$386+ Cheap flights from Midway (MDW) to Capri, Italy
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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — NAP
Jun 7 — Jun 141
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Capri with Cheapflights
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Cheapest flights from Midway to CapriExplore the most affordable flight options available from Midway to Capri. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 8, 2026.
Explore the most affordable flight options available from Midway to Capri. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 8, 2026.
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:05 am
MDW
- NAP
1 stop18h 00m
Delta
Tue 8/256:05 am
NAP
- MDW
2 stops17h 10m
Delta
Deal found 5/7![Delta logo]()
$876
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/121:27 pm
MDW
- NAP
2 stops15h 03m
Delta
Fri 8/216:05 am
NAP
- MDW
2 stops17h 10m
Delta
Deal found 5/4![Delta logo]()
$880
This KLM deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/1810:35 am
MDW
- NAP
1 stop13h 30m
KLM
Wed 10/286:35 am
NAP
- MDW
2 stops18h 02m
KLM
Deal found 5/8![KLM logo]()
$1,049
This KLM deal was found by Cheapflights users on 5/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/195:25 pm
MDW
- NAP
1 stop30h 40m
KLM
Fri 10/306:35 am
NAP
- MDW
2 stops18h 02m
KLM
Deal found 5/8![KLM logo]()
$1,055
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:05 am
MDW
- NAP
2 stops17h 25m
Delta
Thu 8/66:05 am
NAP
- MDW
2 stops18h 56m
Delta
Deal found 5/5![Delta logo]()
$1,059
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/171:27 pm
MDW
- NAP
2 stops15h 03m
Delta
Thu 8/276:05 am
NAP
- MDW
2 stops18h 56m
Delta
Deal found 5/3![Delta logo]()
$1,081
This Air France deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/145:59 pm
MDW
- NAP
2 stops14h 51m
Air France
Fri 1/86:15 am
NAP
- MDW
2 stops17h 35m
Air France
Deal found 5/7![Air France logo]()
$1,093
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/211:00 pm
MDW
- NAP
2 stops15h 10m
Delta
Sat 12/56:15 am
NAP
- MDW
2 stops17h 35m
Delta
Deal found 5/4![Delta logo]()
$1,096
This KLM deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:00 am
MDW
- NAP
1 stop18h 05m
KLM
Mon 7/279:05 am
NAP
- MDW
1 stop20h 10m
KLM
Deal found 5/6![KLM logo]()
$1,113
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/196:00 am
MDW
- NAP
2 stops19h 10m
Delta
Mon 7/279:05 am
NAP
- MDW
1 stop20h 10m
Delta
Deal found 5/6![Delta logo]()
$1,117
Best flights from Midway to CapriDiscover carefully curated flight deals from Midway to Capri that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 8, 2026.
Discover carefully curated flight deals from Midway to Capri that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 8, 2026.
This Delta deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/121:27 pm
MDW
- NAP
2 stops15h 03m
Delta
Fri 8/216:05 am
NAP
- MDW
2 stops17h 10m
Delta
Deal found 5/5![Delta logo]()
$881
This KLM deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:11 pm
MDW
- NAP
1 stop30h 54m
KLM
Wed 7/89:05 am
NAP
- MDW
1 stop20h 10m
KLM
Deal found 5/4![KLM logo]()
$1,313
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:05 am
MDW
- NAP
2 stops17h 25m
Delta
Thu 8/66:05 am
NAP
- MDW
2 stops17h 10m
Delta
Deal found 5/7![Delta logo]()
$1,089
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/2010:54 am
MDW
- NAP
1 stop13h 11m
Delta
Thu 9/36:05 am
NAP
- MDW
2 stops22h 41m
Delta
Deal found 5/3![Delta logo]()
$1,137
This KLM deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/266:23 am
MDW
- NAP
1 stop17h 42m
KLM
Fri 6/59:05 am
NAP
- MDW
1 stop19h 04m
KLM
Deal found 5/7![KLM logo]()
$1,380
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/46:00 am
MDW
- NAP
1 stop18h 05m
Delta
Thu 10/156:05 am
NAP
- MDW
2 stops22h 40m
Delta
Deal found 5/7![Delta logo]()
$1,228
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:20 am
MDW
- NAP
2 stops19h 10m
Delta
Mon 10/126:05 am
NAP
- MDW
2 stops22h 40m
Delta
Deal found 5/4![Delta logo]()
$1,344
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/19:23 am
MDW
- NAP
2 stops19h 07m
Delta
Thu 6/116:05 am
NAP
- MDW
2 stops17h 11m
Delta
Deal found 5/7![Delta logo]()
$1,396
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:00 am
MDW
- NAP
2 stops19h 10m
Delta
Mon 10/196:05 am
NAP
- MDW
2 stops22h 40m
Delta
Deal found 5/3![Delta logo]()
$1,404
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/309:20 am
MDW
- NAP
2 stops19h 10m
Delta
Tue 10/136:05 am
NAP
- MDW
2 stops22h 40m
Delta
Deal found 5/3![Delta logo]()
$1,447
Last-minute flights from Midway to CapriDiscover last-minute flight deals from Midway to Capri. Data last updated May 8, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Capri. Data last updated May 8, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/3010:30 am
MDW
- NAP
3 stops28h 40m
Multiple Airlines
Sat 6/63:30 pm
NAP
- MDW
3 stops24h 44m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$1,167
