$281+ Cheap flights from Portland (PDX) to Milan (MIL)
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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
PDX — MIL
Jun 13 — Jun 201
Round-trip
1 adult, Economy
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Find cheap flights from Portland to Milan with Cheapflights
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Cheapest flights from Portland to MilanExplore the most affordable flight options available from Portland to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.
Explore the most affordable flight options available from Portland to Milan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.
This Expedia deal was found by Cheapflights users on 5/11. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:30 pm
PDX
- MXP
1 stop20h 50m
Condor
Thu 8/276:55 am
MXP
- PDX
1 stop15h 40m
Condor
Deal found 5/11![Condor logo]()
$621
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/13:30 pm
PDX
- MXP
1 stop20h 50m
Condor
Mon 6/86:55 am
MXP
- PDX
1 stop15h 15m
Condor
Deal found 5/9![Condor logo]()
$645
This Expedia deal was found by Cheapflights users on 5/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/73:30 pm
PDX
- MXP
1 stop20h 50m
Condor
Thu 9/176:55 am
MXP
- PDX
1 stop15h 40m
Condor
Deal found 5/9![Condor logo]()
$660
This oojo deal was found by Cheapflights users on 5/11. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/173:30 pm
PDX
- MXP
1 stop20h 50m
Condor
Thu 8/206:55 am
MXP
- PDX
1 stop15h 40m
Condor
Deal found 5/11![Condor logo]()
$664
This oojo deal was found by Cheapflights users on 5/13. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/213:35 pm
PDX
- MXP
1 stop15h 15m
Condor
Wed 5/2711:50 am
MXP
- PDX
1 stop34h 45m
Condor
Deal found 5/13![Condor logo]()
$685
This BusinessClass deal was found by Cheapflights users on 5/11. 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 BusinessClass is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:30 pm
PDX
- MXP
1 stop20h 50m
Condor
Wed 9/94:50 pm
MXP
- PDX
1 stop29h 45m
Condor
Deal found 5/11![Condor logo]()
$689
This Gotogate deal was found by Cheapflights users on 5/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/283:35 pm
PDX
- MXP
1 stop15h 15m
Condor
Thu 6/116:55 am
MXP
- PDX
1 stop15h 40m
Condor
Deal found 5/13![Condor logo]()
$701
This Trip.com deal was found by Cheapflights users on 5/13. 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.
Sat 6/63:10 pm
PDX
- MXP
1 stop15h 40m
Condor
Thu 6/116:55 am
MXP
- PDX
1 stop15h 40m
Condor
Deal found 5/13![Condor logo]()
$709
This Cheapflightsfares deal was found by Cheapflights users on 5/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1810:50 am
PDX
- LIN
2 stops17h 10m
Lufthansa
Tue 8/2510:35 am
LIN
- PDX
2 stops17h 36m
Lufthansa
Deal found 5/12![Lufthansa logo]()
$743
This Delta deal was found by Cheapflights users on 5/13. 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.
Tue 8/1811:17 am
PDX
- LIN
2 stops15h 03m
Delta
Tue 8/256:40 am
LIN
- PDX
1 stop13h 30m
Delta
Deal found 5/13![Delta logo]()
$750
This FlightHub deal was found by Cheapflights users on 5/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/172:27 pm
PDX
- LIN
2 stops18h 03m
Lufthansa
Wed 8/266:50 am
LIN
- PDX
2 stops21h 21m
Lufthansa
Deal found 5/12![Lufthansa logo]()
$752
This KLM deal was found by Cheapflights users on 5/11. 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.
Tue 10/203:50 pm
PDX
- LIN
2 stops15h 05m
KLM
Tue 11/104:50 pm
LIN
- PDX
1 stop27h 30m
KLM
Deal found 5/11![KLM logo]()
$755
Best flights from Portland to MilanDiscover carefully curated flight deals from Portland to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
Discover carefully curated flight deals from Portland to Milan that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 14, 2026.
