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Cheap flights from Midway (MDW) to Naples (NAP) from $257

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. 14 — may. 211
From?
To?
mar. 5/14
mar. 5/21
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 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 2,749,864 searches. Data last updated mayo 9, 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.
jue. 8/155:59 pmMDW - NAP
2 stops20h 56mAir France
lun. 8/263:10 pmNAP - MDW
2 stops32h 53mAir France
Deal found 5/8$871
sáb. 10/196:15 pmMDW - NAP
2 stops34h 20mAir France
mar. 10/292:35 pmNAP - MDW
2 stops33h 30mAir France
Deal found 5/8$1,130
dom. 7/79:34 amMDW - NAP
2 stops23h 46mAir France
vie. 7/195:15 pmNAP - MDW
2 stops32h 11mAir France
Deal found 5/8$1,180
vie. 6/141:24 pmMDW - NAP
2 stops21h 51mAir France
dom. 7/73:10 pmNAP - MDW
2 stops32h 55mAir France
Deal found 5/8$1,479
jue. 5/231:21 pmMDW - NAP
2 stops25h 34mAir France
dom. 6/93:10 pmNAP - MDW
2 stops32h 54mAir France
Deal found 5/8$1,696
sáb. 5/115:47 pmMDW - NAP
2 stops17h 28mAir France
mar. 5/216:15 amNAP - MDW
2 stops18h 52mAir France
Deal found 5/7$2,042

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 2,749,864 searches. Data last updated mayo 9, 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.
dom. 8/181:10 pmMDW - NAP
2 stops15h 25mDelta
mar. 8/276:35 amNAP - MDW
2 stops17h 28mDelta
Deal found 5/8$775
dom. 9/15:59 pmMDW - NAP
2 stops20h 56mDelta
mié. 9/116:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/8$947
jue. 7/186:00 amMDW - NAP
2 stops18h 30mDelta
jue. 7/256:15 amNAP - MDW
2 stops17h 50mDelta
Deal found 5/8$966
vie. 8/305:59 pmMDW - NAP
2 stops15h 21mDelta
mar. 9/106:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/8$970
jue. 9/125:59 pmMDW - NAP
2 stops17h 16mDelta
jue. 9/266:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/8$998
sáb. 9/75:00 pmMDW - NAP
2 stops18h 15mDelta
sáb. 9/146:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/8$1,005
jue. 9/191:10 pmMDW - NAP
2 stops15h 25mDelta
lun. 9/306:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/8$1,048
lun. 9/235:59 pmMDW - NAP
2 stops17h 16mDelta
mar. 10/86:35 amNAP - MDW
2 stops18h 24mDelta
Deal found 5/7$1,059
mié. 6/126:00 amMDW - NAP
2 stops18h 30mDelta
jue. 6/276:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/8$1,060

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 2,749,864 searches. Prices were last updated on mayo 9, 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.
mié. 6/126:00 amMDW - NAP
2 stops18h 30mDelta
jue. 6/276:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/8$1,060
jue. 6/66:00 amMDW - NAP
2 stops18h 30mDelta
jue. 6/139:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 5/8$1,089
vie. 6/76:00 amMDW - NAP
2 stops18h 30mDelta
vie. 6/146:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 5/8$1,102
dom. 6/96:00 amMDW - NAP
2 stops18h 30mDelta
jue. 6/206:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/8$1,103
mar. 6/46:00 amMDW - NAP
2 stops18h 30mDelta
mar. 6/116:35 amNAP - MDW
2 stops17h 29mDelta
Deal found 5/8$1,137
mié. 6/51:21 pmMDW - NAP
2 stops17h 59mDelta
lun. 6/179:30 amNAP - MDW
2 stops19h 16mDelta
Deal found 5/8$1,159
vie. 6/76:00 amMDW - NAP
2 stops18h 30mDelta
dom. 6/306:15 amNAP - MDW
2 stops17h 49mDelta
Deal found 5/8$1,160
sáb. 6/15:00 pmMDW - NAP
2 stops18h 15mDelta
sáb. 6/156:15 amNAP - MDW
2 stops19h 15mDelta
Deal found 5/8$1,257
vie. 6/141:24 pmMDW - NAP
2 stops21h 51mAir France
dom. 7/73:10 pmNAP - MDW
2 stops32h 55mAir France
Deal found 5/8$1,479

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 2,749,864 searches. Data last updated mayo 9, 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.
dom. 8/181:10 pmMDW - NAP
2 stops15h 25mDelta
mar. 8/276:35 amNAP - MDW
2 stops17h 28mDelta
Deal found 5/8$775
jue. 8/155:59 pmMDW - NAP
2 stops20h 56mAir France
lun. 8/263:10 pmNAP - MDW
2 stops32h 53mAir France
Deal found 5/8$871
dom. 9/15:59 pmMDW - NAP
2 stops20h 56mDelta
mié. 9/116:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/8$947
jue. 7/186:00 amMDW - NAP
2 stops18h 30mDelta
jue. 7/256:15 amNAP - MDW
2 stops17h 50mDelta
Deal found 5/8$966
vie. 8/305:59 pmMDW - NAP
2 stops15h 21mDelta
mar. 9/106:35 amNAP - MDW
2 stops22h 09mDelta
Deal found 5/8$970
jue. 9/125:59 pmMDW - NAP
2 stops17h 16mDelta
jue. 9/266:15 amNAP - MDW
2 stops17h 48mDelta
Deal found 5/8$998
sáb. 9/75:00 pmMDW - NAP
2 stops18h 15mDelta
sáb. 9/146:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/8$1,005
jue. 9/191:10 pmMDW - NAP
2 stops15h 25mDelta
lun. 9/306:15 amNAP - MDW
2 stops18h 50mDelta
Deal found 5/8$1,048
lun. 9/235:59 pmMDW - NAP
2 stops17h 16mDelta
mar. 10/86:35 amNAP - MDW
2 stops18h 24mDelta
Deal found 5/7$1,059

