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Cheap flights from Midway (MDW) to Naples (NAP) from $242

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 9/23. 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 4 — Jun 111
From?
To?
Tue 6/4
Tue 6/11
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 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 2,784,634 searches. Data last updated May 30, 2024.
Check out some of the cheapest Air France flights we've come across from Chicago to Naples. Make sure to double check the flight details before booking.
Sun 11/172:00 pmMDW - NAP
2 stops16h 45mAir France
Tue 11/266:10 amNAP - MDW
2 stops17h 53mAir France
Deal found 5/29$782
Thu 7/49:29 amMDW - NAP
2 stops19h 06mAir France
Mon 7/85:15 pmNAP - MDW
2 stops32h 24mAir France
Deal found 5/29$1,245
Wed 6/125:45 pmMDW - NAP
2 stops17h 30mAir France
Thu 6/276:15 amNAP - MDW
2 stops17h 49mAir France
Deal found 5/29$1,410
Fri 8/235:45 pmMDW - NAP
2 stops15h 35mAir France
Sun 8/256:15 amNAP - MDW
2 stops18h 10mAir France
Deal found 5/30$1,485

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 2,784,634 searches. Data last updated May 30, 2024.
Browse through some of the cheapest Delta flights traveling from Chicago to Naples. Make sure to examine the flight information before completing your reservation.
Tue 10/226:00 amMDW - NAP
2 stops18h 30mDelta
Wed 11/66:10 amNAP - MDW
2 stops17h 53mDelta
Deal found 5/30$874
Thu 9/125:59 pmMDW - NAP
2 stops17h 16mDelta
Thu 10/36:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/30$911
Sun 9/15:45 pmMDW - NAP
2 stops21h 10mDelta
Wed 9/116:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/29$1,058
Mon 8/196:00 amMDW - NAP
2 stops18h 30mDelta
Wed 8/286:35 amNAP - MDW
2 stops17h 50mDelta
Deal found 5/29$1,059
Wed 9/46:05 pmMDW - NAP
2 stops17h 10mDelta
Tue 9/176:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/29$1,067
Sun 8/181:24 pmMDW - NAP
2 stops15h 11mDelta
Wed 8/286:35 amNAP - MDW
2 stops22h 11mDelta
Deal found 5/29$1,071
Sun 8/181:24 pmMDW - NAP
2 stops15h 11mDelta
Tue 8/276:35 amNAP - MDW
2 stops17h 50mDelta
Deal found 5/30$1,072
Thu 9/125:59 pmMDW - NAP
2 stops17h 16mDelta
Thu 10/36:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/29$1,120
Thu 9/125:59 pmMDW - NAP
2 stops17h 16mDelta
Thu 9/266:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/29$1,124

Cheap Midway to Naples flights in May & June 2024

Find cheap flight options from Midway to Naples specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,784,634 searches. Prices were last updated on May 30, 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 6/96:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/206:15 amNAP - MDW
2 stops18h 44mDelta
Deal found 5/29$1,125
Tue 6/119:34 amMDW - NAP
2 stops19h 01mDelta
Wed 6/196:15 amNAP - MDW
2 stops22h 31mDelta
Deal found 5/30$1,138
Tue 6/1111:05 amMDW - NAP
3 stops28h 35mMultiple Airlines
Wed 6/197:00 amNAP - MDW
3 stops21h 37mMultiple Airlines
Deal found 5/30$1,151
Thu 6/66:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/139:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 5/29$1,155
Fri 6/212:24 pmMDW - NAP
2 stops14h 36mDelta
Tue 6/256:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 5/30$1,201
Fri 6/288:00 amMDW - NAP
3 stops27h 50mMultiple Airlines
Mon 7/89:30 amNAP - MDW
3 stops19h 07mMultiple Airlines
Deal found 5/29$1,273
Fri 6/288:00 amMDW - NAP
3 stops21h 10mMultiple Airlines
Mon 7/89:30 amNAP - MDW
3 stops19h 07mMultiple Airlines
Deal found 5/29$1,295
Tue 6/186:00 amMDW - NAP
2 stops18h 30mDelta
Wed 6/266:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/28$1,309
Wed 6/125:45 pmMDW - NAP
2 stops17h 30mAir France
Thu 6/276:15 amNAP - MDW
2 stops17h 49mAir France
Deal found 5/29$1,410

