$300+ Cheap flights from O'Hare Intl (ORD) to Milan (MIL)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/25. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MIL
Oct 10 — Oct 171
Round-trip
1 adult, Economy
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Find cheap flights from O'Hare Intl to Milan 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.Cheapflights Tip: The best prices from Chicago O'Hare Intl to Milan are usually found in January or February, booked 59 days in advance, depart on a Tuesday or Thursday and return on a Friday
Cheap flight deals from O'Hare Intl to Milan
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Cheapest flights from O'Hare Intl to MilanExplore the most affordable flight options available from O'Hare Intl to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
Explore the most affordable flight options available from O'Hare Intl to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 10, 2026.
This Mytrip deal was found by Cheapflights users on 9/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:25 pm -
2 stops19h 25m
Thu 10/299:55 pm -
2 stops26h 25m
Deal found 9/8![Multiple Airlines logo]()
$605
This Mytrip deal was found by Cheapflights users on 9/9. 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 10/197:25 pm -
2 stops19h 25m
Mon 10/262:30 pm -
2 stops33h 50m
Deal found 9/9![Multiple Airlines logo]()
$639
This Mytrip deal was found by Cheapflights users on 9/5. 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.
Fri 10/236:00 pm -
2 stops19h 20m
Thu 10/297:25 pm -
2 stops27h 05m
Deal found 9/5![Multiple Airlines logo]()
$645
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/15:40 pm -
1 stop18h 20m
Thu 12/106:45 am -
1 stop15h 10m
Deal found 9/8![Multiple Airlines logo]()
$651
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/286:30 pm -
1 stop15h 15m
Fri 12/46:10 am -
1 stop18h 10m
Deal found 9/8![Multiple Airlines logo]()
$660
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:30 pm -
1 stop14h 10m
Thu 11/58:00 am -
1 stop16h 20m
Deal found 9/8![Multiple Airlines logo]()
$661
This Mytrip deal was found by Cheapflights users on 9/7. 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.
Wed 10/287:30 pm -
1 stop16h 15m
Tue 11/108:05 pm -
2 stops28h 15m
Deal found 9/7![Multiple Airlines logo]()
$662
This Air Serbia deal was found by Cheapflights users on 9/9. 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 Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:30 pm -
1 stop20h 20m
Thu 2/48:30 pm -
1 stop25h 15m
Deal found 9/9![Air Serbia logo]()
$664
This Mytrip deal was found by Cheapflights users on 9/5. 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.
Wed 11/116:30 pm -
3 stops31h 50m
Thu 11/191:30 pm -
3 stops34h 50m
Deal found 9/5![Multiple Airlines logo]()
$666
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/278:10 pm -
1 stop20h 25m
Sat 12/55:45 pm -
1 stop28h 45m
Deal found 9/8![TAP AIR PORTUGAL logo]()
$672
This Kissandfly.com deal was found by Cheapflights users on 9/8. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2512:45 pm -
1 stop14h 20m
Tue 11/106:50 pm -
1 stop22h 10m
Deal found 9/8![Turkish Airlines logo]()
$676
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/257:30 pm -
1 stop14h 10m
Tue 11/108:15 am -
1 stop16h 05m
Deal found 9/6![Multiple Airlines logo]()
$678
Best flights from O'Hare Intl to MilanDiscover carefully curated flight deals from O'Hare Intl to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
Discover carefully curated flight deals from O'Hare Intl to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 10, 2026.
This Scandinavian Airlines deal was found by Cheapflights users on 9/9. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/67:15 pm -
2 stops33h 35m
Fri 2/1211:20 am -
1 stop12h 25m
Deal found 9/9![Scandinavian Airlines logo]()
$775
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/15:40 pm -
1 stop35h 00m
Sun 11/812:25 pm -
2 stops35h 55m
Deal found 9/5![Multiple Airlines logo]()
$777
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/293:45 pm -
1 stop11h 20m
Thu 12/310:30 am -
1 stop33h 10m
Deal found 9/6![United Airlines logo]()
$785
This Austrian Airlines deal was found by Cheapflights users on 9/7. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/231:30 pm -
2 stops19h 55m
Tue 12/88:40 pm -
1 stop24h 20m
Deal found 9/7![Austrian Airlines logo]()
$820
This Turkish Airlines deal was found by Cheapflights users on 9/8. 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 Turkish Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/308:10 pm -
1 stop20h 40m
Wed 11/46:55 am -
1 stop19h 25m
Deal found 9/8![Turkish Airlines logo]()
$907
This Delta deal was found by Cheapflights users on 9/6. 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.
