Cheap Flights from Chicago, IL to Naples from $268

Return flight: Naples – Chicago

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 $268, 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

The cheapest months to travel to Naples are september (from 268 $), october (from 271 $), july (from 289 $).

The most expensive months are may (from 488 $), february (from 470 $), january (from 469 $).

What is the lowest airfare Chicago to Naples?

The cheapest plane ticket found by our users is $268. 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.

Economy class
$268
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Business class
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First class
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Flight Schedule Chicago (Illinois) to Naples

10:40 — 09:40+1day
16h flight time
Find flight
from$401
10:40 — 13:54 Chicago — Montreal
AC522 Air Canada
5h 41m stop
19:35 — 09:40 Montreal — Naples
AC882 Air Canada
11:25 — 08:20+1day
13h 55m flight time
Find flight
from$396
11:25 — 05:45 Chicago — Istanbul
TK186 Turkish Airlines
1h 10m stop
06:55 — 08:20 Istanbul — Naples
TK1453 Turkish Airlines
11:25 — 15:00+1day
20h 35m flight time
Find flight
from$397
11:25 — 05:45 Chicago — Istanbul
TK186 Turkish Airlines
7h 45m stop
13:30 — 15:00 Istanbul — Naples
TK1463 Turkish Airlines
11:25 — 19:40+1day
25h 15m flight time
Find flight
from$397
11:25 — 05:45 Chicago — Istanbul
TK186 Turkish Airlines
12h 30m stop
18:15 — 19:40 Istanbul — Naples
TK1879 Turkish Airlines
14:20 — 14:00+1day
16h 40m flight time
Find flight
from$427
14:20 — 06:10 Chicago — Zurich
LX7 SWISS International Air Lines
6h 10m stop
12:20 — 14:00 Zurich — Naples
LX1710 SWISS International Air Lines
15:35 — 12:20+1day
13h 45m flight time
Find flight
from$419
15:35 — 07:05 Chicago — Munich
LH437 Lufthansa
3h 30m stop
10:35 — 12:20 Munich — Naples
LH1876 Lufthansa
16:00 — 12:15+1day
13h 15m flight time
Find flight
from$425
15:55 — 07:25 Chicago — Frankfurt
LH431 Lufthansa
2h 55m stop
11:20 — 13:20 Frankfurt — Naples
LH334 Lufthansa
18:15 — 18:20+1day
17h 5m flight time
Find flight
from$386
18:00 — 07:55 Chicago — Lisbon
TP244 TAP Portugal
5h 50m stop
14:10 — 18:20 Lisbon — Naples
TP884 TAP Portugal
19:05 — 08:35+2days
30h 30m flight time
Find flight
from$426
19:05 — 10:50 Chicago — Zurich
LX9 SWISS International Air Lines
20h 10m stop
07:05 — 08:45 Zurich — Naples
LX1712 SWISS International Air Lines
19:05 — 14:00+1day
11h 55m flight time
Find flight
from$427
19:05 — 10:45 Chicago — Zurich
LX9 SWISS International Air Lines
1h 30m stop
07:30 — 09:10 Zurich — Naples
LX1710 SWISS International Air Lines
19:15 — 14:40+1day
12h 25m flight time
Find flight
from$422
19:15 — 10:45 Chicago — Copenhagen
SK944 SAS
1h 15m stop
17:05 — 19:45 Copenhagen — Naples
SK2681 SAS
19:50 — 19:40+1day
16h 50m flight time
Find flight
from$396
19:50 — 14:40 Chicago — Istanbul
TK6 Turkish Airlines
3h 35m stop
18:15 — 19:40 Istanbul — Naples
TK1879 Turkish Airlines
19:50 — 08:20+2days
29h 30m flight time
Find flight
from$397
19:50 — 14:40 Chicago — Istanbul
TK6 Turkish Airlines
16h 15m stop
06:55 — 08:20 Istanbul — Naples
TK1453 Turkish Airlines
23:45 — 15:00+2days
32h 15m flight time
Find flight
from$396
23:45 — 18:05 Chicago — Istanbul
TK156 Turkish Airlines
19h 25m stop
13:30 — 15:00 Istanbul — Naples
TK1463 Turkish Airlines
23:45 — 08:20+2days
25h 35m flight time
Find flight
from$400
23:45 — 18:05 Chicago — Istanbul
TK156 Turkish Airlines
12h 50m stop
06:55 — 08:20 Istanbul — Naples
TK1453 Turkish Airlines
Full flight schedule will help you in detecting at what time planes fly from Chicago to Naples. 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 and arrival times - local. Updated on December 24, 2025.

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 $ 497 . And the most expensive tickets are offered by Spirit Airlines airline - from $ 662.

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 $268.

  • KL - KLM
    from $497
    Find
  • AC - Air Canada
    from $293
    Find
  • FI - Icelandair
    from $280
    Find
  • LO - LOT
    from $630
    Find
  • OS - Austrian Airlines
    from $433
    Find
  • EI - Aer Lingus
    from $605
    Find
  • AF - Air France
    from $486
    Find
  • JU - Air Serbia
    from $429
    Find
  • LX - SWISS International Air Lines
    from $426
    Find
  • UA - United Airlines
    from $447
    Find
  • F9 - Frontier Airlines
    from $362
    Find
  • PD - Porter Airlines
    from $370
    Find
See more connecting flights

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-ORD
    from $268
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  • Midway-MDW
    from $365
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  • Dupage County-DPA
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  • Chicago FSS-CHI
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  • Merrill C Meigs (closed)-CGX
    Find
  • Pal-Waukee-PWK
    Find
  • Chicago NAS-NOH
    Find

Naples airports

  • Beverello Harbor-ZMF
    Find
  • Naples-NAP
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  • Mergellina Harbour-ZMJ
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  • Sorrento-RRO
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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.

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