$346+ Cheap flights from Milan (MIL) to Midway (MDW)
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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MIL — MDW
Mar 16 — Mar 231
1 adult, Economy
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Find cheap flights from Milan to Midway 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milan to Midway
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Cheapest flights from Milan to MidwayExplore the most affordable flight options available from Milan to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 14, 2026.
Explore the most affordable flight options available from Milan to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 14, 2026.
This Delta deal was found by Cheapflights users on 2/12. 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 4/96:40 am
LIN
- MDW
2 stops18h 14m
Delta
Wed 4/2210:43 am
MDW
- LIN
2 stops15h 07m
Delta
Deal found 2/12![Delta logo]()
$626
This Delta deal was found by Cheapflights users on 2/12. 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 4/911:40 am
MXP
- MDW
1 stop17h 51m
Delta
Wed 4/221:23 pm
MDW
- MXP
2 stops18h 22m
Delta
Deal found 2/12![Delta logo]()
$626
This Delta deal was found by Cheapflights users on 2/12. 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 3/306:40 am
LIN
- MDW
2 stops17h 42m
Delta
Sun 4/126:34 pm
MDW
- LIN
2 stops12h 21m
Delta
Deal found 2/12![Delta logo]()
$639
This Delta deal was found by Cheapflights users on 2/12. 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 3/306:45 am
MXP
- MDW
2 stops18h 09m
Delta
Sun 4/126:34 pm
MDW
- MXP
2 stops13h 11m
Delta
Deal found 2/12![Delta logo]()
$640
This Delta deal was found by Cheapflights users on 2/11. 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 3/316:45 am
MXP
- MDW
2 stops18h 09m
Delta
Mon 4/66:34 pm
MDW
- MXP
2 stops13h 11m
Delta
Deal found 2/11![Delta logo]()
$642
This Delta deal was found by Cheapflights users on 2/11. 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 4/16:40 am
LIN
- MDW
2 stops18h 14m
Delta
Tue 4/76:34 pm
MDW
- LIN
2 stops12h 21m
Delta
Deal found 2/11![Delta logo]()
$650
This Delta deal was found by Cheapflights users on 2/11. 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 3/306:40 am
LIN
- MDW
2 stops17h 42m
Delta
Sun 4/51:10 pm
MDW
- LIN
2 stops15h 10m
Delta
Deal found 2/11![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 2/11. 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 4/16:45 am
MXP
- MDW
2 stops18h 09m
Delta
Tue 4/76:34 pm
MDW
- MXP
2 stops13h 11m
Delta
Deal found 2/11![Delta logo]()
$654
This Trip.com deal was found by Cheapflights users on 2/10. 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.
Tue 4/2111:40 am
MXP
- MDW
1 stop35h 45m
Air France
Tue 5/55:21 pm
MDW
- MXP
1 stop33h 04m
Air France
Deal found 2/10![Air France logo]()
$656
This Trip.com deal was found by Cheapflights users on 2/13. 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.
Thu 4/96:45 am
MXP
- MDW
2 stops17h 37m
Multiple Airlines
Wed 4/226:00 am
MDW
- MXP
1 stop20h 25m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$662
This Trip.com deal was found by Cheapflights users on 2/11. 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 3/306:45 am
MXP
- MDW
2 stops18h 09m
Multiple Airlines
Sun 4/126:07 pm
MDW
- MXP
1 stop32h 18m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$672
This Delta deal was found by Cheapflights users on 2/11. 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 8/296:40 am
LIN
- MDW
2 stops18h 25m
Delta
Sat 9/195:59 pm
MDW
- LIN
2 stops12h 56m
Delta
Deal found 2/11![Delta logo]()
$674
Best flights from Milan to MidwayDiscover carefully curated flight deals from Milan to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 14, 2026.
Discover carefully curated flight deals from Milan to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 14, 2026.
