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Cheap flights from Midway (MDW) to Naples (NAP) from $413

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/13. 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.
MDW — NAP
Jun 18 — Jun 251
From?
To?
Tue 6/18
Tue 6/25
1 adult, Economy
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How far in advance should I book a flight from Chicago Midway Airport to Naples?

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.

What is the cheapest month to fly from Chicago Midway Airport to Naples?

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 January, with the cheapest ticket starting at $503.

What is the cheapest time of day to fly from MDW to NAP?

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.

Cheap Midway to Naples flights in June & July 2024

Find cheap flight options from Midway to Naples specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,214,720 searches. Prices were last updated on June 13, 2024.
These are some of the best deals we've found on flights to Naples in 2024 at this time. Check back soon for alternative fares.
Wed 7/176:00 amMDW - NAP
2 stops18h 30mDelta
Tue 7/236:20 amNAP - MDW
2 stops19h 19mDelta
Deal found 6/12$930
Thu 7/186:00 amMDW - NAP
2 stops18h 30mDelta
Thu 7/256:15 amNAP - MDW
2 stops19h 24mDelta
Deal found 6/12$932
Wed 7/176:00 amMDW - NAP
2 stops18h 30mDelta
Tue 7/236:20 amNAP - MDW
2 stops17h 43mDelta
Deal found 6/12$961
Thu 7/116:00 amMDW - NAP
2 stops18h 30mDelta
Thu 7/186:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 6/11$1,017
Thu 7/186:00 amMDW - NAP
2 stops18h 30mDelta
Wed 7/246:15 amNAP - MDW
2 stops19h 24mDelta
Deal found 6/12$1,021
Sun 7/76:00 amMDW - NAP
2 stops18h 30mDelta
Thu 7/186:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 6/12$1,040
Sun 6/3012:07 pmMDW - NAP
2 stops16h 28mDelta
Wed 7/106:35 amNAP - MDW
2 stops17h 28mDelta
Deal found 6/12$1,044
Wed 7/1711:05 amMDW - NAP
3 stops18h 05mMultiple Airlines
Wed 7/246:40 amNAP - MDW
3 stops21h 57mMultiple Airlines
Deal found 6/13$1,053
Tue 7/96:00 amMDW - NAP
2 stops18h 30mDelta
Sat 7/206:15 amNAP - MDW
2 stops19h 24mDelta
Deal found 6/12$1,110

Midway to Naples 2024 flight deals

Discover exclusive flight deals for travel between Midway and Naples in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.
These are some of the best deals we've found on flights to Naples in 2024 at this time. Check back soon for alternative fares.
Sun 8/181:24 pmMDW - NAP
2 stops15h 11mDelta
Tue 8/276:35 amNAP - MDW
2 stops22h 11mDelta
Deal found 6/13$891
Wed 7/176:00 amMDW - NAP
2 stops18h 30mDelta
Tue 7/236:20 amNAP - MDW
2 stops19h 19mDelta
Deal found 6/12$930
Thu 7/186:00 amMDW - NAP
2 stops18h 30mDelta
Thu 7/256:15 amNAP - MDW
2 stops19h 24mDelta
Deal found 6/12$932
Thu 9/510:28 amMDW - NAP
2 stops18h 07mAir France
Fri 9/206:15 amNAP - MDW
2 stops17h 49mAir France
Deal found 6/11$939
Wed 7/176:00 amMDW - NAP
2 stops18h 30mDelta
Tue 7/236:20 amNAP - MDW
2 stops17h 43mDelta
Deal found 6/12$961
Thu 8/156:00 amMDW - NAP
2 stops18h 30mDelta
Mon 8/266:35 amNAP - MDW
2 stops17h 50mDelta
Deal found 6/13$999
Thu 7/116:00 amMDW - NAP
2 stops18h 30mDelta
Thu 7/186:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 6/11$1,017
Thu 7/186:00 amMDW - NAP
2 stops18h 30mDelta
Wed 7/246:15 amNAP - MDW
2 stops19h 24mDelta
Deal found 6/12$1,021
Thu 9/121:08 pmMDW - NAP
2 stops15h 27mDelta
Thu 9/266:15 amNAP - MDW
2 stops19h 09mDelta
Deal found 6/13$1,033

Midway to Naples flights leaving soon

Find last-minute flight options from Midway to Naples for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.
Have a look at some of the flights available from Chicago to Naples departing last-minute. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.
Sun 6/236:00 amMDW - NAP
2 stops18h 30mDelta
Wed 7/36:15 amNAP - MDW
2 stops19h 22mDelta
Deal found 6/12$1,125
Thu 6/206:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/276:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 6/12$1,195
Sat 6/226:00 amMDW - NAP
2 stops18h 30mDelta
Sun 6/306:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/13$1,746
Thu 6/2011:25 amMDW - NAP
2 stops16h 15mMultiple Airlines
Thu 6/277:00 amNAP - MDW
3 stops21h 37mMultiple Airlines
Deal found 6/12$1,797
Sat 6/225:45 pmMDW - NAP
2 stops17h 30mDelta
Sun 6/306:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/12$1,958

