NAP - ORD

$290 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 1/21. 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
$535
Scandinavian Airlines
Sat 11/8Wed 11/12
NAP - ORD • 1 stop
Cheapest one-way
$290
Multiple Airlines
Wed 1/21
NAP - ORD • 2 stops
Top airlines
Scandinavian Airlines
Cheapest • from $535 (round-trip)
American Airlines
Best reviews • 7.2 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
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We hope you love your trip to O'Hare Intl!
Flight Deals
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Flight Deals

Cheap Flights from Naples to Chicago (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 Chicago 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

Sat, Nov 8 - Wed, Nov 12
Scandinavian Airlines Logo
11:05 am - 4:45 pmNAP-ORD
12h 40m1 stop
Scandinavian Airlines Logo
7:20 pm - 6:40 pmORD-NAP
16h 20m1 stop
$535Scandinavian Airlines
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Sat, Nov 8 - Wed, Nov 12
Scandinavian Airlines Logo
11:05 am - 4:45 pmNAP-ORD
12h 40m1 stop
Scandinavian Airlines Logo
7:20 pm - 6:40 pmORD-NAP
16h 20m1 stop
$536Scandinavian Airlines
Find Deal
Sat, Nov 8 - Wed, Nov 12
Scandinavian Airlines Logo
11:05 am - 4:45 pmNAP-ORD
12h 40m1 stop
Scandinavian Airlines Logo
7:20 pm - 6:40 pmORD-NAP
16h 20m1 stop
$551Scandinavian Airlines
Find Deal
Sat, Nov 8 - Wed, Nov 12
Scandinavian Airlines Logo
8:50 pm - 4:45 pmNAP-ORD
26h 55m2 stops
Scandinavian Airlines Logo
7:20 pm - 6:40 pmORD-NAP
16h 20m1 stop
$559Scandinavian Airlines
Find Deal
Mon, Nov 17 - Tue, Nov 25
United Airlines Logo
2:15 pm - 8:05 pmNAP-ORD
12h 50m1 stop
United Airlines Logo
9:50 pm - 5:25 pmORD-NAP
12h 35m1 stop
$621United Airlines
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Mon, Nov 17 - Tue, Nov 25
Multiple Airlines Logo
10:25 pm - 1:10 pmNAP-ORD
21h 45m2 stops
Multiple Airlines Logo
4:20 pm - 10:10 pmORD-NAP
22h 50m2 stops
$626Multiple Airlines
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Mon, Mar 2 - Sun, Mar 8
British Airways Logo
1:55 pm - 1:50 pmNAP-ORD
30h 55m1 stop
British Airways Logo
6:10 pm - 1:05 pmORD-NAP
12h 55m1 stop
$630British Airways
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Mon, Nov 17 - Tue, Nov 25
United Airlines Logo
2:15 pm - 8:05 pmNAP-ORD
12h 50m1 stop
United Airlines Logo
3:45 pm - 5:25 pmORD-NAP
18h 40m2 stops
$643United Airlines
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Mon, Nov 17 - Tue, Nov 25
Multiple Airlines Logo
6:05 pm - 1:10 pmNAP-ORD
26h 05m2 stops
Multiple Airlines Logo
4:20 pm - 10:35 amORD-NAP
35h 15m3 stops
$645Multiple Airlines
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Fri, Feb 13 - Fri, Feb 20
American Airlines Logo
6:20 am - 2:30 pmNAP-ORD
15h 10m1 stop
American Airlines Logo
11:45 am - 2:10 pmORD-NAP
19h 25m2 stops
$672American Airlines
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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 Monday 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.

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Good to know

Low seasonFebruary
Cheapest flight$290
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 32% 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 $290 for a one-way ticket and $535 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 $653 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 11034 reviews
6.9Entertainment
6.4Food
7.2Comfort
8.0Crew
7.5Boarding
Airline reviews

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.

8.0 ExcellentRachel, Oct 2025CLE - ORD
Read more American Airlines reviews

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.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

The flight was on time and crew were nice, seats were tight and there was entertainment available

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

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)

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