$454+ 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 4/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — NAP
Apr 19 — Apr 261
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Capri with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Best
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One-way
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 March 20, 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 March 20, 2026.
This Delta deal was found by Cheapflights users on 3/18. 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 8/1810:35 am
MDW
- NAP
1 stop13h 30m
Delta
Tue 8/256:05 am
NAP
- MDW
2 stops19h 26m
Delta
Deal found 3/18![Delta logo]()
$725
This Air France deal was found by Cheapflights users on 3/19. 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.
Wed 4/159:29 am
MDW
- NAP
2 stops19h 01m
Multiple Airlines
Wed 4/2210:15 am
NAP
- MDW
2 stops19h 13m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$770
This Delta deal was found by Cheapflights users on 3/18. 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 8/121:00 pm
MDW
- NAP
2 stops15h 30m
Delta
Fri 8/216:05 am
NAP
- MDW
2 stops19h 26m
Delta
Deal found 3/18![Delta logo]()
$778
This KLM deal was found by Cheapflights users on 3/15. 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 4/1410:41 am
MDW
- NAP
2 stops17h 49m
Multiple Airlines
Tue 4/216:35 am
NAP
- MDW
2 stops22h 53m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$824
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 March 20, 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 March 20, 2026.
This Delta deal was found by Cheapflights users on 3/18. 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 8/182:00 pm
MDW
- NAP
2 stops14h 30m
Delta
Tue 8/256:05 am
NAP
- MDW
2 stops22h 41m
Delta
Deal found 3/18![Delta logo]()
$729
This KLM deal was found by Cheapflights users on 3/19. 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.
Wed 8/125:25 pm
MDW
- NAP
1 stop30h 40m
KLM
Fri 8/219:05 am
NAP
- MDW
1 stop19h 41m
KLM
Deal found 3/19![KLM logo]()
$977
This Delta deal was found by Cheapflights users on 3/18. 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 8/121:00 pm
MDW
- NAP
2 stops15h 30m
Delta
Fri 8/216:05 am
NAP
- MDW
2 stops19h 26m
Delta
Deal found 3/18![Delta logo]()
$778
This Delta deal was found by Cheapflights users on 3/15. 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 5/111:22 pm
MDW
- NAP
2 stops18h 53m
Delta
Wed 5/206:05 am
NAP
- MDW
2 stops19h 28m
Delta
Deal found 3/15![Delta logo]()
$977
This Delta deal was found by Cheapflights users on 3/17. 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 4/236:00 am
MDW
- NAP
2 stops19h 10m
Delta
Sat 5/166:05 am
NAP
- MDW
2 stops22h 04m
Delta
Deal found 3/17![Delta logo]()
$988
This KLM deal was found by Cheapflights users on 3/16. 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
Wed 7/229:05 am
NAP
- MDW
1 stop19h 40m
KLM
Deal found 3/16![KLM logo]()
$1,249
This Delta deal was found by Cheapflights users on 3/17. 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 4/910:45 am
MDW
- NAP
2 stops17h 45m
Delta
Sun 4/196:05 am
NAP
- MDW
2 stops18h 53m
Delta
Deal found 3/17![Delta logo]()
$1,202
This Delta deal was found by Cheapflights users on 3/16. 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 6/165:59 pm
MDW
- NAP
2 stops17h 16m
Delta
Wed 7/226:05 am
NAP
- MDW
2 stops19h 00m
Delta
Deal found 3/16![Delta logo]()
$1,265
Last-minute flights from Midway to CapriDiscover last-minute flight deals from Midway to Capri. Data last updated March 20, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Capri. Data last updated March 20, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 3/15. 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 4/910:45 am
MDW
- NAP
2 stops17h 45m
Delta
Fri 4/1710:15 am
NAP
- MDW
2 stops19h 13m
Delta
Deal found 3/15![Delta logo]()
$1,095
This Delta deal was found by Cheapflights users on 3/15. 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 4/139:29 am
MDW
- NAP
2 stops19h 01m
Delta
Tue 4/216:05 am
NAP
- MDW
2 stops23h 23m
Delta
Deal found 3/15![Delta logo]()
$828
This KLM deal was found by Cheapflights users on 3/15. 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 4/1410:41 am
MDW
- NAP
2 stops17h 49m
Multiple Airlines
Tue 4/216:35 am
NAP
- MDW
2 stops22h 53m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$824
This Air France deal was found by Cheapflights users on 3/19. 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.
