Cheap Flights from Naples to Chicago, IL from $316
On Cheapflightsplus.com you will find 984 connecting flights from Naples to Chicago. You can compare airfare deals from 36 airlines and multiple travel sites from $316, book and save on cheap plane tickets and last minute offers. Also check out NAP-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Flight Information
Below we will explain in detail what the flights cost on the destination from Naples to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Naples and Chicago is 7928 miles. Time difference between the cities is 7h. Airplanes depart 06:00 to 22:35 from 4 Naples airports and arrive 06:00 to 22:35 to 7 Chicago airports. Average flight time is 27h 20m.
- The fastest flight 12h 5m
- Average flight time 27h 20m
- The earliest flight 06:00
- The latest flight 22:35
- Distance 4927 ml
Best Flights from Naples to Chicago Today
| Price | Departure | Arrival | Flight Duration | Airline | Flight |
|---|---|---|---|---|---|
| from $387 | 12:00 Naples Naples | 20:08 Chicago O'Hare International | 15h 8m layover 2h 30m - Philadelphia | British Airways | BA1639 BA5418 |
| from $395 | 09:20 Naples Naples | 17:55 Chicago O'Hare International | 15h 35m layover 1h 40m - Istanbul | Turkish Airlines | TK1454 TK5 |
| from $316 | 22:25 Naples Naples | 19:29+1 день Chicago O'Hare International | 28h 4m layover 10h 40m - Dublin 4h 25m - Toronto | Ryanair | FR6841 WS35 AC511 |
| from $378 | 15:05 Naples Naples | 19:17+1 день Chicago O'Hare International | 35h 12m layover 3h 0m - Rome 19h 5m - New York | Alitalia | AZ1270 N0401 NK918 |
The cheapest months to travel to Chicago are october (from 316 $), august (from 387 $), september (from 457 $).
The most expensive months are january (from 627 $), december (from 624 $), november (from 624 $).
What is the lowest airfare Naples to Chicago?
The cheapest plane ticket found by our users is $316. This airfare is for economy class on one-way FR6841 flight by Ryanair for October 7, 2025 which leaves Naples in Naples at 22:25 am and arrives at Chicago O'Hare International at 19:29.
Flight Schedule Naples to Chicago (Illinois)
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Popular Airlines on the Route
The flight Naples — Chicago is served by 36 regular airlines and 10 low-cost airlines. Most of the flights on this route are operated by Vueling - 36 departures per week at the price of from $ 396 . And the most expensive tickets are offered by SAS airline - from $ 5658.
Direct flights
There’re no direct flights on this route. Try flights with stops.
Connecting Flights
There are 984 flights with layovers on the route. The fastest connecting flight is LH1889 by Lufthansa takes 12h 5m and the cheapest is FR6841 by Ryanair for $316.
- VY - Vuelingfrom $396Find
- FI - Icelandairfrom $786Find
- LS - Jet2.comfrom $1419Find
- I2 - Iberia Expressfrom $557Find
- JU - Air Serbiafrom $730Find
- FR - Ryanairfrom $316Find
- LX - SWISS International Air Linesfrom $613Find
- UA - United Airlinesfrom $1530Find
- HV - Transavia Airlinesfrom $789Find
- A3 - Aegean Airlinesfrom $480Find
- FZ - Flydubaifrom $1717Find
- DY - Norwegianfrom $625Find
Airports
You can fly from Naples to Chicago from 4 airports (Beverello Harbor, Naples, Mergellina Harbour, Sorrento).
Naples airports
- Beverello Harbor-ZMFFind
- Naples-NAPfrom $316Find
- Mergellina Harbour-ZMJFind
- Sorrento-RROFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Naples by 36 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.
- Boeing 737-800 (winglets)from $395Find
Top International Destinations from Naples
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
- from $58Find
- from $77Find
How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
- Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
- Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
- Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
- That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.
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