This United Airlines deal was found by Cheapflights users on 5/13. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1610:10 am
PDX
- MXP
2 stops15h 25m
United Airlines
Fri 8/213:20 pm
MXP
- PDX
1 stop17h 20m
United Airlines
Deal found 5/13![United Airlines logo]()
$763
This Delta deal was found by Cheapflights users on 5/11. 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 11/211:10 am
PDX
- LIN
2 stops17h 45m
Delta
Wed 11/116:30 am
LIN
- PDX
1 stop13h 55m
Delta
Deal found 5/11![Delta logo]()
$780
This KLM deal was found by Cheapflights users on 5/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/131:05 pm
PDX
- LIN
1 stop17h 50m
KLM
Tue 10/206:40 am
LIN
- PDX
1 stop13h 30m
KLM
Deal found 5/10![KLM logo]()
$780
This SWISS deal was found by Cheapflights users on 5/13. 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 SWISS is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/91:14 pm
PDX
- MXP
2 stops20h 21m
SWISS
Tue 9/2210:40 am
MXP
- PDX
2 stops17h 26m
SWISS
Deal found 5/13![SWISS logo]()
$812
This British Airways deal was found by Cheapflights users on 5/10. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:30 pm
PDX
- LIN
1 stop29h 40m
British Airways
Wed 10/711:10 am
LIN
- PDX
1 stop15h 30m
British Airways
Deal found 5/10![British Airways logo]()
$836
This Mytrip deal was found by Cheapflights users on 5/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1710:10 am
PDX
- BGY
3 stops25h 45m
Multiple Airlines
Mon 8/2412:15 pm
BGY
- PDX
2 stops32h 30m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$1,054
This United Airlines deal was found by Cheapflights users on 5/9. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1510:50 pm
PDX
- MXP
1 stop23h 40m
United Airlines
Thu 9/2412:20 pm
MXP
- PDX
2 stops21h 39m
United Airlines
Deal found 5/9![United Airlines logo]()
$801
This Delta deal was found by Cheapflights users on 5/12. 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.
Wed 9/97:00 am
PDX
- LIN
2 stops18h 05m
Delta
Wed 9/236:40 am
LIN
- PDX
1 stop13h 30m
Delta
Deal found 5/12![Delta logo]()
$815
This KLM deal was found by Cheapflights users on 5/9. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1610:05 pm
PDX
- MXP
1 stop23h 40m
KLM
Tue 11/31:05 pm
MXP
- PDX
1 stop18h 21m
KLM
Deal found 5/9![KLM logo]()
$827
This British Airways deal was found by Cheapflights users on 5/12. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:30 pm
PDX
- MXP
1 stop14h 05m
British Airways
Thu 9/248:55 am
MXP
- PDX
1 stop17h 45m
British Airways
Deal found 5/12![British Airways logo]()
$864
This United Airlines deal was found by Cheapflights users on 5/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/165:30 am
PDX
- MXP
2 stops19h 50m
United Airlines
Tue 11/31:05 pm
MXP
- PDX
2 stops41h 16m
United Airlines
Deal found 5/11![United Airlines logo]()
$811
This Delta deal was found by Cheapflights users on 5/11. 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 8/187:00 am
PDX
- MXP
1 stop14h 45m
Delta
Tue 8/2511:40 am
MXP
- PDX
1 stop19h 00m
Delta
Deal found 5/11![Delta logo]()
$828
This KLM deal was found by Cheapflights users on 5/11. 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.