This Delta deal was found by Cheapflights users on 2/12. 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 4/96:40 am
LIN
- MDW
2 stops18h 14m
Delta
Wed 4/2210:43 am
MDW
- LIN
2 stops15h 07m
Delta
Deal found 2/12![Delta logo]()
$626
This Trip.com deal was found by Cheapflights users on 2/10. 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.
Tue 4/216:45 am
MXP
- MDW
2 stops16h 40m
Air France
Tue 5/55:21 pm
MDW
- MXP
1 stop33h 04m
Air France
Deal found 2/10![Air France logo]()
$660
This KLM deal was found by Cheapflights users on 2/11. 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 4/111:40 am
MXP
- MDW
1 stop17h 51m
KLM
Mon 4/612:47 pm
MDW
- MXP
1 stop13h 38m
KLM
Deal found 2/11![KLM logo]()
$719
This Delta deal was found by Cheapflights users on 2/13. 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 4/96:45 am
MXP
- MDW
2 stops17h 37m
Delta
Wed 4/2212:53 pm
MDW
- MXP
1 stop13h 32m
Delta
Deal found 2/13![Delta logo]()
$632
This Delta deal was found by Cheapflights users on 2/12. 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 3/306:40 am
LIN
- MDW
2 stops17h 42m
Delta
Sun 4/126:34 pm
MDW
- LIN
2 stops12h 21m
Delta
Deal found 2/12![Delta logo]()
$639
This Delta deal was found by Cheapflights users on 2/11. 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 3/316:40 am
LIN
- MDW
2 stops18h 14m
Delta
Mon 4/61:10 pm
MDW
- LIN
2 stops15h 10m
Delta
Deal found 2/11![Delta logo]()
$640
This Delta deal was found by Cheapflights users on 2/12. 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 3/306:45 am
MXP
- MDW
2 stops18h 09m
Delta
Sun 4/126:34 pm
MDW
- MXP
2 stops13h 11m
Delta
Deal found 2/12![Delta logo]()
$640
This Delta deal was found by Cheapflights users on 2/11. 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 3/316:45 am
MXP
- MDW
2 stops18h 09m
Delta
Mon 4/66:34 pm
MDW
- MXP
2 stops13h 11m
Delta
Deal found 2/11![Delta logo]()
$642
This Delta deal was found by Cheapflights users on 2/11. 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 4/16:40 am
LIN
- MDW
2 stops18h 14m
Delta
Tue 4/76:34 pm
MDW
- LIN
2 stops12h 21m
Delta
Deal found 2/11![Delta logo]()
$650
This Delta deal was found by Cheapflights users on 2/11. 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 3/306:40 am
LIN
- MDW
2 stops17h 42m
Delta
Sun 4/51:10 pm
MDW
- LIN
2 stops15h 10m
Delta
Deal found 2/11![Delta logo]()
$652
This Delta deal was found by Cheapflights users on 2/13. 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 5/166:40 am
LIN
- MDW
2 stops18h 34m
Delta
Tue 5/267:00 pm
MDW
- LIN
2 stops13h 55m
Delta
Deal found 2/13![Delta logo]()
$722
This Delta deal was found by Cheapflights users on 2/13. 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 4/246:25 am
LIN
- MDW
2 stops18h 33m
Delta
Sun 4/266:38 pm
MDW
- LIN
2 stops14h 17m
Delta
Deal found 2/13![Delta logo]()
$739
Last-minute flights from Milan to MidwayDiscover last-minute flight deals from Milan to Midway. Data last updated February 14, 2026 and is based on user searches.