One-way flights to Naples from Midway

Search for one-way flight options from Midway to Naples. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.
Users traveling one-way from Chicago to Naples can select one of these great deals. Users can also find round-trip Chicago to Naples flights by using the search form above.
Sat 7/139:31 amMDW - NAP
3 stops26h 29mMultiple Airlines
Deal found 6/12$413
Wed 9/118:13 pmMDW - NAP
3 stops39h 42mMultiple Airlines
Deal found 6/12$420
Fri 6/285:15 pmMDW - NAP
3 stops46h 25mMultiple Airlines
Deal found 6/13$527
Fri 6/281:11 pmMDW - NAP
2 stops26h 29mMultiple Airlines
Deal found 6/12$622
Fri 6/281:11 pmMDW - NAP
2 stops26h 29mMultiple Airlines
Deal found 6/13$631
Wed 9/116:00 amMDW - NAP
3 stops32h 55mMultiple Airlines
Deal found 6/13$689
Thu 7/2511:30 amMDW - NAP
3 stops22h 10mMultiple Airlines
Deal found 6/12$718
Wed 9/113:28 pmMDW - NAP
2 stops23h 27mMultiple Airlines
Deal found 6/12$739
Fri 6/281:11 pmMDW - NAP
3 stops24h 49mMultiple Airlines
Deal found 6/12$800

Find flights from Midway to Naples within your budget

Customize your flight search to find flights from Midway to Naples that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,214,720 searches. Data last updated June 13, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$891 - $1,222

Route

Depart

Return

Price

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 8/18

2 stops15h 11m

Naples

Tue 8/27

2 stops22h 11m

$891

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 7/17

2 stops18h 30m

Naples

Tue 7/23

2 stops19h 19m

$930

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Thu 7/18

2 stops18h 30m

Naples

Thu 7/25

2 stops19h 24m

$932

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Thu 9/5

2 stops18h 07m

Naples

Fri 9/20

2 stops17h 49m

$939

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 7/17

2 stops18h 30m

Naples

Tue 7/23

2 stops17h 43m

$961

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Thu 8/15

2 stops18h 30m

Naples

Mon 8/26

2 stops17h 50m

$999

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 7/17

3 stops18h 05m

Naples

Wed 7/24

3 stops21h 57m

$1,053

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Mon 7/8

3 stops21h 20m

Naples

Mon 7/15

3 stops33h 47m

$1,145

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 9/1

3 stops27h 25m

Naples

Wed 9/11

3 stops21h 37m

$1,222

Flights are sorted by cheapest first

Deals found on 6/13

No data available for this route at this time. Please check back soon.

Best time to book a flight from Midway to Naples

Have a flexible travel schedule? Discover the best time to fly to Naples from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Reviews of airlines servicing Naples

Get insights into the airlines that provide service to Naples. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Naples. Reviews last updated June 13, 2024.
Read through reviews of airlines operating flights from Chicago to Naples, such as Delta and Air France. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,000 reviews

Entertainment

8.0

Food

7.4

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

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.

Delta
8.0
Very good
10,000 reviews
Delta
8.0
Very good
10,000 reviews

Entertainment

8.0

Food

7.4

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

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.

Air France
7.5
Good
1,698 reviews
Delta
8.0
Very good
10,000 reviews

Entertainment

8.0

Food

7.4

Crew

8.6

Overall

8.0

Boarding

8.2

Comfort

7.9

Reviews

1 / 10

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.

Related info for your journey

Find useful and relevant information for your journey from Midway to Naples. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Naples from Chicago Midway?

    Naples (NAP) is the airport you will fly into if you book a flight from Chicago Midway to Naples. You should not have trouble finding flights to Naples from Chicago Midway; the airport handles an average of 0 inbound flights from Chicago Midway per day. You should also have plenty of airline options to choose from since 0 airlines have flights to the Naples airport from Chicago Midway. It is only a 2.9 mi journey from Naples (NAP) to Naples’s city center.

  • Can I find flights from Chicago Midway Airport to Naples for under $900 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Naples for under $900. The cheapest flight booked recently is on Delta for just $891, but on average you can expect to pay $1,034.

  • Are there last-minute flights available from Chicago Midway Airport to Naples for under $1,200?

    There are currently 5+ open flights from Chicago Midway Airport to Naples within the next 7 days for less than $1,200.

  • What does MDW to NAP mean?

    These are just IATA (International Air Transport Association) codes. They are used in aviation to identify and differentiate airports. That’s why a Chicago Midway Airport to Naples Airport flight would often be abbreviated as a MDW to NAP flight.

  • Can I find deals for flights from Midway to Naples that include extra baggage allowance?

    The amount of baggage you can bring on your Midway to Naples flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Midway to Naples with specific airlines?

    Yes, Cheapflights allows you to browse and filter Midway to Naples flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Midway to Naples that include hotel bookings?

    Yes. In addition to deals on Midway to Naples flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Naples?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Naples.

  • Can I find deals for business class flights from Midway to Naples?

    Yes. Cheapflights offers flight deals from Midway to Naples by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Midway to Naples that allow pets onboard?

    Many airlines flying from Midway to Naples offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Midway to Naples?

    Yes, you can often find last-minute deals on Midway to Naples flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Chicago Midway Airport to Naples flight deals updated?

    The Chicago Midway Airport to Naples flight deals you see on this page were last updated on 6/13.

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

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to Naples (average of $663). Flying from Chicago Midway Airport to Naples in June is currently the most expensive (average of $1,388). 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.

See more FAQs

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Search flights from Midway to Naples by cabin class

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