Fri 10/163:50 pm
PDX
- LIN
2 stops15h 05m
KLM
Tue 11/310:55 am
LIN
- PDX
1 stop33h 25m
KLM
Deal found 5/11![KLM logo]()
$835
This British Airways deal was found by Cheapflights users on 5/10. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/67:30 pm
PDX
- MXP
1 stop19h 05m
British Airways
Mon 10/57:30 pm
MXP
- PDX
1 stop31h 10m
British Airways
Deal found 5/10![British Airways logo]()
$864
This United Airlines deal was found by Cheapflights users on 5/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/511:18 pm
PDX
- MXP
1 stop23h 12m
United Airlines
Thu 10/89:00 am
MXP
- PDX
2 stops17h 38m
United Airlines
Deal found 5/10![United Airlines logo]()
$811
This British Airways deal was found by Cheapflights users on 5/10. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/77:30 pm
PDX
- LIN
1 stop14h 25m
British Airways
Wed 10/711:10 am
LIN
- PDX
1 stop15h 30m
British Airways
Deal found 5/10![British Airways logo]()
$866
This KLM deal was found by Cheapflights users on 5/11. 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.
Sun 10/47:00 am
PDX
- MXP
1 stop20h 05m
KLM
Sun 10/119:00 am
MXP
- PDX
1 stop21h 27m
KLM
Deal found 5/11![KLM logo]()
$867
This Delta deal was found by Cheapflights users on 5/12. 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 9/73:50 pm
PDX
- LIN
2 stops18h 55m
Delta
Mon 9/216:40 am
LIN
- PDX
1 stop13h 30m
Delta
Deal found 5/12![Delta logo]()
$870
This Mytrip deal was found by Cheapflights users on 5/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/103:30 pm
PDX
- BGY
3 stops22h 50m
Multiple Airlines
Tue 8/258:15 pm
BGY
- PDX
3 stops30h 40m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$1,079
This United Airlines deal was found by Cheapflights users on 5/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/228:20 am
PDX
- LIN
2 stops19h 00m
United Airlines
Tue 10/66:50 am
LIN
- PDX
2 stops17h 01m
United Airlines
Deal found 5/12![United Airlines logo]()
$813
This Delta deal was found by Cheapflights users on 5/11. 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.
Thu 8/279:29 am
PDX
- LIN
2 stops17h 31m
Delta
Tue 9/86:40 am
LIN
- PDX
1 stop13h 30m
Delta
Deal found 5/11![Delta logo]()
$875
This British Airways deal was found by Cheapflights users on 5/11. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:30 pm
PDX
- LIN
1 stop17h 05m
British Airways
Fri 9/47:25 am
LIN
- PDX
2 stops19h 26m
British Airways
Deal found 5/11![British Airways logo]()
$877
This United Airlines deal was found by Cheapflights users on 5/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/87:00 am
PDX
- LIN
2 stops20h 20m
United Airlines
Tue 10/66:50 am
LIN
- PDX
2 stops21h 16m
United Airlines
Deal found 5/10![United Airlines logo]()
$813
This KLM deal was found by Cheapflights users on 5/9. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:50 pm
PDX
- LIN
2 stops15h 05m
KLM
Sat 10/314:50 pm
LIN
- PDX
1 stop27h 30m
KLM
Deal found 5/9![KLM logo]()
$895
This Mytrip deal was found by Cheapflights users on 5/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/88:30 am
PDX
- BGY
3 stops31h 15m
Multiple Airlines
Thu 11/1910:50 pm
BGY
- PDX
2 stops27h 10m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$1,098
This Mytrip deal was found by Cheapflights users on 5/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/142:30 pm
PDX
- BGY
2 stops18h 10m
Multiple Airlines
Tue 7/286:05 am
BGY
- PDX
3 stops40h 45m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$1,098
This United Airlines deal was found by Cheapflights users on 5/9. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/88:20 am
PDX
- MXP
2 stops17h 15m
United Airlines
Tue 9/223:20 pm
MXP
- PDX
1 stop16h 49m
United Airlines
Deal found 5/9![United Airlines logo]()
$828
This Mytrip deal was found by Cheapflights users on 5/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/173:30 pm
PDX
- BGY
3 stops24h 05m
Multiple Airlines
Sat 10/3110:55 pm
BGY
- PDX
2 stops27h 05m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$1,113
This United Airlines deal was found by Cheapflights users on 5/9. 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 Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:54 am
PDX
- MXP
2 stops18h 26m
United Airlines
Sat 10/33:20 pm
MXP
- PDX
1 stop15h 58m
United Airlines
Deal found 5/9![United Airlines logo]()
$871
This Mytrip deal was found by Cheapflights users on 5/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/122:30 pm
PDX
- BGY
3 stops34h 55m
Multiple Airlines
Fri 6/1910:25 am
BGY
- PDX
3 stops36h 25m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$1,126
Last-minute flights from Portland to MilanDiscover last-minute flight deals from Portland to Milan. Data last updated May 14, 2026 and is based on user searches.
