$313+ Cheap flights from Chicago (CHI) to Portimão, Portugal
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 9/28. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FAO
Sep 21 — Sep 281
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Portimão with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Cheapest flights from Chicago to PortimãoExplore the most affordable flight options available from Chicago to Portimão. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
Explore the most affordable flight options available from Chicago to Portimão. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/57:25 pm -
2 stops17h 45m
Mon 10/127:50 am -
1 stop17h 25m
Deal found 8/21![Multiple Airlines logo]()
$534
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/217:25 pm -
2 stops18h 20m
Tue 9/298:00 am -
1 stop36h 00m
Deal found 8/20![Multiple Airlines logo]()
$589
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/217:25 pm -
2 stops18h 20m
Wed 9/309:05 am -
1 stop16h 10m
Deal found 8/20![Multiple Airlines logo]()
$595
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/153:50 pm -
2 stops44h 55m
Tue 9/228:05 pm -
1 stop29h 10m
Deal found 8/21![Multiple Airlines logo]()
$639
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/203:45 pm -
1 stop18h 30m
Tue 9/298:00 am -
1 stop36h 00m
Deal found 8/20![Multiple Airlines logo]()
$650
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/203:45 pm -
1 stop18h 30m
Wed 9/309:05 am -
1 stop16h 10m
Deal found 8/20![Multiple Airlines logo]()
$655
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/239:00 pm -
1 stop17h 20m
Tue 9/298:00 am -
1 stop36h 00m
Deal found 8/20![Multiple Airlines logo]()
$658
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/239:00 pm -
1 stop17h 20m
Wed 9/309:05 am -
1 stop16h 10m
Deal found 8/20![Multiple Airlines logo]()
$663
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 10/113:45 pm -
1 stop16h 30m
Sat 10/2410:20 pm -
2 stops46h 40m
Deal found 8/21![Multiple Airlines logo]()
$668
This KLM deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:01 pm -
2 stops16h 24m
Tue 10/68:35 pm -
2 stops25h 44m
Deal found 8/18![KLM logo]()
$1,029
This KLM deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/241:22 pm -
2 stops14h 08m
Mon 11/302:40 pm -
2 stops31h 34m
Deal found 8/17![KLM logo]()
$1,170
This KLM deal was found by Cheapflights users on 8/20. 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 9/207:01 pm -
2 stops32h 09m
Thu 10/18:30 am -
2 stops20h 14m
Deal found 8/20![KLM logo]()
$1,693
Best flights from Chicago to PortimãoDiscover carefully curated flight deals from Chicago to Portimão that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
Discover carefully curated flight deals from Chicago to Portimão that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 22, 2026.
This Justfly.com deal was found by Cheapflights users on 8/21. 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.
Mon 9/214:05 pm -
1 stop16h 25m
Mon 9/289:10 am -
1 stop33h 25m
Deal found 8/21![Multiple Airlines logo]()
$979
This Booking.com deal was found by Cheapflights users on 8/22. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/126:05 pm -
1 stop23h 45m
Sun 9/206:05 am -
1 stop15h 55m
Deal found 8/22![TAP AIR PORTUGAL logo]()
$1,018
This KLM deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:01 pm -
2 stops16h 24m
Tue 10/68:35 pm -
2 stops25h 44m
Deal found 8/18![KLM logo]()
$1,029
This Cheapflightsfares deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/212:20 pm -
1 stop22h 00m
Mon 9/281:05 pm -
2 stops29h 30m
Deal found 8/17![SWISS logo]()
$1,031
This British Airways deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/277:05 pm -
1 stop33h 15m
Sat 10/38:00 pm -
1 stop28h 15m
Deal found 8/18![British Airways logo]()
$1,076
This United Airlines deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/37:47 pm -
2 stops33h 33m
Sat 10/103:35 pm -
2 stops38h 08m
Deal found 8/19![United Airlines logo]()
$1,267
This Kiwi.com deal was found by Cheapflights users on 8/22. 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 9/1210:25 pm -
2 stops40h 50m
Mon 9/217:50 am -
1 stop36h 10m
Deal found 8/22![Multiple Airlines logo]()
$985
This Delta deal was found by Cheapflights users on 8/20. 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 9/187:01 pm -
2 stops41h 04m
Wed 9/308:50 am -
2 stops54h 17m
Deal found 8/20![Delta logo]()
$2,057
This FlightHub deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:00 pm -
1 stop17h 20m
Sat 10/36:10 pm -
1 stop27h 50m
Deal found 8/17![TAP AIR PORTUGAL logo]()
$1,100
This Turkish Airlines deal was found by Cheapflights users on 8/20. 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.
