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Cheap flights from Midway (MDW) to Naples (NAP) from $232

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 6/24. 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
May 10 — May 171
From?
To?
Fri 5/10
Fri 5/17
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.

When is the cheapest time to fly from Chicago Midway Airport to Naples (MDW - 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 2,719,943 searches. Data last updated May 5, 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 8/181:10 pmMDW - NAP
2 stops15h 25mDelta
Wed 8/286:35 amNAP - MDW
2 stops22h 12mDelta
Deal found 5/4$755
Thu 8/153:45 pmMDW - NAP
2 stops17h 35mDelta
Mon 8/266:35 amNAP - MDW
2 stops22h 12mDelta
Deal found 5/4$855
Tue 9/171:10 pmMDW - NAP
2 stops15h 25mDelta
Wed 9/256:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/3$905
Wed 9/251:10 pmMDW - NAP
2 stops18h 10mDelta
Tue 10/86:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/4$912
Sun 9/15:59 pmMDW - NAP
2 stops20h 56mDelta
Wed 9/116:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/4$927
Wed 9/111:10 pmMDW - NAP
2 stops15h 25mDelta
Wed 9/256:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/3$934
Fri 8/305:59 pmMDW - NAP
2 stops17h 16mDelta
Tue 9/106:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/4$950
Fri 7/266:00 amMDW - NAP
2 stops18h 30mDelta
Sat 8/106:15 amNAP - MDW
2 stops18h 51mDelta
Deal found 5/4$996
Fri 8/301:10 pmMDW - NAP
2 stops15h 50mDelta
Tue 9/106:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/4$1,004

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 2,719,943 searches. Data last updated May 5, 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.
Fri 9/203:45 pmMDW - NAP
2 stops23h 10mAir France
Sat 9/286:35 amNAP - MDW
2 stops17h 28mAir France
Deal found 5/4$1,175
Fri 7/125:45 pmMDW - NAP
2 stops21h 10mAir France
Mon 7/225:15 pmNAP - MDW
2 stops32h 11mAir France
Deal found 5/4$1,202
Wed 9/181:10 pmMDW - NAP
2 stops25h 45mAir France
Sun 9/2912:35 pmNAP - MDW
2 stops35h 28mAir France
Deal found 5/4$1,227
Thu 9/125:59 pmMDW - NAP
2 stops17h 16mAir France
Tue 9/176:15 amNAP - MDW
2 stops18h 50mAir France
Deal found 5/4$1,255
Thu 9/123:45 pmMDW - NAP
2 stops23h 10mAir France
Thu 9/266:15 amNAP - MDW
2 stops18h 50mAir France
Deal found 5/4$1,276
Fri 6/145:45 pmMDW - NAP
2 stops21h 10mAir France
Sun 7/73:10 pmNAP - MDW
2 stops32h 55mAir France
Deal found 5/5$1,459
Thu 5/231:21 pmMDW - NAP
2 stops25h 34mAir France
Sun 6/93:10 pmNAP - MDW
2 stops32h 54mAir France
Deal found 5/4$1,585
Sat 5/113:45 pmMDW - NAP
2 stops19h 30mAir France
Tue 5/216:15 amNAP - MDW
2 stops18h 52mAir France
Deal found 5/4$1,721
Fri 6/141:24 pmMDW - NAP
2 stops25h 31mAir France
Sun 7/73:10 pmNAP - MDW
2 stops32h 55mAir France
Deal found 5/4$1,727

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 2,719,943 searches. Prices were last updated on May 5, 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 6/116:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/5$1,040
Thu 6/66:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/139:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 5/5$1,069
Wed 6/126:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/276:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/4$1,083
Sat 5/189:32 amMDW - NAP
2 stops19h 03mDelta
Sun 5/266:15 amNAP - MDW
2 stops17h 40mDelta
Deal found 5/5$1,089
Sat 5/189:32 amMDW - NAP
2 stops18h 48mDelta
Sun 5/266:15 amNAP - MDW
2 stops16h 58mDelta
Deal found 5/4$1,101
Mon 6/36:00 amMDW - NAP
2 stops18h 30mDelta
Mon 6/106:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 5/4$1,124
Sat 6/15:47 pmMDW - NAP
2 stops21h 08mDelta
Sat 6/86:15 amNAP - MDW
2 stops19h 15mDelta
Deal found 5/4$1,152
Fri 5/312:15 pmMDW - NAP
2 stops14h 45mDelta
Sun 6/96:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 5/4$1,249
Mon 5/2012:42 pmMDW - NAP
2 stops18h 38mDelta
Mon 6/39:30 amNAP - MDW
2 stops19h 31mDelta
Deal found 5/5$1,371