Tue 12/1511:39 am -
2 stops16h 36m
Sun 1/106:30 am -
1 stop14h 55m
Deal found 9/6![Delta logo]()
$914
This Lufthansa deal was found by Cheapflights users on 9/8. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/64:05 pm -
1 stop10h 55m
Wed 10/141:40 pm -
1 stop11h 35m
Deal found 9/8![Lufthansa logo]()
$955
This United deal was found by Cheapflights users on 9/9. 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 United is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:00 pm -
1 stop11h 20m
Tue 11/106:25 am -
1 stop13h 45m
Deal found 9/9![Multiple Airlines logo]()
$782
This Scandinavian Airlines deal was found by Cheapflights users on 9/6. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/157:15 pm -
2 stops33h 50m
Thu 11/1912:55 pm -
2 stops34h 50m
Deal found 9/6![Scandinavian Airlines logo]()
$783
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/155:50 pm -
1 stop11h 30m
Thu 11/196:25 am -
1 stop11h 40m
Deal found 9/6![United Airlines logo]()
$791
This Austrian Airlines deal was found by Cheapflights users on 9/9. 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 Austrian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/612:55 pm -
2 stops20h 30m
Fri 2/127:20 am -
1 stop13h 40m
Deal found 9/9![Austrian Airlines logo]()
$835
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Sun 11/15:40 pm -
1 stop35h 00m
Mon 11/304:30 pm -
2 stops54h 00m
Deal found 9/7![Multiple Airlines logo]()
$787
This Scandinavian Airlines deal was found by Cheapflights users on 9/9. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/298:15 pm -
1 stop17h 00m
Sat 1/168:35 pm -
2 stops27h 10m
Deal found 9/9![Scandinavian Airlines logo]()
$789
This United Airlines deal was found by Cheapflights users on 9/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/2512:55 pm -
2 stops16h 25m
Mon 2/156:25 am -
1 stop11h 40m
Deal found 9/5![United Airlines logo]()
$796
This Delta deal was found by Cheapflights users on 9/6. 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.
Tue 10/65:29 pm -
2 stops13h 26m
Tue 10/136:40 am -
1 stop14h 35m
Deal found 9/6![Delta logo]()
$944
This Mytrip deal was found by Cheapflights users on 9/5. 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.
Wed 12/27:00 pm -
2 stops19h 30m
Sat 12/1210:40 pm -
2 stops23h 50m
Deal found 9/5![Multiple Airlines logo]()
$797
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:20 pm -
2 stops29h 45m
Fri 11/279:15 am -
2 stops21h 46m
Deal found 9/8![United Airlines logo]()
$797
This Scandinavian Airlines deal was found by Cheapflights users on 9/5. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/107:15 pm -
1 stop16h 55m
Wed 10/218:00 pm -
2 stops32h 31m
Deal found 9/5![Scandinavian Airlines logo]()
$837
This Delta deal was found by Cheapflights users on 9/6. 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.
Tue 10/63:05 pm -
2 stops15h 50m
Fri 10/2311:00 am -
2 stops17h 31m
Deal found 9/6![Delta logo]()
$953
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Sun 10/259:05 pm -
1 stop30h 50m
Tue 11/106:00 am -
2 stops19h 20m
Deal found 9/7![Multiple Airlines logo]()
$815
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/95:10 pm -
1 stop20h 25m
Tue 10/138:35 am -
1 stop18h 15m
Deal found 9/8![Multiple Airlines logo]()
$830
This Scandinavian Airlines deal was found by Cheapflights users on 9/8. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:15 pm -
2 stops17h 35m
Mon 10/53:55 pm -
2 stops36h 36m
Deal found 9/8![Scandinavian Airlines logo]()
$925
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:35 pm -
Nonstop8h 45m
Fri 10/233:20 pm -
Nonstop9h 45m
Deal found 9/6![United Airlines logo]()
$927
This Mytrip deal was found by Cheapflights users on 9/9. 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 10/197:25 pm -
2 stops19h 25m
Mon 10/266:40 am -
3 stops20h 15m
Deal found 9/9![Multiple Airlines logo]()
$833
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/219:35 pm -
Nonstop8h 45m
Thu 10/293:15 pm -
Nonstop10h 00m
Deal found 9/7![United Airlines logo]()
$942
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 1/176:50 pm -
2 stops15h 50m
Thu 1/216:45 am -
1 stop15h 10m
Deal found 9/6![Multiple Airlines logo]()
$852
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/113:40 pm -
1 stop11h 40m
Sat 10/243:20 pm -
Nonstop9h 45m
Deal found 9/6![United Airlines logo]()
$990
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/297:30 pm -
2 stops13h 45m
Wed 1/1310:35 am -
1 stop15h 40m
Deal found 9/9![Multiple Airlines logo]()
$868
This United Airlines deal was found by Cheapflights users on 9/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/189:35 pm -
Nonstop8h 45m
Sun 10/253:15 pm -
Nonstop10h 00m
Deal found 9/7![United Airlines logo]()
$1,012
This Kiwi.com deal was found by Cheapflights users on 9/6. 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.