Sat 10/2411:25 am -
2 stops31h 25m
Wed 10/284:30 pm -
2 stops31h 50m
Deal found 8/20![Multiple Airlines logo]()
$1,111
This Mytrip deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/212:00 pm -
3 stops16h 25m
Fri 10/96:20 pm -
2 stops25h 40m
Deal found 8/19![Multiple Airlines logo]()
$1,211
This KLM deal was found by Cheapflights users on 8/20. 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 9/207:01 pm -
2 stops32h 09m
Tue 9/2910:00 am -
2 stops18h 44m
Deal found 8/20![KLM logo]()
$1,694
This KLM deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:01 pm -
2 stops16h 24m
Wed 9/308:50 am -
2 stops19h 54m
Deal found 8/20![KLM logo]()
$1,694
This KLM deal was found by Cheapflights users on 8/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:01 pm -
2 stops16h 24m
Tue 9/2910:00 am -
2 stops18h 44m
Deal found 8/20![KLM logo]()
$1,694
This KLM deal was found by Cheapflights users on 8/20. 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 9/207:01 pm -
2 stops32h 09m
Wed 9/308:50 am -
2 stops19h 54m
Deal found 8/20![KLM logo]()
$1,694
This Mytrip deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/283:15 pm -
1 stop14h 25m
Sun 9/136:05 am -
3 stops34h 55m
Deal found 8/19![Multiple Airlines logo]()
$1,752
This KLM deal was found by Cheapflights users on 8/22. 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 10/66:44 pm -
2 stops18h 46m
Tue 10/138:35 pm -
2 stops25h 39m
Deal found 8/22![KLM logo]()
$1,695
This KLM deal was found by Cheapflights users on 8/21. 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 10/116:44 pm -
2 stops32h 26m
Sat 10/249:55 pm -
2 stops24h 52m
Deal found 8/21![KLM logo]()
$1,754
This KLM deal was found by Cheapflights users on 8/20. 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 9/194:30 pm -
2 stops19h 35m
Tue 9/2910:00 am -
2 stops18h 44m
Deal found 8/20![KLM logo]()
$1,798
This KLM deal was found by Cheapflights users on 8/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/57:01 pm -
2 stops16h 24m
Mon 10/129:45 pm -
2 stops24h 29m
Deal found 8/21![KLM logo]()
$2,093
Last-minute flights from Chicago to PortimãoDiscover last-minute flight deals from Chicago to Portimão. Data last updated August 22, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Portimão. Data last updated August 22, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/21. 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 9/153:50 pm -
2 stops44h 55m
Tue 9/228:05 pm -
1 stop29h 10m
Deal found 8/21![Multiple Airlines logo]()
$639
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/157:25 pm -
2 stops20h 55m
Mon 9/217:50 am -
1 stop36h 10m
Deal found 8/20![Multiple Airlines logo]()
$679
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/203:45 pm -
1 stop18h 30m
Tue 9/298:00 am -
1 stop36h 00m
Deal found 8/20![Multiple Airlines logo]()
$650
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/203:45 pm -
1 stop18h 30m
Wed 9/309:05 am -
1 stop16h 10m
Deal found 8/20![Multiple Airlines logo]()
$655
This KLM deal was found by Cheapflights users on 8/20. 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 9/207:01 pm -
2 stops32h 09m
Thu 10/18:30 am -
2 stops20h 14m
Deal found 8/20![KLM logo]()
$1,693
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/217:25 pm -
2 stops18h 20m
Tue 9/298:00 am -
1 stop36h 00m
Deal found 8/20![Multiple Airlines logo]()
