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Cheap flights from Midway (MDW) to Naples (NAP) from $250

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
May 21 — May 281
From?
To?
Tue 5/21
Tue 5/28
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 KLM flights from Midway to Naples

Explore cheap flight options specifically provided by KLM 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 2,637,452 searches. Data last updated May 16, 2024.
Check out some of the cheapest KLM flights we've come across from Chicago to Naples. Make sure to double check the flight details before booking.
Wed 10/3010:11 amMDW - NAP
2 stops17h 24mKLM
Wed 11/136:10 amNAP - MDW
2 stops17h 53mKLM
Deal found 5/15$708
Wed 10/2310:11 amMDW - NAP
2 stops14h 19mKLM
Wed 11/66:10 amNAP - MDW
2 stops18h 06mKLM
Deal found 5/15$859
Mon 9/162:00 pmMDW - NAP
2 stops14h 35mKLM
Thu 9/269:05 amNAP - MDW
2 stops16h 00mKLM
Deal found 5/14$2,107

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 2,637,452 searches. Data last updated May 16, 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.
Wed 11/69:35 amMDW - NAP
2 stops21h 10mDelta
Wed 11/206:10 amNAP - MDW
2 stops17h 53mDelta
Deal found 5/15$721
Wed 10/210:11 amMDW - NAP
2 stops14h 19mDelta
Wed 10/166:35 amNAP - MDW
2 stops17h 28mDelta
Deal found 5/15$1,025
Sun 8/186:00 amMDW - NAP
2 stops18h 30mDelta
Tue 8/276:35 amNAP - MDW
2 stops22h 12mDelta
Deal found 5/16$1,029
Tue 6/46:00 amMDW - NAP
2 stops18h 30mDelta
Tue 6/116:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 5/15$1,032
Tue 10/810:11 amMDW - NAP
2 stops14h 19mDelta
Tue 10/226:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/15$1,034
Sun 6/96:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/206:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 5/16$1,040
Tue 9/171:10 pmMDW - NAP
2 stops15h 25mDelta
Wed 9/256:35 amNAP - MDW
2 stops18h 24mDelta
Deal found 5/14$1,041
Sun 9/15:59 pmMDW - NAP
2 stops20h 56mDelta
Wed 9/116:35 amNAP - MDW
2 stops17h 28mDelta
Deal found 5/15$1,043
Mon 9/161:10 pmMDW - NAP
2 stops15h 25mDelta
Tue 9/246:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/14$1,051

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 2,637,452 searches. Prices were last updated on May 16, 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 5/16$1,032
Sun 6/96:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/206:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/15$1,040
Thu 6/66:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/139:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 5/15$1,069
Wed 6/126:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/276:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/15$1,083
Fri 6/145:45 pmMDW - NAP
2 stops17h 30mDelta
Fri 6/216:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 5/15$1,371
Fri 6/281:24 pmMDW - NAP
2 stops15h 11mDelta
Wed 7/106:15 amNAP - MDW
2 stops19h 23mDelta
Deal found 5/15$1,413
Sat 6/229:28 amMDW - NAP
2 stops19h 07mDelta
Sun 6/306:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/15$1,421
Sat 6/229:28 amMDW - NAP
2 stops19h 07mDelta
Sun 6/306:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/16$1,463
Wed 6/126:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/276:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 5/16$1,569

