Find a great deal and save up to 8% by booking at least 36 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago Midway Airport to Naples within the next two weeks, with the cheapest ticket starting at $662.
Flights from Chicago Midway Airport to Naples lean towards being more expensive in June. Prices are generally better when you fly from Chicago Midway Airport to Naples in February, with the cheapest ticket starting at $474.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago Midway Airport to Naples as you normally would.
Fly from
Fly to
Budget
$755 - $1,227
Route
Depart
Return
Price
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Sun 8/18
2 stops15h 25m
Naples
Wed 8/28
2 stops22h 12m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Thu 8/15
2 stops17h 35m
Naples
Mon 8/26
2 stops22h 12m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Tue 9/17
2 stops15h 25m
Naples
Wed 9/25
2 stops18h 50m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 9/25
2 stops18h 10m
Naples
Tue 10/8
2 stops17h 48m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Sun 9/1
2 stops20h 56m
Naples
Wed 9/11
2 stops22h 09m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 9/11
2 stops15h 25m
Naples
Wed 9/25
2 stops18h 50m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Fri 9/20
2 stops23h 10m
Naples
Sat 9/28
2 stops17h 28m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Fri 7/12
2 stops21h 10m
Naples
Mon 7/22
2 stops32h 11m
Chicago MidwayNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 9/18
2 stops25h 45m
Naples
Sun 9/29
2 stops35h 28m
No data available for this route at this time. Please check back soon.
Food
Entertainment
Comfort
Overall
Boarding
Crew
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.
Food
Entertainment
Comfort
Overall
Boarding
Crew
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.
Food
Entertainment
Comfort
Overall
Boarding
Crew
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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