$589
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/217:25 pm -
2 stops18h 20m
Wed 9/309:05 am -
1 stop16h 10m
Deal found 8/20![Multiple Airlines logo]()
$595
This KLM deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:01 pm -
2 stops16h 24m
Tue 10/68:35 pm -
2 stops25h 44m
Deal found 8/18![KLM logo]()
$1,029
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/223:45 pm -
1 stop12h 50m
Tue 9/298:00 am -
1 stop36h 00m
Deal found 8/20![Multiple Airlines logo]()
$703
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/223:45 pm -
1 stop12h 50m
Wed 9/309:05 am -
1 stop16h 10m
Deal found 8/20![Multiple Airlines logo]()
$708
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/239:00 pm -
1 stop17h 20m
Tue 9/298:00 am -
1 stop36h 00m
Deal found 8/20![Multiple Airlines logo]()
$658
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 9/239:00 pm -
1 stop17h 20m
Wed 9/309:05 am -
1 stop16h 10m
Deal found 8/20![Multiple Airlines logo]()
$663
One-way flights from Chicago to PortimãoSearch for one-way flight options from Chicago to Portimão. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
Search for one-way flight options from Chicago to Portimão. Find affordable one-way fares based on user searches. Data last updated August 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2811:15 am -
2 stops25h 30m
Deal found 8/18![Multiple Airlines logo]()
$313
This Kiwi.com deal was found by Cheapflights users on 8/20. 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 10/209:00 am -
2 stops32h 00m
Deal found 8/20![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/3010:25 pm -
3 stops40h 00m
Deal found 8/18![Multiple Airlines logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:25 pm -
3 stops45h 05m
Deal found 8/18![Multiple Airlines logo]()
$367
This Kiwi.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/137:44 pm -
3 stops41h 01m
Deal found 8/19![Multiple Airlines logo]()
$418
This Mytrip deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/147:25 pm -
2 stops22h 05m
Deal found 8/17![Multiple Airlines logo]()
$420
This Flightnetwork deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/283:35 pm -
1 stop17h 30m
Deal found 8/18![Lufthansa logo]()
$451
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/2112:54 pm -
3 stops51h 41m
Deal found 8/18![Multiple Airlines logo]()
$454
This KLM deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:01 pm -
2 stops16h 24m
Deal found 8/18![KLM logo]()
$472
This Trip.com deal was found by Cheapflights users on 8/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/136:44 pm -
2 stops18h 46m
Deal found 8/19![KLM logo]()
$496
This Trip.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/145:10 pm -
2 stops18h 15m
Deal found 8/17![KLM logo]()
$498
This Kiwi.com deal was found by Cheapflights users on 8/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2811:50 am -
3 stops46h 30m
Deal found 8/18![Multiple Airlines logo]()
$572
Find flight deals from Chicago to Portimão
Keep the following information in mind while searching for Chicago to Portimão flight deals. Data was last updated August 22, 2026.
Round-trip from | $534 (Kiwi.com) |
|---|---|
One-way from | $313 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Portimão 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 August 22, 2026.