Sat 1/165:40 pm -
1 stop14h 05m
Thu 1/216:45 am -
1 stop15h 10m
Deal found 9/6![Multiple Airlines logo]()
$891
Last-minute flights from O'Hare Intl to MilanDiscover last-minute flight deals from O'Hare Intl to Milan. Data last updated September 10, 2026 and is based on user searches.
Discover last-minute flight deals from O'Hare Intl to Milan. Data last updated September 10, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 9/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:25 pm -
2 stops20h 10m
Mon 10/125:55 pm -
2 stops31h 20m
Deal found 9/6![Multiple Airlines logo]()
$698
This Air Serbia deal was found by Cheapflights users on 9/7. 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 Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/74:40 pm -
1 stop20h 25m
Tue 10/139:20 am -
1 stop36h 10m
Deal found 9/7![Air Serbia logo]()
$688
This FlightHub deal was found by Cheapflights users on 9/5. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/188:10 pm -
1 stop14h 35m
Wed 10/286:55 am -
1 stop34h 05m
Deal found 9/5![Turkish Airlines logo]()
$696
This Mytrip deal was found by Cheapflights users on 9/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/197:25 pm -
2 stops19h 25m
Thu 10/299:55 pm -
2 stops26h 25m
Deal found 9/8![Multiple Airlines logo]()
$605
This Justfly.com deal was found by Cheapflights users on 9/9. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/203:45 pm -
1 stop11h 55m
Tue 11/311:45 am -
1 stop13h 35m
Deal found 9/9![Aer Lingus logo]()
$692
This Mytrip deal was found by Cheapflights users on 9/5. 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.
Fri 10/236:00 pm -
2 stops19h 20m
Thu 10/297:25 pm -
2 stops27h 05m
Deal found 9/5![Multiple Airlines logo]()
$645
This Kissandfly.com deal was found by Cheapflights users on 9/8. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/2512:45 pm -
1 stop14h 20m
Tue 11/106:50 pm -
1 stop22h 10m
Deal found 9/8![Turkish Airlines logo]()
$676
This Kiwi.com deal was found by Cheapflights users on 9/6. 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 10/257:30 pm -
1 stop14h 10m
Tue 11/108:15 am -
1 stop16h 05m
Deal found 9/6![Multiple Airlines logo]()
$678
This Kiwi.com deal was found by Cheapflights users on 9/7. 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.
Sun 10/257:30 pm -
1 stop14h 10m
Mon 11/96:10 am -
1 stop18h 10m
Deal found 9/7![Multiple Airlines logo]()
$682
This Mytrip deal was found by Cheapflights users on 9/7. 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.
Wed 10/287:30 pm -
1 stop16h 15m
Tue 11/108:05 pm -
2 stops28h 15m
Deal found 9/7![Multiple Airlines logo]()
$662
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/297:30 pm -
1 stop14h 10m
Thu 11/58:00 am -
1 stop16h 20m
Deal found 9/8![Multiple Airlines logo]()
$661
This Air Serbia deal was found by Cheapflights users on 9/9. 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 Serbia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/315:30 pm -
1 stop20h 20m
Thu 2/48:30 pm -
1 stop25h 15m
Deal found 9/9![Air Serbia logo]()
$664
One-way flights from O'Hare Intl to MilanSearch for one-way flight options from O'Hare Intl to Milan. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
Search for one-way flight options from O'Hare Intl to Milan. Find affordable one-way fares based on user searches. Data last updated September 10, 2026.
