
Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $492 (Mytrip) |
One-way from | $252 (Mytrip) |
Popular in | June |
Cheapest in | November |
Average price | $789 |
Good round-trip deal | $825 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Sun 1/11
6:50 pm-2:10 pm
1 stop12h 20m
Naples
Mon 1/26
3:00 pm-4:20 pm
1 stop32h 20m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 1/21
7:00 am-11:30 am
2 stops21h 30m
Naples
Fri 1/30
6:15 am-3:10 pm
1 stop15h 55m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Sun 1/18
1:55 pm-11:30 am
2 stops14h 35m
Naples
Thu 1/29
6:15 am-3:10 pm
1 stop15h 55m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 1/21
10:29 am-11:30 am
2 stops18h 01m
Naples
Thu 1/29
6:15 am-3:10 pm
1 stop15h 55m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Thu 1/8
3:45 pm-5:25 pm
2 stops18h 40m
Naples
Thu 1/15
6:15 pm-6:25 pm
1 stop31h 10m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Mon 1/19
7:01 am-3:50 pm
2 stops25h 49m
Naples
Fri 1/30
6:15 am-9:35 pm
2 stops22h 20m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Tue 1/20
1:58 pm-9:15 pm
2 stops24h 17m
Naples
Fri 1/30
6:15 am-9:35 pm
2 stops22h 20m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Mon 1/19
1:58 pm-3:50 pm
2 stops18h 52m
Naples
Wed 1/28
6:15 am-4:57 pm
2 stops17h 42m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Sat 1/17
8:40 pm-1:25 pm
2 stops33h 45m
Naples
Mon 1/26
2:15 pm-3:20 pm
1 stop32h 05m
ChicagoNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 2/4
8:20 pm-8:15 am
1 stop28h 55m
Naples
Sun 2/8
7:25 pm-10:05 am
1 stop21h 40m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy2 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
The price you pay for your flight from Chicago O'Hare Intl Airport to Naples may vary depending on when you book. For the best chance of a lower fare, look to book 23 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
Currently, March is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Naples (average of $496). Flying from Chicago O'Hare Intl Airport to Naples in June is currently the most expensive (average of $816). 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 O'Hare Intl Airport to Naples in the morning. If you’re flexible enough to do this you can expect to save up to 42% on your trip compared to booking a flight at noon.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Naples flight should consider departing on Sunday 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.
About 32% of weekly flights between Chicago and Naples have experienced delays in the past year, with the average delay time being 174 minutes.
Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
Wednesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.
Over the last year, American Airlines have had the lowest number of delays on this route, with just 32% of flights being delayed.
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
Sunderesh,Dec 2025
AUS - EWR
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
Sunderesh,Dec 2025
AUS - EWR
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
Sunderesh,Dec 2025
AUS - EWR
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
Sunderesh,Dec 2025
AUS - EWR
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
Sunderesh,Dec 2025
AUS - EWR
Food
Boarding
Comfort
Overall
Entertainment
Crew
Reviews
Sunderesh,Dec 2025
AUS - EWR
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$414 | Average$515 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$496 | Average$814 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$530 | Average$626 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$575 | Average$744 | FlexibilityNo cancel fee | On-time76% | |
| Cheapest$602 | Average$791 | FlexibilityNo cancel fee | On-time79% | |
| Cheapest$612 | Average$842 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$629 | Average$1,111 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$634 | Average$857 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$713 | Average$975 | FlexibilityNo cancel fee | On-time81% |