MDW - NAP

$356 Find Cheap Flights from Chicago Midway Airport to Naples

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Naples departing on 1/11. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Naples

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Naples, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Naples, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 24% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$656
Delta
Sun 1/11Mon 1/26
MDW - NAP • 2 stops
Cheapest one-way
$1,040
KLM
Wed 1/7
MDW - NAP • 2 stops
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Naples!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to Naples (MDW-NAP)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Naples that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to Naples

Sun, Jan 11 - Mon, Jan 26
Delta Logo
6:30 pm - 9:15 pm
MDW
-
NAP
19h 45m2 stops
Delta Logo
6:15 am - 5:55 pm
NAP
-
MDW
18h 40m2 stops
$656Delta
Wed, Feb 11 - Wed, Feb 18
Air France Logo
12:48 pm - 11:30 am
MDW
-
NAP
15h 42m2 stops
Air France Logo
6:15 am - 5:45 pm
NAP
-
MDW
18h 30m2 stops
$683Air France
Wed, Apr 29 - Thu, May 14
Delta Logo
5:59 pm - 6:15 pm
MDW
-
NAP
17h 16m2 stops
Delta Logo
10:15 am - 9:45 pm
NAP
-
MDW
18h 30m2 stops
$849Delta
Wed, Apr 1 - Fri, Apr 10
Delta Logo
5:38 pm - 6:15 pm
MDW
-
NAP
17h 37m2 stops
Delta Logo
6:10 am - 5:55 pm
NAP
-
MDW
18h 45m2 stops
$857Delta
Fri, Apr 24 - Fri, May 1
Delta Logo
5:59 pm - 6:15 pm
MDW
-
NAP
17h 16m2 stops
Delta Logo
6:10 am - 6:31 pm
NAP
-
MDW
19h 21m2 stops
$917Delta
Mon, May 11 - Fri, May 22
Delta Logo
5:59 pm - 6:15 pm
MDW
-
NAP
17h 16m2 stops
Delta Logo
6:10 am - 6:31 pm
NAP
-
MDW
19h 21m2 stops
$1,095Delta
Wed, Jun 3 - Wed, Jun 17
Delta Logo
6:00 am - 8:10 am
MDW
-
NAP
19h 10m2 stops
Delta Logo
9:15 am - 9:45 pm
NAP
-
MDW
19h 30m1 stop
$1,121Delta
Wed, Jun 3 - Wed, Jun 17
Delta Logo
6:00 am - 8:10 am
MDW
-
NAP
19h 10m2 stops
Delta Logo
6:10 am - 6:31 pm
NAP
-
MDW
19h 21m2 stops
$1,132Delta
Wed, May 27 - Wed, Jun 3
Delta Logo
5:59 pm - 6:15 pm
MDW
-
NAP
17h 16m2 stops
Delta Logo
9:15 am - 9:45 pm
NAP
-
MDW
19h 30m1 stop
$1,142Delta
Thu, Apr 9 - Sun, Apr 19
Delta Logo
10:49 am - 11:30 am
MDW
-
NAP
17h 41m2 stops
Delta Logo
6:10 am - 9:45 pm
NAP
-
MDW
22h 35m2 stops
$1,192Delta
Booking Insights

KAYAK's insights & trends for Midway to Naples flights

Get data-powered insights and trends into flights from Midway to Naples to help you find the cheapest flights, the best time to fly and much more.

Which airlines provide the cheapest flights from Chicago Midway Airport to Naples?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago Midway Airport to Naples were found on Delta ($656) and Air France ($683).

Find deals

Good to know

Cheapest flight$656
Flight from Chicago Midway Airport to Naples

When to book flights from Midway to Naples

Are your dates flexible? Find out the best times to travel from Midway to Naples based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Chicago Midway Airport to Naples flights

  • What is the cheapest flight from Chicago Midway Airport to Naples?

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to Naples was $356 for a one-way ticket and $557 for a round-trip.

  • Do I need a passport to fly between Chicago Midway Airport and Naples?

    Yes, you’ll need a passport to travel to Naples from Chicago Midway Airport.

  • Which aircraft models fly most regularly from Chicago Midway Airport to Naples?

    We unfortunately don’t have that data for this specific route.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Naples?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Naples.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Naples?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Naples from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Naples?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Naples with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and NAP can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Naples?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Naples from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Everything you need to know for your flight from Midway to Naples

Information on your arrival and departure airports

Chicago Midway Airport (MDW)
Naples (NAP)