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 2,719,943 searches. Data last updated May 5, 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 11/262:00 pmMDW - NAP
2 stops16h 45mAir France
Wed 12/46:10 amNAP - MDW
2 stops18h 49mAir France
Deal found 5/4$735
Sun 8/181:10 pmMDW - NAP
2 stops15h 25mDelta
Wed 8/286:35 amNAP - MDW
2 stops22h 12mDelta
Deal found 5/4$755
Wed 11/272:00 pmMDW - NAP
2 stops16h 45mAir France
Tue 12/36:10 amNAP - MDW
2 stops17h 53mAir France
Deal found 5/4$785
Thu 11/282:00 pmMDW - NAP
2 stops16h 45mAir France
Wed 12/46:10 amNAP - MDW
2 stops18h 49mAir France
Deal found 5/4$803
Sat 11/232:00 pmMDW - NAP
2 stops16h 45mDelta
Mon 12/26:10 amNAP - MDW
2 stops17h 53mDelta
Deal found 5/3$821
Thu 8/153:45 pmMDW - NAP
2 stops17h 35mDelta
Mon 8/266:35 amNAP - MDW
2 stops22h 12mDelta
Deal found 5/4$855
Tue 9/171:10 pmMDW - NAP
2 stops15h 25mDelta
Wed 9/256:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/3$905
Wed 9/251:10 pmMDW - NAP
2 stops18h 10mDelta
Tue 10/86:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/4$912
Sun 9/15:59 pmMDW - NAP
2 stops20h 56mDelta
Wed 9/116:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/4$927

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 2,719,943 searches. Data last updated May 5, 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.
Sat 5/113:45 pmMDW - NAP
2 stops19h 30mAir France
Tue 5/216:15 amNAP - MDW
2 stops18h 52mAir France
Deal found 5/4$1,721
Sat 5/113:45 pmMDW - NAP
2 stops23h 10mAir France
Tue 5/216:15 amNAP - MDW
2 stops18h 52mAir France
Deal found 5/5$2,021

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 2,719,943 searches. Data last updated May 5, 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 6/248:27 amMDW - NAP
2 stops31h 23mMultiple Airlines
Deal found 5/4$232
Wed 9/118:13 pmMDW - NAP
2 stops43h 32mMultiple Airlines
Deal found 5/4$269
Mon 9/98:13 pmMDW - NAP
2 stops34h 07mMultiple Airlines
Deal found 5/4$274
Wed 9/1110:59 amMDW - NAP
3 stops28h 51mMultiple Airlines
Deal found 5/4$292
Tue 6/257:36 pmMDW - NAP
2 stops34h 44mMultiple Airlines
Deal found 5/4$307
Mon 6/2412:06 pmMDW - NAP
3 stops25h 54mMultiple Airlines
Deal found 5/4$322
Sun 5/197:23 pmMDW - NAP
2 stops44h 27mMultiple Airlines
Deal found 5/4$371
Sun 5/197:23 pmMDW - NAP
3 stops44h 12mMultiple Airlines
Deal found 5/4$436
Sat 6/159:31 amMDW - NAP
2 stops30h 14mMultiple Airlines
Deal found 5/4$520

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 2,719,943 searches. Data last updated May 5, 2024.

Fly from

Any airport

Fly to

Any airport

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

$755

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Thu 8/15

2 stops17h 35m

Naples

Mon 8/26

2 stops22h 12m

$855

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Tue 9/17

2 stops15h 25m

Naples

Wed 9/25

2 stops18h 50m

$905

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 9/25

2 stops18h 10m

Naples

Tue 10/8

2 stops17h 48m

$912

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 9/1

2 stops20h 56m

Naples

Wed 9/11

2 stops22h 09m

$927

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 9/11

2 stops15h 25m

Naples

Wed 9/25

2 stops18h 50m

$934

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Fri 9/20

2 stops23h 10m

Naples

Sat 9/28

2 stops17h 28m

$1,175

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Fri 7/12

2 stops21h 10m

Naples

Mon 7/22

2 stops32h 11m

$1,202

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 9/18

2 stops25h 45m

Naples

Sun 9/29

2 stops35h 28m

$1,227

Flights are sorted by cheapest first

Deals found on 5/4

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

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 5, 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
8.1
Very good
10,826 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Entertainment

8.0

Boarding

8.2

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
8.1
Very good
10,826 reviews
Delta
8.1
Very good
10,826 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Entertainment

8.0

Boarding

8.2

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
7.6
Good
1,785 reviews
Delta
8.1
Very good
10,826 reviews
Check prices

Comfort

7.9

Crew

8.6

Overall

8.1

Entertainment

8.0

Boarding

8.2

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 $755, but on average you can expect to pay $1,016.

  • Are there last-minute flights available from Chicago Midway Airport to Naples for under $1,800?

    There are currently 2+ open flights from Chicago Midway Airport to Naples within the next 7 days for less than $1,800.

  • 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 5/4.

See more FAQs

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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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How does Cheapflights help users find flights from Midway to Naples?

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Why should you use Cheapflights to find cheap flight tickets from Midway to Naples?

Millions of users choose and trust Cheapflights to book the best flight deals from Midway to Naples for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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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