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Cheap flights from Midway (MDW) to Naples (NAP) from $255

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 9/11. 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.
MDW — NAP
Jun 7 — Jun 141
From?
To?
Fri 6/7
Fri 6/14
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 February, with the cheapest ticket starting at $474.

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 Delta flights from Midway to Naples

Explore cheap flight options specifically provided by Delta for the route between Midway and Naples. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Check out some of the cheapest Delta flights we've come across from Chicago to Naples. Make sure to double check the flight details before booking.
Sun 8/181:24 pmMDW - NAP
2 stops15h 11mDelta
Tue 8/276:35 amNAP - MDW
2 stops22h 11mDelta
Deal found 6/1$771
Thu 8/156:00 amMDW - NAP
2 stops18h 30mDelta
Mon 8/266:35 amNAP - MDW
2 stops22h 11mDelta
Deal found 6/1$859
Sun 9/15:45 pmMDW - NAP
2 stops21h 10mDelta
Wed 9/116:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/1$861
Sun 9/151:08 pmMDW - NAP
2 stops18h 12mDelta
Wed 9/256:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/1$871
Sun 8/259:33 amMDW - NAP
2 stops19h 02mDelta
Wed 9/49:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 6/1$942
Sun 6/96:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/206:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 6/1$947
Thu 9/125:45 pmMDW - NAP
2 stops17h 30mDelta
Thu 9/266:15 amNAP - MDW
2 stops19h 09mDelta
Deal found 6/1$958
Sat 9/75:45 pmMDW - NAP
2 stops17h 30mDelta
Sat 9/146:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/1$961
Thu 6/66:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/136:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 6/1$997

Cheap Air France flights from Midway to Naples

Explore cheap flight options specifically provided by Air France for the route between Midway and Naples. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,810,401 searches. Data last updated June 2, 2024.
Browse through some of the cheapest Air France flights traveling from Chicago to Naples. Make sure to examine the flight information before completing your reservation.
Wed 7/1010:28 amMDW - NAP
2 stops18h 07mAir France
Tue 7/236:20 amNAP - MDW
2 stops17h 43mAir France
Deal found 6/1$1,005
Fri 7/125:43 pmMDW - NAP
2 stops15h 37mAir France
Mon 7/227:15 pmNAP - MDW
2 stops28h 48mAir France
Deal found 6/1$1,055
Thu 9/193:48 pmMDW - NAP
2 stops23h 07mAir France
Mon 9/307:15 pmNAP - MDW
2 stops28h 49mAir France
Deal found 6/1$1,066
Thu 7/412:45 pmMDW - NAP
2 stops15h 50mAir France
Mon 7/85:15 pmNAP - MDW
2 stops30h 48mAir France
Deal found 6/1$1,067
Wed 6/121:24 pmMDW - NAP
2 stops21h 51mAir France
Thu 6/277:15 pmNAP - MDW
2 stops28h 49mAir France
Deal found 6/1$1,094
Sat 6/223:45 pmMDW - NAP
2 stops19h 30mAir France
Sun 6/307:15 pmNAP - MDW
2 stops28h 50mAir France
Deal found 6/1$1,194
Sun 7/75:45 pmMDW - NAP
2 stops15h 35mAir France
Fri 7/196:15 amNAP - MDW
2 stops17h 48mAir France
Deal found 6/1$1,320
Wed 7/33:45 pmMDW - NAP
2 stops19h 30mAir France
Sun 7/712:35 pmNAP - MDW
2 stops35h 28mAir France
Deal found 6/1$1,517

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 2,810,401 searches. Prices were last updated on June 2, 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.
Tue 6/46:00 amMDW - NAP
2 stops18h 30mDelta
Tue 6/116:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/1$939
Sun 6/96:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/206:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 6/1$947
Thu 6/66:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/136:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 6/1$997
Wed 6/121:24 pmMDW - NAP
2 stops21h 51mAir France
Thu 6/277:15 pmNAP - MDW
2 stops28h 49mAir France
Deal found 6/1$1,094
Sun 6/165:45 pmMDW - NAP
2 stops17h 30mDelta
Tue 6/256:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 6/1$1,137
Sat 6/223:45 pmMDW - NAP
2 stops19h 30mAir France
Sun 6/307:15 pmNAP - MDW
2 stops28h 50mAir France
Deal found 6/1$1,194
Sun 6/236:00 amMDW - NAP
2 stops18h 30mDelta
Mon 7/16:35 amNAP - MDW
2 stops22h 11mDelta
Deal found 6/1$1,359
Sat 6/295:45 pmMDW - NAP
2 stops17h 30mDelta
Sat 7/66:35 amNAP - MDW
2 stops17h 30mDelta
Deal found 6/1$1,501
Sat 6/298:00 amMDW - NAP
3 stops18h 25mMultiple Airlines
Sat 7/66:40 amNAP - MDW
3 stops19h 22mMultiple Airlines
Deal found 6/1$1,584