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 2,784,634 searches. Data last updated May 30, 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 9/15:45 pmMDW - NAP
2 stops21h 10mDelta
Wed 9/116:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/29$1,058
Mon 8/196:00 amMDW - NAP
2 stops18h 30mDelta
Wed 8/286:35 amNAP - MDW
2 stops17h 50mDelta
Deal found 5/29$1,059
Wed 9/46:05 pmMDW - NAP
2 stops17h 10mDelta
Tue 9/176:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/29$1,067
Sun 8/181:24 pmMDW - NAP
2 stops15h 11mDelta
Wed 8/286:35 amNAP - MDW
2 stops22h 11mDelta
Deal found 5/29$1,071
Tue 12/2411:15 amMDW - NAP
2 stops15h 20mKLM
Wed 1/16:10 amNAP - MDW
2 stops17h 23mKLM
Deal found 5/29$1,115
Thu 9/125:59 pmMDW - NAP
2 stops17h 16mDelta
Thu 10/36:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/29$1,120
Thu 9/125:59 pmMDW - NAP
2 stops17h 16mDelta
Thu 9/266:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/29$1,124
Sun 6/96:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/206:15 amNAP - MDW
2 stops18h 44mDelta
Deal found 5/29$1,125
Tue 6/119:34 amMDW - NAP
2 stops19h 01mDelta
Wed 6/196:15 amNAP - MDW
2 stops22h 31mDelta
Deal found 5/30$1,138

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 2,784,634 searches. Data last updated May 30, 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 stops18h 44mDelta
Deal found 5/29$1,125
Thu 6/66:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/139:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 5/29$1,155
Tue 6/46:00 amMDW - NAP
2 stops18h 30mDelta
Tue 6/119:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 5/29$2,082

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 2,784,634 searches. Data last updated May 30, 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.
Mon 9/238:13 pmMDW - NAP
2 stops43h 27mMultiple Airlines
Deal found 5/28$242
Wed 9/118:13 pmMDW - NAP
2 stops43h 32mMultiple Airlines
Deal found 5/29$252
Mon 7/229:31 amMDW - NAP
2 stops30h 14mMultiple Airlines
Deal found 5/28$299
Fri 9/208:13 pmMDW - NAP
2 stops43h 27mMultiple Airlines
Deal found 5/28$300
Wed 9/118:13 pmMDW - NAP
3 stops43h 02mMultiple Airlines
Deal found 5/29$330
Sun 7/212:30 pmMDW - NAP
2 stops49h 20mMultiple Airlines
Deal found 5/28$339
Mon 9/911:38 amMDW - NAP
2 stops28h 07mMultiple Airlines
Deal found 5/29$361
Mon 7/229:31 amMDW - NAP
3 stops26h 09mMultiple Airlines
Deal found 5/28$376
Sat 9/2110:08 amMDW - NAP
2 stops29h 32mMultiple Airlines
Deal found 5/28$385

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 2,784,634 searches. Data last updated May 30, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$782 - $1,273

Route

Depart

Return

Price

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 11/17

2 stops16h 45m

Naples

Tue 11/26

2 stops17h 53m

$782

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Tue 10/22

2 stops18h 30m

Naples

Wed 11/6

2 stops17h 53m

$874

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Thu 9/12

2 stops17h 16m

Naples

Thu 10/3

2 stops17h 48m

$911

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 9/1

2 stops21h 10m

Naples

Wed 9/11

2 stops22h 09m

$1,058

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Mon 8/19

2 stops18h 30m

Naples

Wed 8/28

2 stops17h 50m

$1,059

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 9/4

2 stops17h 10m

Naples

Tue 9/17

2 stops18h 50m

$1,067

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Tue 6/11

3 stops28h 35m

Naples

Wed 6/19

3 stops21h 37m

$1,151

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Thu 7/4

2 stops19h 06m

Naples

Mon 7/8

2 stops32h 24m

$1,245

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Fri 6/28

3 stops27h 50m

Naples

Mon 7/8

3 stops19h 07m

$1,273

Flights are sorted by cheapest first

Deals found on 5/29

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 May 30, 2024.
Read through reviews of airlines operating flights from Chicago to Naples, such as Air France and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

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
10,457 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

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
1,730 reviews
Delta
8.0
Very good
10,457 reviews
Check prices

Boarding

8.2

Entertainment

8.0

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.0

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 Air France for just $782, but on average you can expect to pay $1,082.

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

    There are currently 3+ 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 5/30.

  • 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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Can Cheapflights find flights from Midway to Naples with no change fees?

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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