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/257:30 pm -
2 stops31h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/277:30 pm -
2 stops17h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$301
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/307:30 pm -
2 stops17h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$310
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:25 pm -
2 stops20h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/117:25 pm -
2 stops21h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$311
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/267:30 pm -
2 stops21h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:30 pm -
2 stops13h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/267:30 pm -
2 stops34h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 10/287:30 pm -
2 stops21h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:30 pm -
2 stops16h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 11/116:30 pm -
2 stops19h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/9![Multiple Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/296:30 pm -
2 stops23h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$320
Find flight deals from O'Hare Intl to Milan
Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Milan (MIL). 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 September 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $605 (Mytrip) |
One-way from | $300 (Kiwi.com) |
Popular in | June |
Cheapest in | January |
Average price | $875 |
Good round-trip deal | $786 or less |
Good one-way deal | $830 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from O'Hare Intl to Milan 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 7,457,451 searches. Data last updated September 10, 2026.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Milan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoBergamo
ORD Chicago O'Hare Intl - BGY Bergamo Orio Al Serio
ORDBGY
Chicago O'Hare Intl
Wed 10/28
7:30 pm-9:30 pm
2 stops20h 00m
Bergamo Orio Al Serio
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$300
ChicagoBergamo
ORD Chicago O'Hare Intl - BGY Bergamo Orio Al Serio
ORDBGY
Chicago O'Hare Intl
Sun 10/25
7:30 pm-9:05 am
2 stops31h 35m
Bergamo Orio Al Serio
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$300
ChicagoBergamo
ORD Chicago O'Hare Intl - BGY Bergamo Orio Al Serio
ORDBGY
Chicago O'Hare Intl
Sat 11/7
6:30 pm-3:30 pm
3 stops38h 00m
Bergamo Orio Al Serio
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$322
ChicagoMilan
ORD Chicago O'Hare Intl - LIN Milan Linate
ORDLIN
Chicago O'Hare Intl
Tue 1/5
6:30 pm-10:35 pm
2 stops21h 05m
Milan Linate
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$334
ChicagoBergamo
ORD Chicago O'Hare Intl - BGY Bergamo Orio Al Serio
ORDBGY
Chicago O'Hare Intl
Tue 12/8
6:15 am-1:15 am
3 stops60h 00m
Bergamo Orio Al Serio
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$337
ChicagoBergamo
ORD Chicago O'Hare Intl - BGY Bergamo Orio Al Serio
ORDBGY
Chicago O'Hare Intl
Tue 11/10
6:30 pm-8:55 pm
3 stops19h 25m
Bergamo Orio Al Serio
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$337
ChicagoBergamo
ORD Chicago O'Hare Intl - BGY Bergamo Orio Al Serio
ORDBGY
Chicago O'Hare Intl
Wed 12/9
6:15 am-6:25 pm
3 stops53h 10m
Bergamo Orio Al Serio
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$344
ChicagoMilan
ORD Chicago O'Hare Intl - MXP Milan Malpensa
ORDMXP
Chicago O'Hare Intl
Sat 10/31
5:30 pm-7:50 pm
1 stop20h 20m
Milan Malpensa
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$351
ChicagoBergamo
ORD Chicago O'Hare Intl - BGY Bergamo Orio Al Serio
ORDBGY
Chicago O'Hare Intl
Sat 12/12
6:30 pm-11:59 pm
3 stops22h 29m
Bergamo Orio Al Serio
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$353
ChicagoBergamo
ORD Chicago O'Hare Intl - BGY Bergamo Orio Al Serio
ORDBGY
Chicago O'Hare Intl
Tue 12/15
6:30 pm-5:10 pm
2 stops15h 40m
Bergamo Orio Al Serio
Wed 12/31
12:00 am-5:00 pm
Nonstop0h 00m
$393
Showing 1-10 of 60 resultsSorted by cheapest first
Compare providers for flights from O'Hare Intl to Milan
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from O'Hare Intl to Milan in September.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago O'Hare Intl Airport-Milan flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago O'Hare Intl Airport-Milan flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago O'Hare Intl Airport-Milan flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago O'Hare Intl Airport-Milan flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago O'Hare Intl Airport-Milan flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from O'Hare Intl to Milan
Have a flexible travel schedule? Discover the best time to fly to Milan from O'Hare Intl with our price prediction graph.
