
Best time to beat the crowds with an average 32% drop in price.
Most popular time to fly with an average 42% 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 $317 for a one-way ticket and $466 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.

  • 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 $491 or less one-way.

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 11338 reviews
8.0Crew
6.9Entertainment
7.5Boarding
6.4Food
7.2Comfort
Airline reviews

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

2.0 MediocreMarius, Feb 2026
LGA - ORD
Read more American Airlines reviews

The gate agent had a really bad attitude and refused to help me get on the standby list. She just handed me a card and said I needed to call a number. I asked her to help with the AA app on my phone and she just shrugged and said she didnt know. After a few phone calls, I eventually just went to a different gate agent on the other side of the terminal and got the help I needed.

Overall, my last three trips on American Airlines have all been either delayed or "rescheduled" due to mechanical issues. At least on delay caused me to miss two possible connecting flights each later than the first. My last option for my last connection required the assistance of the onsite service desk (O'Hare Airport). The wait time for the service desk was such that it jeopardized getting booked on the last connecting flight available for the night. Suffice it to say, my latest experiences with American Airlines have caused me extensive loss of productive business and personal time and can therefore be classified as significantly less than satisfactory.

Waiting for gate in RDU for more than 20mins is crazy.

American Airlines was great and worked very hard to change my ticket so I could get an earlier, direct flight back to Dallas. However, I was informed that Kayak made mistakes with my itinerary and classified my ticket as desiring to be on the earlier flight instead of taking the necessary step of calling AA to get me on the standby list. This ended up keeping me from being added to the standby list and delayed me getting home by 6 hours. I am happy to discuss this further with Kayak so they can correct their procedures so this won't happen again.

Waited for oxygen tanks for 30 minutes after boarding was complete.

We flew in first class. The crew did not offer drinks before the flight took off, but they treated us well during the flight. The food was excellent. There was actually too much food served, but it was nice to have all the options.

Flight from CHI to PVD was delayed by over 20 hours.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

Little warm on the plane and delayed for an hour

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)