Discover last-minute flight deals from Portland to Milan. Data last updated May 14, 2026 and is based on user searches.
This oojo deal was found by Cheapflights users on 5/13. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/213:35 pm
PDX
- MXP
1 stop15h 15m
Condor
Wed 5/2711:50 am
MXP
- PDX
1 stop34h 45m
Condor
Deal found 5/13![Condor logo]()
$685
This Cheapflightsfares deal was found by Cheapflights users on 5/13. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2110:10 am
PDX
- LIN
2 stops22h 20m
Lufthansa
Wed 5/279:50 am
LIN
- PDX
2 stops16h 54m
Lufthansa
Deal found 5/13![Lufthansa logo]()
$1,041
This KLM deal was found by Cheapflights users on 5/13. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/211:05 pm
PDX
- LIN
1 stop13h 55m
KLM
Wed 5/276:40 am
LIN
- PDX
1 stop13h 30m
KLM
Deal found 5/13![KLM logo]()
$1,042
This Gotogate deal was found by Cheapflights users on 5/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/283:35 pm
PDX
- MXP
1 stop15h 15m
Condor
Thu 6/116:55 am
MXP
- PDX
1 stop15h 40m
Condor
Deal found 5/13![Condor logo]()
$701
This Condor deal was found by Cheapflights users on 5/13. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/283:35 pm
PDX
- MXP
1 stop20h 45m
Multiple Airlines
Thu 6/116:55 am
MXP
- PDX
2 stops22h 38m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$870
This Mytrip deal was found by Cheapflights users on 5/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/283:30 pm
PDX
- LIN
2 stops22h 05m
Multiple Airlines
Thu 6/119:00 am
LIN
- PDX
3 stops33h 30m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$946
This Cheapflightsfares deal was found by Cheapflights users on 5/9. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/13:30 pm
PDX
- MXP
1 stop20h 50m
Condor
Mon 6/86:55 am
MXP
- PDX
1 stop15h 15m
Condor
Deal found 5/9![Condor logo]()
$645
This Condor deal was found by Cheapflights users on 5/9. 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 Condor is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/110:30 am
PDX
- MXP
2 stops25h 50m
Multiple Airlines
Mon 6/86:55 am
MXP
- PDX
1 stop15h 15m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$860
This Mytrip deal was found by Cheapflights users on 5/9. 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 6/13:30 pm
PDX
- LIN
1 stop20h 50m
Multiple Airlines
Mon 6/87:00 am
LIN
- PDX
1 stop15h 10m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$997
This oojo deal was found by Cheapflights users on 5/13. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:30 pm
PDX
- MXP
1 stop21h 25m
Icelandair
Tue 8/1810:55 pm
MXP
- PDX
1 stop28h 00m
Icelandair
Deal found 5/13![Icelandair logo]()
$899
This Trip.com deal was found by Cheapflights users on 5/13. 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.
Sat 6/63:10 pm
PDX
- MXP
1 stop15h 40m
Condor
Thu 6/116:55 am
MXP
- PDX
1 stop15h 40m
Condor
Deal found 5/13![Condor logo]()
$709
This Cheapflightsfares deal was found by Cheapflights users on 5/11. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/153:30 pm
PDX
- LIN
2 stops17h 15m
Lufthansa
Fri 6/266:20 am
LIN
- PDX
2 stops21h 51m
Lufthansa
Deal found 5/11![Lufthansa logo]()
$1,029
One-way flights from Portland to MilanSearch for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
Search for one-way flight options from Portland to Milan. Find affordable one-way fares based on user searches. Data last updated May 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 8/203:30 pm
PDX
- MXP
3 stops46h 05m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$281
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/247:05 pm
PDX
- BGY
2 stops52h 00m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 5/13. 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.
