Cheap Flights from Naples to Chicago, IL from $404

Return flight: Chicago – Naples

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).
Direct flights
  • Check to choose departure date Check to choose departure date
Check prices for return flight
Find flights
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 Arrival 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 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
Find
Business class
?
Find
First class
?
Find

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
    Find
  • LH - Lufthansa
    from $655
    Find
See more connecting flights

Airports

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

Naples airports

  • Beverello Harbor-ZMF
    Find
  • Naples-NAP
    from $404
    Find
  • Mergellina Harbour-ZMJ
    Find
  • Sorrento-RRO
    Find

Chicago airports

  • O'Hare International-ORD
    Find
  • Midway-MDW
    Find
  • Dupage County-DPA
    Find
  • Chicago FSS-CHI
    Find
  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

How to book a plane ticket yourself?

How to book an air 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.

    To find a plane ticket, please select dates.

Back