Most accurate provider | FlightHub 3 stars |
---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $538 (FlightHub) |
One-way from | $234 (Kiwi.com) |
Popular in | December |
Cheapest in | January |
Average price | $868 |
Good round-trip deal | $665 or less |
Good one-way deal | $554 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Tue 11/25
5:20 pm-9:15 pm
1 stop20h 55m
Naples
Thu 12/4
11:50 am-2:20 pm
1 stop33h 30m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 11/26
6:45 am-11:10 am
2 stops21h 25m
Naples
Thu 12/4
11:50 am-2:20 pm
1 stop33h 30m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Sun 11/23
6:50 pm-2:10 pm
1 stop12h 20m
Naples
Mon 12/1
3:00 pm-4:20 pm
1 stop32h 20m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 10/22
9:00 am-9:40 am
2 stops17h 40m
Naples
Wed 11/5
2:10 pm-9:50 am
2 stops50h 40m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Tue 11/25
9:50 pm-5:25 pm
1 stop12h 35m
Naples
Mon 12/1
2:15 pm-3:20 pm
1 stop32h 05m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 11/5
9:50 pm-5:25 pm
1 stop12h 35m
Naples
Wed 11/12
6:15 pm-1:10 pm
2 stops25h 55m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Thu 11/27
11:50 am-6:25 pm
1 stop23h 35m
Naples
Thu 12/4
9:15 am-10:05 am
1 stop31h 50m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Thu 11/27
11:50 am-6:25 pm
1 stop23h 35m
Naples
Tue 12/2
7:25 pm-10:05 am
1 stop21h 40m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Sun 11/23
6:50 pm-2:10 pm
1 stop12h 20m
Naples
Tue 12/2
2:35 pm-4:20 pm
2 stops32h 45m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Fri 10/24
10:40 am-9:40 am
1 stop16h 00m
Naples
Mon 11/24
2:15 pm-8:00 pm
2 stops36h 45m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy2 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy2 stars | Trust Score*2 stars | |
Price Accuracy3 stars | Trust Score*3 stars |
The price you pay for your flight from Chicago to Naples may vary depending on when you book. For the best chance of a lower fare, look to book 52 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, January is the cheapest month in which you can book a flight from Chicago to Naples (average of $703). Flying from Chicago to Naples in June is currently the most expensive (average of $1,199). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
A simple way to save on the total cost of your ticket is to fly from Chicago to Naples in the morning. If you’re flexible enough to do this you can expect to save up to 43% on your trip compared to booking a flight at noon.
Travelers seeking maximum savings on their Chicago to Naples flight should consider departing on Wednesday mornings when fares are most often at their lowest. Friday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to NAP are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Tim,Sep 2025
IAD - GSP
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Tim,Sep 2025
IAD - GSP
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Tim,Sep 2025
IAD - GSP
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Tim,Sep 2025
IAD - GSP
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Tim,Sep 2025
IAD - GSP
Comfort
Boarding
Food
Crew
Entertainment
Overall
Reviews
Tim,Sep 2025
IAD - GSP
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$414 | Average$522 | FlexibilityNo cancel fee | On-time77% | |
Cheapest$496 | Average$826 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$497 | Average$783 | FlexibilityNo cancel fee | On-time70% | |
Cheapest$524 | Average$625 | FlexibilityNo cancel fee | On-time77% | |
Cheapest$591 | Average$809 | FlexibilityNo cancel fee | On-time76% | |
Cheapest$602 | Average$1,057 | FlexibilityNo cancel fee | On-time79% | |
Cheapest$630 | Average$1,124 | FlexibilityNo cancel fee | On-time71% | |
Cheapest$634 | Average$863 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$713 | Average$975 | FlexibilityNo cancel fee | On-time81% |