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 2,637,452 searches. Data last updated May 16, 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 10/3010:11 amMDW - NAP
2 stops17h 24mKLM
Wed 11/136:10 amNAP - MDW
2 stops17h 53mKLM
Deal found 5/15$708
Wed 11/69:35 amMDW - NAP
2 stops21h 10mDelta
Wed 11/206:10 amNAP - MDW
2 stops17h 53mDelta
Deal found 5/15$721
Wed 11/272:00 pmMDW - NAP
2 stops16h 45mAir France
Tue 12/36:10 amNAP - MDW
2 stops17h 53mAir France
Deal found 5/16$746
Wed 10/2310:11 amMDW - NAP
2 stops14h 19mKLM
Wed 11/66:10 amNAP - MDW
2 stops18h 06mKLM
Deal found 5/15$859
Wed 10/210:11 amMDW - NAP
2 stops14h 19mDelta
Wed 10/166:35 amNAP - MDW
2 stops17h 28mDelta
Deal found 5/15$1,025
Sun 8/186:00 amMDW - NAP
2 stops18h 30mDelta
Tue 8/276:35 amNAP - MDW
2 stops22h 12mDelta
Deal found 5/15$1,029
Tue 6/46:00 amMDW - NAP
2 stops18h 30mDelta
Tue 6/116:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 5/16$1,032
Tue 10/810:11 amMDW - NAP
2 stops14h 19mDelta
Tue 10/226:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/15$1,034
Sun 6/96:00 amMDW - NAP
2 stops18h 30mDelta
Thu 6/206:15 amNAP - MDW
2 stops19h 21mDelta
Deal found 5/16$1,040

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 2,637,452 searches. Data last updated May 16, 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.
Thu 5/236:00 amMDW - NAP
2 stops18h 30mDelta
Sun 5/266:15 amNAP - MDW
2 stops16h 58mDelta
Deal found 5/15$1,711
Thu 5/236:00 amMDW - NAP
2 stops18h 30mDelta
Sun 6/96:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/15$1,714
Thu 5/236:00 amMDW - NAP
2 stops18h 30mDelta
Sun 6/99:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 5/16$2,181

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 2,637,452 searches. Data last updated May 16, 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 27mMultiple Airlines
Deal found 5/16$250
Wed 9/118:13 pmMDW - NAP
2 stops43h 27mMultiple Airlines
Deal found 5/15$255
Mon 9/98:13 pmMDW - NAP
2 stops34h 07mMultiple Airlines
Deal found 5/15$280
Mon 9/98:13 pmMDW - NAP
2 stops34h 07mMultiple Airlines
Deal found 5/16$281
Wed 9/1110:59 amMDW - NAP
3 stops28h 41mMultiple Airlines
Deal found 5/16$343
Wed 9/119:44 pmMDW - NAP
3 stops41h 56mMultiple Airlines
Deal found 5/15$351
Mon 9/99:44 pmMDW - NAP
3 stops41h 56mMultiple Airlines
Deal found 5/15$358
Fri 6/218:27 amMDW - NAP
2 stops31h 13mMultiple Airlines
Deal found 5/15$418
Thu 6/202:36 pmMDW - NAP
2 stops49h 09mMultiple Airlines
Deal found 5/15$425

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 2,637,452 searches. Data last updated May 16, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$708 - $1,434

Route

Depart

Return

Price

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 10/30

2 stops17h 24m

Naples

Wed 11/13

2 stops17h 53m

$708

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 11/6

2 stops21h 10m

Naples

Wed 11/20

2 stops17h 53m

$721

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 10/23

2 stops14h 19m

Naples

Wed 11/6

2 stops18h 06m

$859

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Wed 10/2

2 stops14h 19m

Naples

Wed 10/16

2 stops17h 28m

$1,025

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 8/18

2 stops18h 30m

Naples

Tue 8/27

2 stops22h 12m

$1,029

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Tue 6/4

2 stops18h 30m

Naples

Tue 6/11

2 stops17h 29m

$1,032

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Tue 10/8

2 stops14h 19m

Naples

Tue 10/22

2 stops17h 48m

$1,034

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sun 6/9

2 stops18h 30m

Naples

Thu 6/20

2 stops19h 21m

$1,040

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

Sat 7/13

3 stops31h 40m

Naples

Sat 7/27

3 stops46h 02m

$1,434

Flights are sorted by cheapest first

Deals found on 5/15

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 16, 2024.
Read through reviews of airlines operating flights from Chicago to Naples, such as KLM and Delta. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

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
10,673 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

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.

KLM
7.9
Good
1,568 reviews
Delta
8.0
Very good
10,673 reviews
Check prices

Crew

8.6

Food

7.4

Overall

8.0

Boarding

8.2

Comfort

7.9

Entertainment

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 KLM for just $708, but on average you can expect to pay $1,024.

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

    There are currently 3+ 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 5/16.

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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Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight to Naples from Midway today with Cheapflights!

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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