This Mytrip deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/810:15 am
MDW
- NAP
3 stops29h 15m
Multiple Airlines
Mon 6/223:25 pm
NAP
- MDW
3 stops25h 15m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$1,203
This Delta deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:00 am
MDW
- NAP
2 stops19h 10m
Delta
Mon 9/149:05 am
NAP
- MDW
1 stop19h 41m
Delta
Deal found 5/6![Delta logo]()
$1,257
This Delta deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
MDW
- NAP
1 stop18h 05m
Delta
Tue 9/156:05 am
NAP
- MDW
2 stops22h 41m
Delta
Deal found 5/7![Delta logo]()
$1,205
This KLM deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:00 am
MDW
- NAP
1 stop18h 05m
KLM
Mon 9/149:05 am
NAP
- MDW
1 stop19h 41m
KLM
Deal found 5/6![KLM logo]()
$1,283
This Mytrip deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1910:25 am
MDW
- NAP
3 stops28h 45m
Multiple Airlines
Sat 6/277:00 am
NAP
- MDW
3 stops42h 31m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$1,259
This KLM deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/225:11 pm
MDW
- NAP
1 stop30h 54m
KLM
Wed 7/89:05 am
NAP
- MDW
1 stop20h 10m
KLM
Deal found 5/5![KLM logo]()
$1,310
One-way flights from Midway to CapriSearch for one-way flight options from Midway to Capri. Find affordable one-way fares based on user searches. Data last updated May 8, 2026.
Search for one-way flight options from Midway to Capri. Find affordable one-way fares based on user searches. Data last updated May 8, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/153:20 pm
MDW
- NAP
3 stops46h 50m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/510:15 am
MDW
- NAP
3 stops48h 25m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$398
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:00 am
MDW
- NAP
3 stops43h 25m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:00 am
MDW
- NAP
3 stops32h 25m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$462
This Kiwi.com deal was found by Cheapflights users on 5/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/1910:25 am
MDW
- NAP
3 stops25h 55m
Multiple Airlines
Deal found 5/7![Multiple Airlines logo]()
$466
This Kiwi.com deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:00 am
MDW
- NAP
3 stops32h 35m
Multiple Airlines
Deal found 5/3![Multiple Airlines logo]()
$501
This Kiwi.com deal was found by Cheapflights users on 5/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1910:30 am
MDW
- NAP
3 stops49h 30m
Multiple Airlines
Deal found 5/6![Multiple Airlines logo]()
$507
Find flight deals from Midway to Capri
Keep the following information in mind while searching for Midway to Capri flight deals. Data was last updated May 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $876 (Delta) |
One-way from | $386 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $891 |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Capri 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 2,558,603 searches. Data last updated May 8, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Capri that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 8/12
1:27 pm-11:30 am
2 stops15h 03m
Naples
Fri 8/21
6:05 am-4:15 pm
2 stops17h 10m
$881
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 7/29
11:05 am-11:30 am
2 stops17h 25m
Naples
Thu 8/6
6:05 am-4:15 pm
2 stops17h 10m
$1,089
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Thu 8/20
10:54 am-7:05 am
1 stop13h 11m
Naples
Thu 9/3
6:05 am-9:46 pm
2 stops22h 41m
$1,137
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Sun 10/4
6:00 am-7:05 am
1 stop18h 05m
Naples
Thu 10/15
6:05 am-9:45 pm
2 stops22h 40m
$1,228
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Mon 6/22
5:11 pm-7:05 am
1 stop30h 54m
Naples
Wed 7/8
9:05 am-10:15 pm
1 stop20h 10m
$1,313
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 9/30
9:20 am-11:30 am
2 stops19h 10m
Naples
Mon 10/12
6:05 am-9:45 pm
2 stops22h 40m
$1,344
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Tue 5/26
6:23 am-7:05 am
1 stop17h 42m
Naples
Fri 6/5
9:05 am-9:09 pm
1 stop19h 04m
$1,380
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Mon 6/1
9:23 am-11:30 am
2 stops19h 07m
Naples
Thu 6/11
6:05 am-4:16 pm
2 stops17h 11m
$1,396
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Mon 10/12
6:00 am-8:10 am
2 stops19h 10m
Naples
Mon 10/19
6:05 am-9:45 pm
2 stops22h 40m
$1,404
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 9/30
9:20 am-11:30 am
2 stops19h 10m
Naples
Tue 10/13
6:05 am-9:45 pm
2 stops22h 40m
$1,447
Showing 1-10 of 18 resultsSorted by cheapest first
Best time to book a flight from Midway to Capri
Have a flexible travel schedule? Discover the best time to fly to Capri from Midway with our price prediction graph.
MDW-NAP
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Capri
MDW-C4P
MDW-NAP
No data available for this route at this time. Please check back soon.
Related info for your journey
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