Fri 8/2110:35 pm
PDX
- BGY
2 stops48h 30m
Multiple Airlines
Deal found 5/13![Multiple Airlines logo]()
$299
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 8/203:30 pm
PDX
- BGY
3 stops46h 15m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 8/211:33 pm
PDX
- MXP
3 stops24h 02m
Multiple Airlines
Deal found 5/14![Multiple Airlines logo]()
$305
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/253:30 pm
PDX
- BGY
2 stops32h 25m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$314
This Kiwi.com deal was found by Cheapflights users on 5/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/253:30 pm
PDX
- MXP
3 stops22h 50m
Multiple Airlines
Deal found 5/10![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/196:00 am
PDX
- BGY
2 stops41h 35m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/196:00 am
PDX
- MXP
3 stops43h 10m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$323
This lol.travel deal was found by Cheapflights users on 5/13. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/177:45 pm
PDX
- MXP
3 stops29h 35m
Air Canada
Deal found 5/13![Air Canada logo]()
$329
This Kiwi.com deal was found by Cheapflights users on 5/9. 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 7/177:05 pm
PDX
- LIN
2 stops42h 30m
Multiple Airlines
Deal found 5/9![Multiple Airlines logo]()
$340
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 8/196:00 am
PDX
- LIN
2 stops31h 35m
Multiple Airlines
Deal found 5/11![Multiple Airlines logo]()
$344
Find flight deals from Portland to Milan
Discover tips and strategies to find the most affordable flight options for your journey from Portland (PDX) 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 May 14, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $621 (Expedia) |
One-way from | $281 (Kiwi.com) |
Popular in | June |
Cheapest in | February |
Average price | $995 |
Cheapflights Fare Finder
Customize your flight search to find flights from Portland 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 2,558,603 searches. Data last updated May 14, 2026.
Use the filters below to find and compare flights from Portland to Milan that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
PortlandMilan
PDX - MXP
PDXMXP
Portland
Sun 8/16
10:10 am-10:35 am
2 stops15h 25m
Milan Malpensa
Fri 8/21
3:20 pm-11:40 pm
1 stop17h 20m
$763
PortlandMilan
PDX - LIN
PDXLIN
Portland
Mon 11/2
11:10 am-1:55 pm
2 stops17h 45m
Milan Linate
Wed 11/11
6:30 am-11:25 am
1 stop13h 55m
$780
PortlandMilan
PDX - LIN
PDXLIN
Portland
Tue 10/13
1:05 pm-3:55 pm
1 stop17h 50m
Milan Linate
Tue 10/20
6:40 am-11:10 am
1 stop13h 30m
$780
PortlandMilan
PDX - MXP
PDXMXP
Portland
Tue 9/15
10:50 pm-7:30 am
1 stop23h 40m
Milan Malpensa
Thu 9/24
12:20 pm-12:59 am
2 stops21h 39m
$801
PortlandMilan
PDX - MXP
PDXMXP
Portland
Fri 10/16
5:30 am-10:20 am
2 stops19h 50m
Milan Malpensa
Tue 11/3
1:05 pm-9:21 pm
2 stops41h 16m
$811
PortlandMilan
PDX - MXP
PDXMXP
Portland
Sat 9/5
11:18 pm-7:30 am
1 stop23h 12m
Milan Malpensa
Thu 10/8
9:00 am-5:38 pm
2 stops17h 38m
$811
PortlandMilan
PDX - MXP
PDXMXP
Portland
Wed 9/9
1:14 pm-6:35 pm
2 stops20h 21m
Milan Malpensa
Tue 9/22
10:40 am-7:06 pm
2 stops17h 26m
$812
PortlandMilan
PDX - LIN
PDXLIN
Portland
Tue 9/22
8:20 am-12:20 pm
2 stops19h 00m
Milan Linate
Tue 10/6
6:50 am-2:51 pm
2 stops17h 01m
$813
PortlandMilan
PDX - LIN
PDXLIN
Portland
Tue 9/8
7:00 am-12:20 pm
2 stops20h 20m
Milan Linate
Tue 10/6
6:50 am-7:06 pm
2 stops21h 16m
$813
PortlandMilan
PDX - LIN
PDXLIN
Portland
Wed 9/9
7:00 am-10:05 am
2 stops18h 05m
Milan Linate
Wed 9/23
6:40 am-11:10 am
1 stop13h 30m
$815
Showing 1-10 of 58 resultsSorted by cheapest first
Compare providers for flights from Portland 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 Portland to Milan in May.