Wed 4/159:29 am
MDW
- NAP
2 stops19h 01m
Multiple Airlines
Wed 4/2210:15 am
NAP
- MDW
2 stops19h 13m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$770
This Delta deal was found by Cheapflights users on 3/15. 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 4/159:29 am
MDW
- NAP
2 stops19h 01m
Delta
Sat 4/256:05 am
NAP
- MDW
2 stops18h 53m
Delta
Deal found 3/15![Delta logo]()
$1,038
This KLM deal was found by Cheapflights users on 3/17. 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 4/196:00 am
MDW
- NAP
2 stops19h 10m
KLM
Wed 4/296:05 am
NAP
- MDW
2 stops23h 23m
KLM
Deal found 3/17![KLM logo]()
$948
This KLM deal was found by Cheapflights users on 3/16. 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 4/201:24 pm
MDW
- NAP
2 stops18h 51m
Multiple Airlines
Wed 5/66:05 am
NAP
- MDW
2 stops17h 21m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$848
This Delta deal was found by Cheapflights users on 3/16. 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 4/229:29 am
MDW
- NAP
2 stops19h 01m
Delta
Thu 4/306:05 am
NAP
- MDW
2 stops18h 53m
Delta
Deal found 3/16![Delta logo]()
$926
This Delta deal was found by Cheapflights users on 3/17. 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 4/236:00 am
MDW
- NAP
2 stops19h 10m
Delta
Sat 5/166:05 am
NAP
- MDW
2 stops22h 04m
Delta
Deal found 3/17![Delta logo]()
$988
This Delta deal was found by Cheapflights users on 3/18. 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.
Fri 4/246:00 am
MDW
- NAP
2 stops19h 10m
Delta
Tue 4/2810:15 am
NAP
- MDW
2 stops19h 13m
Delta
Deal found 3/18![Delta logo]()
$1,071
This Delta deal was found by Cheapflights users on 3/15. 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 4/291:24 pm
MDW
- NAP
2 stops19h 21m
Delta
Thu 5/146:05 am
NAP
- MDW
2 stops22h 04m
Delta
Deal found 3/15![Delta logo]()
$1,030
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 March 20, 2026.
Search for one-way flight options from Midway to Capri. Find affordable one-way fares based on user searches. Data last updated March 20, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 4/177:30 am
MDW
- NAP
3 stops28h 05m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$454
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 3/3111:19 am
MDW
- NAP
3 stops42h 11m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$479
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 6/193:20 pm
MDW
- NAP
3 stops46h 45m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$481
This Kiwi.com deal was found by Cheapflights users on 3/16. 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 5/1910:25 am
MDW
- NAP
3 stops26h 50m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$495
This Trip.com deal was found by Cheapflights users on 3/16. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/306:00 am
MDW
- NAP
2 stops22h 40m
Multiple Airlines
Deal found 3/16![Multiple Airlines logo]()
$518
This Kiwi.com deal was found by Cheapflights users on 3/15. 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 5/126:00 am
MDW
- NAP
3 stops22h 40m
Multiple Airlines
Deal found 3/15![Multiple Airlines logo]()
$577
This Kiwi.com deal was found by Cheapflights users on 3/17. 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.
Wed 6/1010:25 am
MDW
- NAP
3 stops23h 55m
Multiple Airlines
Deal found 3/17![Multiple Airlines logo]()
$603
This Kiwi.com deal was found by Cheapflights users on 3/18. 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 6/156:00 am
MDW
- NAP
3 stops27h 55m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$636
This Delta deal was found by Cheapflights users on 3/15. 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 7/269:30 am
MDW
- NAP
2 stops14h 35m
Delta
Deal found 3/15![Delta logo]()
$691
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 March 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $770 (Air France) |
One-way from | $340 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $586 |
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 March 20, 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
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Tue 8/18
2:00 pm-11:30 am
2 stops14h 30m
Naples
Tue 8/25
6:05 am-9:46 pm
2 stops22h 41m
$729
Quickest round-trip
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 8/12
1:00 pm-11:30 am
2 stops15h 30m
Naples
Fri 8/21
6:05 am-6:31 pm
2 stops19h 26m
$778
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 8/12
5:25 pm-7:05 am
1 stop30h 40m
Naples
Fri 8/21
9:05 am-9:46 pm
1 stop19h 41m
$977
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Mon 5/11
1:22 pm-3:15 pm
2 stops18h 53m
Naples
Wed 5/20
6:05 am-6:33 pm
2 stops19h 28m
$977
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Thu 4/23
6:00 am-8:10 am
2 stops19h 10m
Naples
Sat 5/16
6:05 am-9:09 pm
2 stops22h 04m
$988
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Thu 4/9
10:45 am-11:30 am
2 stops17h 45m
Naples
Sun 4/19
6:05 am-5:58 pm
2 stops18h 53m
$1,202
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Tue 6/16
6:00 am-7:05 am
1 stop18h 05m
Naples
Wed 7/22
9:05 am-9:45 pm
1 stop19h 40m
$1,249
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Tue 6/16
5:59 pm-6:15 pm
2 stops17h 16m
Naples
Wed 7/22
6:05 am-6:05 pm
2 stops19h 00m
$1,265
Cheapest one-way
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Tue 5/19
10:25 am-8:15 pm
3 stops26h 50m
$495
ChicagoNaples
MDW - NAP
MDWNAP
Chicago Midway
Wed 6/10
10:25 am-5:20 pm
3 stops23h 55m
$603
Showing 1-10 of 14 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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