Use the filters below to find and compare flights from Chicago to Portimão that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoFaro
ORD Chicago O'Hare Intl - FAO Faro
ORDFAO
Chicago O'Hare Intl
Mon 9/21
4:05 pm-2:30 pm
1 stop16h 25m
Faro
Mon 9/28
9:10 am-12:35 pm
1 stop33h 25m
$979
ChicagoFaro
ORD Chicago O'Hare Intl - FAO Faro
ORDFAO
Chicago O'Hare Intl
Sat 9/12
10:25 pm-9:15 pm
2 stops40h 50m
Faro
Mon 9/21
7:50 am-2:00 pm
1 stop36h 10m
$985
ChicagoFaro
ORD Chicago O'Hare Intl - FAO Faro
ORDFAO
Chicago O'Hare Intl
Sat 9/12
6:05 pm-11:50 pm
1 stop23h 45m
Faro
Sun 9/20
6:05 am-4:00 pm
1 stop15h 55m
$1,018
ChicagoFaro
MDW Chicago Midway - FAO Faro
MDWFAO
Chicago Midway
Mon 9/21
7:01 pm-5:25 pm
2 stops16h 24m
Faro
Tue 10/6
8:35 pm-4:19 pm
2 stops25h 44m
$1,029
ChicagoFaro
ORD Chicago O'Hare Intl - FAO Faro
ORDFAO
Chicago O'Hare Intl
Mon 9/21
2:20 pm-6:20 pm
1 stop22h 00m
Faro
Mon 9/28
1:05 pm-12:35 pm
2 stops29h 30m
$1,031
ChicagoFaro
ORD Chicago O'Hare Intl - FAO Faro
ORDFAO
Chicago O'Hare Intl
Sun 9/27
7:05 pm-10:20 am
1 stop33h 15m
Faro
Sat 10/3
8:00 pm-6:15 pm
1 stop28h 15m
$1,076
ChicagoFaro
ORD Chicago O'Hare Intl - FAO Faro
ORDFAO
Chicago O'Hare Intl
Sun 9/27
6:00 pm-5:20 pm
1 stop17h 20m
Faro
Sat 10/3
6:10 pm-4:00 pm
1 stop27h 50m
$1,100
ChicagoFaro
ORD Chicago O'Hare Intl - FAO Faro
ORDFAO
Chicago O'Hare Intl
Sat 10/24
11:25 am-12:50 am
2 stops31h 25m
Faro
Wed 10/28
4:30 pm-7:20 pm
2 stops31h 50m
$1,111
ChicagoFaro
ORD Chicago O'Hare Intl - FAO Faro
ORDFAO
Chicago O'Hare Intl
Mon 9/21
2:00 pm-12:25 pm
3 stops16h 25m
Faro
Fri 10/9
6:20 pm-2:00 pm
2 stops25h 40m
$1,211
ChicagoFaro
ORD Chicago O'Hare Intl - FAO Faro
ORDFAO
Chicago O'Hare Intl
Sat 10/3
7:47 pm-11:20 am
2 stops33h 33m
Faro
Sat 10/10
3:35 pm-11:43 pm
2 stops38h 08m
$1,267
Showing 1-10 of 34 resultsSorted by cheapest first
Best time to book a flight from Chicago to Portimão
Have a flexible travel schedule? Discover the best time to fly to Portimão from Chicago with our price prediction graph.
ORD-FAO
MDW-FAO
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 to Portimão
CHI-P0T
ORD-FAO
MDW-FAO
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Portimão
Get insights into the airlines that provide service to Portimão. 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 Portimão. Reviews last updated August 22, 2026.
Read reviews from past customers who have flown United Airlines,Aer Lingus, andTAP AIR PORTUGAL from Chicago to Portimão. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Crew
8.1
Entertainment
7.1
Boarding
7.7
Comfort
7.3
Food
6.7
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Entertainment
7.1
Boarding
7.7
Comfort
7.3
Food
6.7
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Entertainment
7.1
Boarding
7.7
Comfort
7.3
Food
6.7
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Crew
8.1
Entertainment
7.1
Boarding
7.7
Comfort
7.3
Food
6.7
Overall
7.4
Reviews
1 / 20
2.0
MediocreDawn,Aug 2026
ORD - DEN
Related info for your journey
Find useful and relevant information for your journey from Chicago to Portimão. 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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Chicago and Portimão flights
Browse other Chicago and Portimão flight options. Last updated on August 22, 2026.
Other flights from Chicago
Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on August 22, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Chicago to Portimão
Discover the top 2 airlines that operate flights from Chicago to Portimão. 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 August 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$510 | Average$647 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$721 | Average$961 | FlexibilityNo cancel fee | On-timeN/A |