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 2,810,401 searches. Data last updated June 2, 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 6/1$771
Thu 8/156:00 amMDW - NAP
2 stops18h 30mDelta
Mon 8/266:35 amNAP - MDW
2 stops22h 11mDelta
Deal found 6/1$859
Sun 9/15:45 pmMDW - NAP
2 stops21h 10mDelta
Wed 9/116:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/1$861
Sun 9/151:08 pmMDW - NAP
2 stops18h 12mDelta
Wed 9/256:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/1$871
Tue 6/46:00 amMDW - NAP
2 stops18h 30mDelta
Tue 6/116:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/1$939
Sun 8/259:33 amMDW - NAP
2 stops19h 02mDelta
Wed 9/49:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 6/1$942
Sun 6/96:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/206:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 6/1$947
Thu 9/125:45 pmMDW - NAP
2 stops17h 30mDelta
Thu 9/266:15 amNAP - MDW
2 stops19h 09mDelta
Deal found 6/1$958
Sat 9/75:45 pmMDW - NAP
2 stops17h 30mDelta
Sat 9/146:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 6/1$961

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 2,810,401 searches. Data last updated June 2, 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 6/96:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/206:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 6/1$947
Thu 6/66:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/136:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 6/1$997

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 2,810,401 searches. Data last updated June 2, 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.
Wed 9/118:13 pmMDW - NAP
2 stops43h 32mMultiple Airlines
Deal found 6/1$255
Mon 9/911:38 amMDW - NAP
2 stops28h 07mMultiple Airlines
Deal found 6/1$366
Sun 7/212:30 pmMDW - NAP
3 stops39h 30mMultiple Airlines
Deal found 6/1$368
Sun 7/212:30 pmMDW - NAP
2 stops23h 10mMultiple Airlines
Deal found 6/1$378
Sat 6/88:53 amMDW - NAP
3 stops51h 17mMultiple Airlines
Deal found 6/1$473
Sat 6/88:00 amMDW - NAP
2 stops44h 30mMultiple Airlines
Deal found 6/1$664
Wed 9/115:45 pmMDW - NAP
2 stops17h 30mDelta
Deal found 6/1$789
Wed 9/116:00 amMDW - NAP
3 stops53h 50mMultiple Airlines
Deal found 6/1$848
Mon 7/155:15 pmMDW - NAP
3 stops56h 05mMultiple Airlines
Deal found 6/1$1,330

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 2,810,401 searches. Data last updated June 2, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$771 - $1,584

Route

Depart

Return

Price

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 8/18

2 stops15h 11m

Naples

Tue 8/27

2 stops22h 11m

$771

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Thu 8/15

2 stops18h 30m

Naples

Mon 8/26

2 stops22h 11m

$859

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 9/1

2 stops21h 10m

Naples

Wed 9/11

2 stops17h 29m

$861

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 9/15

2 stops18h 12m

Naples

Wed 9/25

2 stops17h 29m

$871

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 8/25

2 stops19h 02m

Naples

Wed 9/4

2 stops19h 16m

$942

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 7/10

2 stops18h 07m

Naples

Tue 7/23

2 stops17h 43m

$1,005

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Fri 7/12

2 stops15h 37m

Naples

Mon 7/22

2 stops28h 48m

$1,055

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Thu 9/19

2 stops23h 07m

Naples

Mon 9/30

2 stops28h 49m

$1,066

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sat 6/29

3 stops18h 25m

Naples

Sat 7/6

3 stops19h 22m

$1,584

Flights are sorted by cheapest first

Deals found on 6/1

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 2, 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
10,410 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.4

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
10,410 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.4

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
1,728 reviews
Delta
8.0
Very good
10,410 reviews
Check prices

Comfort

7.9

Entertainment

8.0

Boarding

8.2

Crew

8.6

Overall

8.0

Food

7.4

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 $800 on Cheapflights?

    Yes, there are multiple flights from Chicago Midway Airport to Naples for under $800. The cheapest flight booked recently is on Delta for just $771, but on average you can expect to pay $1,049.

  • Are there last-minute flights available from Chicago Midway Airport to Naples for under $1,000?

    There are currently 2+ open flights from Chicago Midway Airport to Naples within the next 7 days for less than $1,000.

  • 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 6/1.

  • 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 $1,407). 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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Alternative routes for Midway to Naples
See prices for flight routes from nearby airports that may be better suited for you.

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Search flights from Midway to Naples by cabin class

Find flights from Midway to Naples, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Yes, we can. To see specific flights from Midway to Naples with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Midway to Naples become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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