Discover last-minute flight deals from Milan to Midway. Data last updated February 14, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/13. 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 2/286:30 am
LIN
- MDW
2 stops16h 44m
Delta
Mon 3/166:34 pm
MDW
- LIN
2 stops13h 21m
Delta
Deal found 2/13![Delta logo]()
$751
This Delta deal was found by Cheapflights users on 2/12. 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 2/2811:35 am
MXP
- MDW
2 stops17h 56m
Delta
Wed 3/410:49 am
MDW
- MXP
2 stops16h 46m
Delta
Deal found 2/12![Delta logo]()
$753
This Delta deal was found by Cheapflights users on 2/11. 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 3/26:30 am
LIN
- MDW
2 stops18h 15m
Delta
Mon 3/166:34 pm
MDW
- LIN
2 stops13h 21m
Delta
Deal found 2/11![Delta logo]()
$753
This Delta deal was found by Cheapflights users on 2/13. 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 3/411:05 am
MXP
- MDW
1 stop18h 26m
Delta
Tue 3/101:10 pm
MDW
- MXP
2 stops16h 30m
Delta
Deal found 2/13![Delta logo]()
$737
This Delta deal was found by Cheapflights users on 2/13. 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 3/46:30 am
LIN
- MDW
2 stops18h 07m
Delta
Tue 3/1012:47 pm
MDW
- LIN
2 stops13h 58m
Delta
Deal found 2/13![Delta logo]()
$739
This Delta deal was found by Cheapflights users on 2/11. 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 3/411:05 am
MXP
- MDW
1 stop18h 26m
Delta
Wed 3/186:34 pm
MDW
- MXP
2 stops14h 21m
Delta
Deal found 2/11![Delta logo]()
$739
This Delta deal was found by Cheapflights users on 2/10. 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 3/511:05 am
MXP
- MDW
1 stop18h 26m
Delta
Wed 3/189:35 am
MDW
- MXP
2 stops16h 30m
Delta
Deal found 2/10![Delta logo]()
$741
This Delta deal was found by Cheapflights users on 2/12. 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 3/306:40 am
LIN
- MDW
2 stops17h 42m
Delta
Sun 4/126:34 pm
MDW
- LIN
2 stops12h 21m
Delta
Deal found 2/12![Delta logo]()
$639
This Delta deal was found by Cheapflights users on 2/12. 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 3/306:45 am
MXP
- MDW
2 stops18h 09m
Delta
Sun 4/126:34 pm
MDW
- MXP
2 stops13h 11m
Delta
Deal found 2/12![Delta logo]()
$640
This Delta deal was found by Cheapflights users on 2/11. 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 3/306:40 am
LIN
- MDW
2 stops17h 42m
Delta
Sun 4/51:10 pm
MDW
- LIN
2 stops15h 10m
Delta
Deal found 2/11![Delta logo]()
$652
This Trip.com deal was found by Cheapflights users on 2/11. 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 3/306:45 am
MXP
- MDW
2 stops18h 09m
Multiple Airlines
Sun 4/126:07 pm
MDW
- MXP
1 stop32h 18m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$672
This Delta deal was found by Cheapflights users on 2/11. 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 3/316:45 am
MXP
- MDW
2 stops18h 09m
Delta
Mon 4/66:34 pm
MDW
- MXP
2 stops13h 11m
Delta
Deal found 2/11![Delta logo]()
$642
One-way flights from Milan to MidwaySearch for one-way flight options from Milan to Midway. Find affordable one-way fares based on user searches. Data last updated February 14, 2026.
Search for one-way flight options from Milan to Midway. Find affordable one-way fares based on user searches. Data last updated February 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Thu 5/79:50 pm
MXP
- MDW
3 stops46h 10m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$346
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sat 5/24:00 pm
LIN
- MDW
2 stops28h 00m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$362
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sat 5/24:20 pm
MXP
- MDW
2 stops27h 40m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$377
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 3/1110:35 pm
MXP
- MDW
3 stops55h 16m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Thu 3/126:05 pm
MXP
- MDW
2 stops35h 46m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$383
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 5/54:00 pm
LIN
- MDW
2 stops28h 00m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$386
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 5/64:20 pm
MXP
- MDW
2 stops27h 40m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$390
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 5/44:00 pm
LIN
- MDW
2 stops28h 00m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$395
This Kiwi.com deal was found by Cheapflights users on 2/11. 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 3/175:45 pm
MXP
- MDW
3 stops49h 17m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 3/26:00 am
MXP
- MDW
3 stops44h 07m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Thu 5/74:00 pm
LIN
- MDW
2 stops28h 00m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$413
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 5/134:20 pm
MXP
- MDW
2 stops51h 40m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$420
Find flight deals from Milan to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Milan (MIL) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated February 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $626 (Delta) |
One-way from | $346 (Kiwi.com) |
Popular in | July |
Cheapest in | February |
Average price | $595 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milan to Midway 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 February 14, 2026.
