Cheap Flights from Naples to Chicago, IL from $332

Return flight: Chicago – Naples

On Cheapflightsplus.com you will find 948 connecting flights from Naples to Chicago. You can compare airfare deals from 36 airlines and multiple travel sites from $332, 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: $332 (one-way), $569 (round-trip).
Direct flights
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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
06:50 — 14:15
06:50 — 09:35 IB1836 Iberia
Naples — Madrid
2h stop
11:35 — 14:15 IB341 Iberia
Madrid — Chicago
14h 25m
including layover
Find flight
from$555
06:50 — 14:15
06:20 — 09:05 I21836 Iberia Express
Naples — Madrid
2h stop
11:35 — 14:30 AY5659 Finnair
Madrid — Chicago
14h 25m
including layover
Find flight
from$586
07:50 — 15:55
07:50 — 09:50 BA427 British Airways
Naples — London
3h 20m stop
13:10 — 15:55 BA299 British Airways
London — Chicago
15h 5m
including layover
Find flight
from$413
07:50 — 18:15
07:50 — 09:50 BA427 British Airways
Naples — London
5h 40m stop
15:30 — 18:15 BA297 British Airways
London — Chicago
17h 25m
including layover
Find flight
from$413
08:45 — 16:10
07:00 — 09:15 FR1316 Ryanair
Naples — Lisbon
1h 40m stop
13:25 — 16:40 TP243 TAP Portugal
Lisbon — Chicago
14h 25m
including layover
Find flight
from$981
09:20 — 09:40
+1 day
09:15 — 13:40 TK1454 Turkish Airlines
Naples — Istanbul
17h 45m stop
07:35 — 10:10 TK185 Turkish Airlines
Istanbul — Chicago
31h 20m
including layover
Find flight
from$547
09:20 — 17:55
19:35 — 22:55 TK1454 Turkish Airlines
Naples — Istanbul
1h 40m stop
14:10 — 17:35 TK5 Turkish Airlines
Istanbul — Chicago
15h 35m
including layover
Find flight
from$548
10:40 — 17:50
10:35 — 15:00 AY1792 Finnair
Naples — Helsinki
1h 25m stop
16:25 — 17:50 AY9 Finnair
Helsinki — Chicago
14h 10m
including layover
Find flight
from$422
10:40 — 17:50
10:40 — 15:00 AY1792 Finnair
Naples — Helsinki
1h 25m stop
16:25 — 17:50 IB6422 Iberia
Helsinki — Chicago
14h 10m
including layover
Find flight
from$559
11:40 — 19:00
11:40 — 14:10 EI451 Aer Lingus
Naples — Dublin
2h 30m stop
16:40 — 19:00 EI125 Aer Lingus
Dublin — Chicago
14h 20m
including layover
Find flight
from$443
11:40 — 14:00
+1 day
11:40 — 14:10 EI451 Aer Lingus
Naples — Dublin
21h 25m stop
11:35 — 14:00 EI123 Aer Lingus
Dublin — Chicago
33h 20m
including layover
Find flight
from$747
12:00 — 20:08
12:00 — 16:05 BA1639 British Airways
Naples — Philadelphia
2h 30m stop
18:35 — 20:08 BA5418 British Airways
Philadelphia — Chicago
15h 8m
including layover
Find flight
from$407
12:00 — 20:17
12:00 — 16:05 BA1639 British Airways
Naples — Philadelphia
2h 30m stop
18:45 — 20:22 BA5702 British Airways
Philadelphia — Chicago
15h 17m
including layover
Find flight
from$407
14:45 — 14:15
+1 day
14:45 — 17:35 IB1832 Iberia
Naples — Madrid
18h stop
11:35 — 14:15 IB341 Iberia
Madrid — Chicago
30h 30m
including layover
Find flight
from$1020
14:50 — 14:15
+1 day
14:45 — 17:35 IB1832 Iberia
Naples — Madrid
18h stop
11:35 — 14:15 AY5659 Finnair
Madrid — Chicago
30h 25m
including layover
Find flight
from$926
15:10 — 13:10
+1 day
15:10 — 16:05 AZ1270 Alitalia
Naples — Rome
17h 20m stop
09:25 — 13:10 AZ628 Alitalia
Rome — Chicago
29h
including layover
Find flight
from$749
16:00 — 17:55
+1 day
16:00 — 19:25 TK1464 Turkish Airlines
Naples — Istanbul
19h stop
14:25 — 17:55 TK5 Turkish Airlines
Istanbul — Chicago
32h 55m
including layover
Find flight
from$547
16:00 — 09:40
+1 day
16:00 — 19:25 TK1464 Turkish Airlines
Naples — Istanbul
11h 5m stop
06:30 — 09:40 TK185 Turkish Airlines
Istanbul — Chicago
24h 40m
including layover
Find flight
from$548
18:05 — 15:55
+1 day
14:35 — 16:30 BA537 British Airways
Naples — London
17h 20m stop
13:10 — 15:55 BA299 British Airways
London — Chicago
28h 50m
including layover
Find flight
from$559
18:05 — 18:15
+1 day
18:05 — 19:50 BA537 British Airways
Naples — London
19h 40m stop
15:30 — 18:15 BA297 British Airways
London — Chicago
31h 10m
including layover
Find flight
from$692
19:15 — 16:10
+1 day
19:10 — 21:30 TP885 TAP Portugal
Naples — Lisbon
15h 10m stop
13:25 — 16:40 TP243 TAP Portugal
Lisbon — Chicago
27h 55m
including layover
Find flight
from$616
19:35 — 17:25
+1 day
19:35 — 23:55 AY1794 Finnair
Naples — Helsinki
16h 5m stop
16:00 — 17:25 AY9 Finnair
Helsinki — Chicago
28h 50m
including layover
Find flight
from$849
20:05 — 13:50
+1 day
20:00 — 21:45 BA425 British Airways
Naples — London
13h 15m stop
11:05 — 13:50 BA295 British Airways
London — Chicago
24h 45m
including layover
Find flight
from$414
20:05 — 15:55
+1 day
20:00 — 21:45 BA425 British Airways
Naples — London
15h 20m stop
13:10 — 15:55 BA299 British Airways
London — Chicago
26h 50m
including layover
Find flight
from$414
21:20 — 18:15
+1 day
21:20 — 23:10 U28356 EasyJet
Naples — London
16h 20m stop
15:30 — 18:15 BA297 British Airways
London — Chicago
27h 55m
including layover
Find flight
from$887
*Departure and arrival times - local. Updated on July 5, 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 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 12m.