ORD-MIL
ORD-BGY
ORD-MXP
ORD-LIN
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 O'Hare Intl Airport to Milan
ORD-MIL
ORD-BGY
ORD-MXP
ORD-LIN
What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Milan?
Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Milan (average of $556). Flying from Chicago O'Hare Intl Airport to Milan in June is currently the most expensive (average of $1,345). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from ORD to MIL?
Find hourly flight availability from O'Hare Intl to Milan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 10, 2026.
Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago O'Hare Intl Airport to Milan as you normally would.
Weekly flight availability from Chicago O'Hare Intl Airport to Milan
Explore weekly flight availability from O'Hare Intl to Milan. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 10, 2026.
The most flights from ORD to MIL are scheduled on a Wednesday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).
How much does it cost to fly round-trip from Chicago O'Hare Intl Airport to Milan?
Airfare is below average for this route at the moment.
Chicago O'Hare Intl Airport to Milan flights typically cost between $727 and $1,326 in October.The cheapest round-trip price found within the last 5 days was $605 on Multiple Airlines (Oct 19-Oct 29).
What’s the top layover airport for flights from Chicago O'Hare Intl Airport to Milan?
Share of 1-stop round-trip flights from Chicago O'Hare Intl Airport to Milan chosen by Cheapflights users in the past 12 months, using the same layover each way.
Copenhagen (CPH) – chosen by Cheapflights users on 67% of 1-stop itineraries from Chicago O'Hare Intl Airport to Milan on Cheapflights.
What’s the cheapest layover airport for flights from Chicago O'Hare Intl Airport to Milan?
Average round-trip fare for 1-stop flights from Chicago O'Hare Intl Airport to Milan, chosen by Cheapflights users in the past 12 months, with the same layover each way.
Warsaw (WAW) is the most affordable 1-stop option, with an average round-trip price of $732.
What’s the fastest layover option from Chicago O'Hare Intl Airport to Milan?
Shortest average travel time for 1-stop one-way flights from Chicago O'Hare Intl Airport to Milan, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Copenhagen (CPH) have the shortest average one-way travel time for 1-stop routes: 12h 50m.
Which airport typically offers the quickest layover for flights from Chicago O'Hare Intl Airport to Milan?
Average layover duration for 1-stop one-way flights from Chicago O'Hare Intl Airport to Milan, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Copenhagen (CPH) offer the fastest connection on this route, with an average layover time of 2h 20m.
How far ahead should I book a flight from Chicago O'Hare Intl Airport to Milan?
To ensure you get the cheapest price possible for a flight from Chicago O'Hare Intl Airport to Milan, you should look to book at least 10 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
The best insider tips for Chicago O'Hare Intl Airport to Milan flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago O'Hare Intl Airport to Milan trip
Our travel experts
Reviews of airlines servicing Milan
Get insights into the airlines that provide service to Milan. 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 Milan. Reviews last updated September 10, 2026.
See what other customers who have flown with Scandinavian Airlines,United Airlines, andAer Lingus from Chicago O'Hare Intl Airport to Milan have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.8
Entertainment
6.8
Overall
7.4
Comfort
7.4
Crew
8.1
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Food
6.8
Entertainment
6.8
Overall
7.4
Comfort
7.4
Crew
8.1
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Food
6.8
Entertainment
6.8
Overall
7.4
Comfort
7.4
Crew
8.1
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Food
6.8
Entertainment
6.8
Overall
7.4
Comfort
7.4
Crew
8.1
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Food
6.8
Entertainment
6.8
Overall
7.4
Comfort
7.4
Crew
8.1
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Food
6.8
Entertainment
6.8
Overall
7.4
Comfort
7.4
Crew
8.1
Boarding
7.7
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
BOS - CPH
Related info for your journey
Find useful and relevant information for your journey from O'Hare Intl to Milan. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Top 5 airlines flying from O'Hare Intl to Milan
Discover the top 5 airlines that operate flights from O'Hare Intl to Milan. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated September 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$401 | Average$653 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$444 | Average$643 | FlexibilityNo cancel fee | On-time77% | |
| Cheapest$627 | Average$828 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$780 | Average$1,239 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$823 | Average$1,227 | FlexibilityNo cancel fee | On-time76% |