$448 Cheap United flights from Chicago to Naples (ORD to NAP)

Find The Best Day To Fly from Chicago to Naples

Amazing United ORD to NAP Flight Deals

The cheapest flights to Naples Intl. found within the past 7 days were $767 round trip and $448 one way. Prices and availability subject to change. Additional terms may apply.

Mon, Nov 10 - Mon, Nov 17
ORD
Chicago
NAP
Naples
$767 Roundtrip, found 1 hour ago
$767
Roundtrip
found 1 hour ago
Select United flight, departing Mon, Nov 10 from Chicago to Naples, returning Mon, Nov 17, priced at $767 found 1 hour ago

NAP From ORD Economy Coach Packages on Similar Airlines

Price found within the past 48 hours. Click for updated prices.
Hotel San Francesco Al Monte

Hotel San Francesco Al Monte

4 out of 5
Price was $1,828, price is now $1,666 per person
$1,666
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Naples (NAP)
Grand Hotel Parkers

Grand Hotel Parkers

5 out of 5
Price was $2,296, price is now $1,932 per person
$1,932
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Naples (NAP)
Eurostars Hotel Excelsior

Eurostars Hotel Excelsior

4 out of 5
Price was $1,985, price is now $1,684 per person
$1,684
per person
Nov 22 - Nov 26
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Naples (NAP)
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Frequently asked questions

Can I catch a flight from ORD to Naples Airport right now?
For info on any current Naples Airport quarantine requirements and travel advice, go to the Covid-19 Travel Advisor. Look before you book your flight, so you don't get caught up en route.
If I am not able to travel due to COVID-19, can I change my booking to a later date?
For more info about changing your flight to Naples Intl. Airport (NAP), please visit our Customer Service Portal.
What is the best day to buy a plane ticket?
This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that is when prices are generally at their highest.
What are the cheapest days to fly?
Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2021, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?
Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Discover our best United flight from Chicago ORD to Naples NAP 

To find the best deals on flights to Chicago from Naples with United, just enter your travel dates, filter by United, and hit search. You’ll find flights to choose from and can sort by price, flight duration, and arrival or departure time.  

 

Return flights from Chicago ORD to Naples NAP with United 

If you’re planning a round trip, booking return flights with United is usually the most cost-effective option. With airfares ranging from $767 to $767, it’s easy to find a flight that suits your budget. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way United flights from Chicago ORD to Naples NAP 

A one-way ticket gives you much greater flexibility—allowing you to choose your return date, destination, and time whenever you’re ready. By booking in advance you can find great deals on one-way tickets too. Right now, a one-way United flight from Chicago to Naples costs from $448. Prices and availability subject to change. Additional terms may apply. 

 

The easy way to find cheap flights to Naples NAP from  Chicago ORD with United 

To find a cheap United flight from Chicago ORD to Naples NAP, sort your search results by price or filter by budget. Thanks to Travelocity’s Price Match Promise, if you find a better airfare deal anywhere else within 24 hours, we’ll credit or refund the difference. 

 

How to find our best airfare deals on United flights from Chicago ORD to Naples NAP 

If you’re looking for cheap flights, it helps to be flexible when it comes to your travel dates. You’ll usually find lower cost tickets when you travel during quieter months such as November, or if you book a flight with a stopover. 

 

Find nonstop flights from Chicago ORD to Naples NAP with United 

If you’re keen to be on Naples soil fast, don’t waste time with a stopover—filter your search results to show direct United flights only. The journey takes around hour(s) min(s) – so you’ll be there before you know it. 

 

Flexible airline tickets for United flights from Chicago ORD to Naples NAP 

Make sure you’re not out of pocket if plans change by choosing a flexible ticket with penalty-free amendment and cancellation options. Use our ‘no change fee’ filter to see which flights have this option.  

 

There are a lot of reasons to book your flights to Naples NAP from  Chicago ORD with United on Travelocity 

At Travelocity our vast and up-to-the-minute inventory puts all of our best flight deals in one place. So, whether you’re traveling on business or jetting off with friends and family, you can trust Travelocity to get you there.

United Airports
Hop on a(n) United flight today by flying to many destinations out of these domestic and international airports:
Airport code
Country
Airport name
Number of flights
ORDUSAO'Hare Intl.227
DENUSADenver Intl.226
IAHUSAGeorge Bush Intercontinental136
IADUSAWashington Dulles Intl.100
SFOUSASan Francisco Intl.64
LAXUSALos Angeles Intl.23
EWRUSALiberty Intl.20
FRADEUFrankfurt Intl.19
NRTJPNNarita Intl.19
PEKCHNCapital Intl.16

Travelers ❤️ these 🏨 after their flight to Naples

Holiday Inn Naples by IHG

Holiday Inn Naples by IHG

4 out of 5
Via Domenico Aulisio, Centro Direzionale Isola E6, Naples, NA
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8/10 Very Good! (1,008 reviews)
The room was clean,breakfast good whit others opciones felt safe to stay at Holiday Inn

Reviewed on Oct 26, 2025

Holiday Inn Naples by IHG
Millennium Gold Hotel

Millennium Gold Hotel

4 out of 5
Viale C. Umberto Maddalena, 192, Naples, NA
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet ...
6.2/10 (1,007 reviews)
My single room was quite basic, but as I used it mainly as a base to explore Naples, that wasn’t a problem. Housekeeping cleaned the room scrupulously each day and replaced the refrigerated bottles of water. The entire hotel looked spotless, and the breakfast spread offered an excellent start to ...

Reviewed on Oct 22, 2025

Millennium Gold Hotel
Capodichino International Hotel

Capodichino International Hotel

4 out of 5
Viale Umberto Maddalena 35, Naples, NA
This hotel features a seasonal outdoor pool and a poolside bar. Guests will appreciate free perks like free self parking and WiFi in public areas. A safe deposit ...
6.6/10 (628 reviews)
Great place if you have an early flight

Reviewed on Oct 24, 2025

Capodichino International Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.