Cheap Flights from Naples to Chicago, IL from $404

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On Cheapflightsplus.com you will find 3 connecting flights from Naples to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $404, 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.

Find One-Way and Round-Trip Naples to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $404 (one-way), $693 (round-trip).

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Best Flights from Naples to Chicago Today

Take a look at the list of non stop flights and flights with layovers from Naples to Chicago with the lowest price of $404. Take a look at the list of flights with layovers from Naples to Chicago from $404. There’re no direct flights. The fastest connecting flight – 16h 10m.

Price	Departure	Arrival	Flight Duration	Airline	Flight
from $404 Find flight	09:15 Naples Naples	18:25 Chicago O'Hare International	16h 10m layover 1h 50m - Istanbul	Turkish Airlines	TK1454 TK5
from $655 Find flight	19:10 Naples Naples	13:25+1 день Chicago O'Hare International	25h 15m layover 13h 30m - Frankfurt	Lufthansa	LH335 LH430

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*Departure and arrival times - local. Prices indicated for one-way flights. Information updated on May 09, 2025

Flight Schedule Naples to Chicago (Illinois)

Full flight schedule will help you in detecting at what time planes fly from Naples to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.

Departure	Flight Details	Flight Duration	Price
09:15 — 18:25	19:35 — 22:55 TK1454 Turkish Airlines Naples — Istanbul 1h 50m stop 14:10 — 17:35 TK5 Turkish Airlines Istanbul — Chicago	16h 10m including layover	Find flight from$404
19:10 — 13:25 +1 day	13:00 — 15:05 LH335 Lufthansa Naples — Frankfurt 13h 30m stop 10:45 — 13:00 LH430 Lufthansa Frankfurt — Chicago	25h 15m including layover	Find flight from$655
19:10 — 15:15 +1 day	13:00 — 15:05 LH335 Lufthansa Naples — Frankfurt 15h 30m stop 13:15 — 15:20 LH9150 Lufthansa Frankfurt — Chicago	27h 5m including layover	Find flight from$655

Departure	Arrival	Flight Details	Flight Time	Price
		stop stop	including layover	Find flight from$

*Departure and arrival times - local. Updated on May 9, 2025

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 09:15 to 19:10 from 4 Naples airports and arrive 09:15 to 19:10 to 7 Chicago airports. Average flight time is 25h 15m.

The fastest flight 16h 10m
Average flight time 25h 15m
The earliest flight 09:15
The latest flight 19:10
Distance 4927 ml

The cheapest months to travel to Chicago are may (from 404 $), november (from 780 $), december (from 805 $).

The most expensive months are february (from 1 751 $), december (from 805 $), november (from 780 $).

What is the lowest airfare Naples to Chicago?

The cheapest plane ticket found by our users is $404. This airfare is for economy class on one-way TK1454 flight by Turkish Airlines for May 12, 2025 which leaves Naples in Naples at 09:15 am and arrives at Chicago O'Hare International at 18:25.

Economy class

$404

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Business class

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First class

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Popular Airlines on the Route

The flight Naples — Chicago is served by 2 regular airlines . Most of the flights on this route are operated by Turkish Airlines - 1 departures per week at the price of from $ 404 . And the most expensive tickets are offered by Lufthansa airline - from $ 655.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 3 flights with layovers on the route. The fastest connecting flight is TK1454 by Turkish Airlines takes 16h 10m and the cheapest is TK1454 by Turkish Airlines for $404.

TK - Turkish Airlines

from $404

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LH - Lufthansa

from $655

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Airports

You can fly from Naples to Chicago from 4 airports (Beverello Harbor, Naples, Mergellina Harbour, Sorrento).

Naples airports

Beverello Harbor-ZMF

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Naples-NAP

from $404
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Mergellina Harbour-ZMJ

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Sorrento-RRO

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Chicago airports

O'Hare International-ORD

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Midway-MDW

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Dupage County-DPA

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Chicago FSS-CHI

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Merrill C Meigs (closed)-CGX

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Pal-Waukee-PWK

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Chicago NAS-NOH

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Airplanes

There are flights to Chicago from Naples by 2 airlines that use 2 aircraft brands. They range from huge modern airplanes to small-sized.

Boeing 737-800 (winglets)

from $404

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Airbus A320

from $655

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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.

Naples — Boston

from $58

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Naples — Chicago

from $77

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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»
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Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
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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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