When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 36 days in advance, which can save you up to 8% on flights from Illinois to Naples compared to booking the week you need them. Waiting 36 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $662. For sooner than that we have options available in the next 3 days from $1,993.
Due to multiple factors, expect to potentially pay more when booking in June. For low rates, February can be a great choice for travel to Naples. Flights to Naples from Illinois in February are about $979 on average during February, but can be found for as low as $474.
When flying from Illinois to Naples, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$843 - $1,118
Route
Depart
Return
Price
Lambert-St LouisNaples
STL - NAP
STLNAP
Lambert-St Louis
Tue 10/1
2 stops16h 39m
Naples
Wed 10/16
2 stops20h 34m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 10/2
2 stops14h 19m
Naples
Wed 10/16
2 stops18h 50m
Lambert-St LouisNaples
STL - NAP
STLNAP
Lambert-St Louis
Tue 10/1
3 stops30h 26m
Naples
Wed 10/16
2 stops20h 47m
Lambert-St LouisNaples
STL - NAP
STLNAP
Lambert-St Louis
Tue 8/13
1 stop12h 55m
Naples
Tue 9/10
2 stops16h 09m
Chicago O'Hare IntlNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Wed 7/10
3 stops34h 30m
Naples
Tue 7/16
3 stops41h 23m
Chicago O'Hare IntlNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Mon 7/1
1 stop21h 00m
Naples
Tue 7/9
1 stop29h 00m
Chicago O'Hare IntlNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Tue 7/23
1 stop11h 40m
Naples
Mon 8/5
1 stop13h 25m
Chicago O'Hare IntlNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Sun 6/9
2 stops22h 45m
Naples
Thu 6/20
2 stops14h 56m
Chicago O'Hare IntlNaples
ORD - NAP
ORDNAP
Chicago O'Hare Intl
Sun 7/7
2 stops17h 40m
Naples
Fri 7/19
2 stops18h 42m
No data available for this route at this time. Please check back soon.
Entertainment
Comfort
Crew
Food
Boarding
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Comfort
Crew
Food
Boarding
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Comfort
Crew
Food
Boarding
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Comfort
Crew
Food
Boarding
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Comfort
Crew
Food
Boarding
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
Entertainment
Comfort
Crew
Food
Boarding
Overall
Reviews
Bad experience with the staff boarding the gate. I couldn’t board with my carry on, personal item and a funny bag. I had to put my passport inside my pockets and put the funny bag inside the personal item. Then after passing the staff pull out everything again.
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