Use the filters below to find and compare flights from Milan to Chicago Midway Airport that are best for you.
Fly from
Milan
Fly to
Midway
Route
Depart
Return
Price
MilanChicago
LIN - MDW
LINMDW
Milan Linate
Thu 4/9
6:40 am-5:54 pm
2 stops18h 14m
Chicago Midway
Wed 4/22
10:43 am-8:50 am
2 stops15h 07m
$626
MilanChicago
MXP - MDW
MXPMDW
Milan Malpensa
Thu 4/9
6:45 am-5:22 pm
2 stops17h 37m
Chicago Midway
Wed 4/22
12:53 pm-9:25 am
1 stop13h 32m
$632
MilanChicago
LIN - MDW
LINMDW
Milan Linate
Mon 3/30
6:40 am-5:22 pm
2 stops17h 42m
Chicago Midway
Sun 4/12
6:34 pm-1:55 pm
2 stops12h 21m
$639
MilanChicago
LIN - MDW
LINMDW
Milan Linate
Tue 3/31
6:40 am-5:54 pm
2 stops18h 14m
Chicago Midway
Mon 4/6
1:10 pm-11:20 am
2 stops15h 10m
$640
MilanChicago
MXP - MDW
MXPMDW
Milan Malpensa
Mon 3/30
6:45 am-5:54 pm
2 stops18h 09m
Chicago Midway
Sun 4/12
6:34 pm-2:45 pm
2 stops13h 11m
$640
MilanChicago
MXP - MDW
MXPMDW
Milan Malpensa
Tue 3/31
6:45 am-5:54 pm
2 stops18h 09m
Chicago Midway
Mon 4/6
6:34 pm-2:45 pm
2 stops13h 11m
$642
MilanChicago
LIN - MDW
LINMDW
Milan Linate
Wed 4/1
6:40 am-5:54 pm
2 stops18h 14m
Chicago Midway
Tue 4/7
6:34 pm-1:55 pm
2 stops12h 21m
$650
MilanChicago
LIN - MDW
LINMDW
Milan Linate
Mon 3/30
6:40 am-5:22 pm
2 stops17h 42m
Chicago Midway
Sun 4/5
1:10 pm-11:20 am
2 stops15h 10m
$652
MilanChicago
MXP - MDW
MXPMDW
Milan Malpensa
Tue 4/21
6:45 am-4:25 pm
2 stops16h 40m
Chicago Midway
Tue 5/5
5:21 pm-9:25 am
1 stop33h 04m
$660
MilanChicago
MXP - MDW
MXPMDW
Milan Malpensa
Wed 4/1
11:40 am-10:31 pm
1 stop17h 51m
Chicago Midway
Mon 4/6
12:47 pm-9:25 am
1 stop13h 38m
$719
Showing 1-10 of 36 results
Best time to book a flight from Milan to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Milan with our price prediction graph.
MIL-MDW
MXP-MDW
LIN-MDW
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 Milan to Chicago Midway Airport
MIL-MDW
MXP-MDW
LIN-MDW
How often are flights from Milan to Chicago delayed?
About 0% of weekly flights between Milan and Chicago have experienced delays in the past year, with the average delay time being 0 minutes.
What is the most punctual flight time for Milan to Chicago flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Monday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Related info for your journey
Find useful and relevant information for your journey from Milan to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsLansing
Merrillville
Hammond
Porter
Benton Harbor
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