| 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 Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Portland-Milan flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland-Milan flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland-Milan flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Portland-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 Portland-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 Portland to Milan
Have a flexible travel schedule? Discover the best time to fly to Milan from Portland with our price prediction graph.
PDX-MIL
PDX-MXP
PDX-LIN
PDX-BGY
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 Portland to Milan
PDX-MIL
PDX-MXP
PDX-LIN
PDX-BGY
How far ahead should I book a flight from Portland to Milan?
The best time to book flights from Portland to Milan is 63 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Portland to Milan?
Currently, February is the cheapest month in which you can book a flight from Portland to Milan (average of $446). Flying from Portland to Milan in June is currently the most expensive (average of $673). 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.
How much does it cost to fly round-trip from Portland to Milan?
What’s the top layover airport for flights from Portland to Milan?
Share of 1-stop round-trip flights from Portland to Milan chosen by Cheapflights users in the past 12 months, using the same layover each way.
Amsterdam (AMS) – chosen by Cheapflights users on 50% of 1-stop itineraries from Portland to Milan on Cheapflights.
What’s the cheapest layover airport for flights from Portland to Milan?
Average round-trip fare for 1-stop flights from Portland to Milan, chosen by Cheapflights users in the past 12 months, with the same layover each way.
New York (JFK) is the most affordable 1-stop option, with an average round-trip price of $755.
What’s the fastest layover option from Portland to Milan?
Shortest average travel time for 1-stop one-way flights from Portland to Milan, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.
Flights via Amsterdam (AMS) have the shortest average one-way travel time for 1-stop routes: 13h 55m.
Which airport typically offers the quickest layover for flights from Portland to Milan?
Average layover duration for 1-stop one-way flights from Portland to Milan, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.
Flights via Amsterdam (AMS) offer the fastest connection on this route, with an average layover time of 2h 15m.
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 May 14, 2026.
Read through reviews of airlines operating flights from Portland to Milan, such as Delta,KLM, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Entertainment
7.8
Crew
8.5
Food
7.2
Boarding
8.1
Overall
7.9
Comfort
7.8
Reviews
1 / 20
10.0
ExcellentAnonymous,May 2026
SEA - KOA
Related info for your journey
Find useful and relevant information for your journey from Portland to Milan. 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 Milan?
Book flights to Milan if you plan to visit one of these locationsMenaggio
Rho
Brescia
Porlezza
Assago
Stresa
Bellagio
Domodossola
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Other flights to Milan
Explore flights to Milan departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on May 14, 2026.
Portland and Milan flights
Browse other Portland and Milan flight options. Last updated on May 14, 2026.
Other flights from Portland
Browse through other flights departing from Portland. Flights are based on user searches made on Cheapflights and were last updated on May 14, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Portland to Milan
Discover the top 3 airlines that operate flights from Portland 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 2,558,603 searches. Data last updated May 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$468 | Average$794 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$572 | Average$1,082 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$572 | Average$728 | FlexibilityNo cancel fee | On-time76% |