Cheap Flights from Chicago, IL to Naples from $263
On Cheapflightsplus.com you will find 1000 connecting flights from Chicago to Naples. You can compare airfare deals from 21 airlines and multiple travel sites from $263, book and save on cheap plane tickets and last minute offers. Also check out CHI-NAP 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 Chicago to Naples depends on and how to choose the most interesting flight option for you.
Distance between Chicago and Naples is 7928 miles. Time difference between the cities is 7h. Airplanes depart 05:01 to 23:45 from 7 Chicago airports and arrive 05:01 to 23:45 to 4 Naples airports. Average flight time is 22h 20m.
- The fastest flight 11h 15m
- Average flight time 22h 20m
- The earliest flight 05:01
- The latest flight 23:45
- Distance 4927 ml
Best Flights from Chicago to Naples Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $379 | 18:15 Chicago O'Hare International | 18:20+1 день Naples Naples | 17h 5m layover 5h 50m - Lisbon | TAP Portugal | TP244 TP884 |
from $389 | 11:25 Chicago O'Hare International | 08:20+1 день Naples Naples | 13h 55m layover 1h 10m - Istanbul | Turkish Airlines | TK186 TK1453 |
from $263 | 19:39 Chicago O'Hare International | 11:00+3 дня Naples Naples | 56h 21m layover 21h 8m - Orlando 20h 55m - London | Spirit Airlines | NK507 Z0784 U26503 |
from $275 | 19:25 Chicago O'Hare International | 08:20+2 дня Naples Naples | 29h 55m layover 0h 55m - Reykjavik 16h 50m - Berlin | Icelandair | FI852 FI528 U25051 |
The cheapest months to travel to Naples are september (from 263 $), october (from 267 $), july (from 284 $).
The most expensive months are november (from 587 $), may (from 480 $), december (from 474 $).
What is the lowest airfare Chicago to Naples?
The cheapest plane ticket found by our users is $263. This airfare is for economy class on one-way NK507 flight by Spirit Airlines for September 27, 2025 which leaves O'Hare International in Chicago at 19:39 am and arrives at Naples Naples at 11:00.
Flight Schedule Chicago (Illinois) to Naples
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Popular Airlines on the Route
The flight Chicago — Naples is served by 21 regular airline and 4 low-cost airlines. Most of the flights on this route are operated by KLM - 24 departures per week at the price of from $ 488 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 650.
Direct flights
There’re no direct flights on this route. Try flights with stops.
Connecting Flights
There are 1000 flights with layovers on the route. The fastest connecting flight is LX7 by SWISS International Air Lines takes 11h 15m and the cheapest is NK507 by Spirit Airlines for $263.
- KL - KLMfrom $488Find
- AC - Air Canadafrom $288Find
- FI - Icelandairfrom $275Find
- LO - LOTfrom $619Find
- OS - Austrian Airlinesfrom $426Find
- EI - Aer Lingusfrom $595Find
- AF - Air Francefrom $478Find
- JU - Air Serbiafrom $422Find
- LX - SWISS International Air Linesfrom $419Find
- UA - United Airlinesfrom $439Find
- F9 - Frontier Airlinesfrom $356Find
- PD - Porter Airlinesfrom $363Find
Airports
You can fly from Chicago to Naples from 7 airports (O'Hare International, Midway, Dupage County, Chicago FSS, Merrill C Meigs (closed), Pal-Waukee, Chicago NAS).
Chicago airports
- O'Hare International-ORDfrom $263Find
- Midway-MDWfrom $359Find
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Naples airports
- Beverello Harbor-ZMFFind
- Naples-NAPFind
- Mergellina Harbour-ZMJFind
- Sorrento-RROFind
Airplanes
There are flights to Naples from Chicago by 21 airlines that use 1 aircraft brands. They range from huge modern airplanes to small-sized.
- Airbus A350-900from $423Find
Top Domestic Destinations from Chicago
You may also consider searching for discounted plane tickets to some other popular places from Chicago within United States.
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Top International Destinations from Chicago
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.
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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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