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 2,749,864 searches. Data last updated mayo 9, 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.
sáb. 5/189:32 amMDW - NAP
2 stops19h 03mDelta
dom. 5/269:30 amNAP - MDW
2 stops19h 31mDelta
Deal found 5/7$1,951
sáb. 5/185:47 pmMDW - NAP
2 stops17h 28mDelta
dom. 5/266:15 amNAP - MDW
2 stops17h 40mDelta
Deal found 5/8$1,989
sáb. 5/115:47 pmMDW - NAP
2 stops17h 28mAir France
mar. 5/216:15 amNAP - MDW
2 stops18h 52mAir France
Deal found 5/7$2,042
vie. 5/101:21 pmMDW - NAP
2 stops15h 39mDelta
lun. 5/136:25 amNAP - MDW
2 stops22h 36mDelta
Deal found 5/8$2,050
sáb. 5/115:47 pmMDW - NAP
2 stops17h 28mDelta
mar. 5/216:25 amNAP - MDW
2 stops22h 36mDelta
Deal found 5/8$2,167
lun. 5/205:47 pmMDW - NAP
2 stops17h 28mDelta
sáb. 5/259:30 amNAP - MDW
2 stops19h 31mDelta
Deal found 5/8$2,438

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 2,749,864 searches. Data last updated mayo 9, 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.
mié. 9/118:13 pmMDW - NAP
2 stops43h 27mMultiple Airlines
Deal found 5/8$257
lun. 6/37:23 pmMDW - NAP
2 stops44h 17mMultiple Airlines
Deal found 5/8$296
dom. 7/288:13 pmMDW - NAP
2 stops43h 32mMultiple Airlines
Deal found 5/8$343
mié. 9/1110:59 amMDW - NAP
3 stops28h 51mMultiple Airlines
Deal found 5/8$349
jue. 8/88:13 pmMDW - NAP
2 stops43h 27mMultiple Airlines
Deal found 5/8$400
jue. 8/82:15 pmMDW - NAP
3 stops35h 20mMultiple Airlines
Deal found 5/8$416
lun. 6/37:23 pmMDW - NAP
3 stops39h 02mMultiple Airlines
Deal found 5/8$480
vie. 5/177:23 pmMDW - NAP
2 stops55h 12mMultiple Airlines
Deal found 5/8$631
dom. 7/286:00 amMDW - NAP
2 stops18h 30mDelta
Deal found 5/8$666

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 2,749,864 searches. Data last updated mayo 9, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$775 - $1,308

Route

Depart

Return

Price

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

dom. 8/18

2 stops15h 25m

Naples

mar. 8/27

2 stops17h 28m

$775

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

jue. 8/15

2 stops20h 56m

Naples

lun. 8/26

2 stops32h 53m

$871

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

dom. 9/1

2 stops20h 56m

Naples

mié. 9/11

2 stops22h 09m

$947

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

jue. 7/18

2 stops18h 30m

Naples

jue. 7/25

2 stops17h 50m

$966

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

vie. 8/30

2 stops15h 21m

Naples

mar. 9/10

2 stops22h 09m

$970

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

jue. 9/12

2 stops17h 16m

Naples

jue. 9/26

2 stops17h 48m

$998

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

sáb. 10/19

2 stops34h 20m

Naples

mar. 10/29

2 stops33h 30m

$1,130

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

dom. 7/7

2 stops23h 46m

Naples

vie. 7/19

2 stops32h 11m

$1,180

Chicago MidwayNaples

MDW - NAP

MDWNAP

Chicago Midway

lun. 7/1

3 stops28h 40m

Naples

mié. 7/17

3 stops22h 02m

$1,308

Flights are sorted by cheapest first

Deals found on 5/8

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 mayo 9, 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
8.1
Very good
10,793 reviews
Check prices

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.1

Boarding

8.2

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
8.1
Very good
10,793 reviews
Delta
8.1
Very good
10,793 reviews
Check prices

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.1

Boarding

8.2

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.

Air France
7.6
Good
1,776 reviews
Delta
8.1
Very good
10,793 reviews
Check prices

Food

7.4

Crew

8.6

Comfort

7.9

Overall

8.1

Boarding

8.2

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 Delta for just $775, but on average you can expect to pay $1,047.

  • Are there last-minute flights available from Chicago Midway Airport to Naples for under $2,000?

    There are currently 6+ open flights from Chicago Midway Airport to Naples within the next 7 days for less than $2,000.

  • 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 5/8.

See more FAQs

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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.

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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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