  • The fastest flight 12h 5m
  • Average flight time 27h 12m
  • The earliest flight 06:00
  • The latest flight 22:35
  • Distance 4927 ml

The cheapest months to travel to Chicago are october (from 332 $), august (from 407 $), july (from 415 $).

The most expensive months are january (from 659 $), december (from 657 $), november (from 657 $).

What is the lowest airfare Naples to Chicago?

The cheapest plane ticket found by our users is $332. 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.

Economy class
$332
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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 36 regular airlines and 10 low-cost airlines. Most of the flights on this route are operated by Vueling - 35 departures per week at the price of from $ 416 . And the most expensive tickets are offered by SAS airline - from $ 5952.

Direct flights

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

Connecting Flights

There are 948 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 $332.

  • VY - Vueling
    from $416
    Find
  • FI - Icelandair
    from $827
    Find
  • LS - Jet2.com
    from $1493
    Find
  • I2 - Iberia Express
    from $586
    Find
  • JU - Air Serbia
    from $767
    Find
  • FR - Ryanair
    from $332
    Find
  • LX - SWISS International Air Lines
    from $645
    Find
  • UA - United Airlines
    from $1610
    Find
  • HV - Transavia Airlines
    from $830
    Find
  • A3 - Aegean Airlines
    from $505
    Find
  • FZ - Flydubai
    from $1806
    Find
  • DY - Norwegian
    from $657
    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 $332
    Find
  • Mergellina Harbour-ZMJ
    Find
  • Sorrento-RRO
    Find

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
    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.

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