$356+ 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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — FAO
May 24 — May 311
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 April 24, 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 April 24, 2026.
This Rumbo deal was found by Cheapflights users on 4/20. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:05 pm
ORD
- FAO
1 stop10h 20m
TAP AIR PORTUGAL
Fri 5/86:05 am
FAO
- ORD
1 stop15h 55m
TAP AIR PORTUGAL
Deal found 4/20![TAP AIR PORTUGAL logo]()
$761
This Booking.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
Wed 4/293:45 pm
ORD
- FAO
1 stop12h 50m
Aer Lingus
Sun 5/311:45 am
FAO
- ORD
1 stop13h 30m
Aer Lingus
Deal found 4/23![Aer Lingus logo]()
$853
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 8/44:55 pm
ORD
- FAO
1 stop32h 55m
Multiple Airlines
Wed 11/46:35 am
FAO
- ORD
2 stops16h 45m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$865
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 9/149:00 pm
ORD
- FAO
2 stops16h 10m
Multiple Airlines
Mon 9/216:35 am
FAO
- ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$877
This Priceline deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:41 pm
ORD
- FAO
2 stops18h 24m
Multiple Airlines
Sun 5/37:10 pm
FAO
- ORD
1 stop25h 45m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$887
This Mytrip deal was found by Cheapflights users on 4/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/29:55 am
ORD
- FAO
2 stops31h 35m
Multiple Airlines
Sat 6/136:05 am
FAO
- ORD
3 stops37h 05m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$916
This Mytrip deal was found by Cheapflights users on 4/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/49:55 am
ORD
- FAO
2 stops29h 25m
Multiple Airlines
Thu 6/1112:50 pm
FAO
- ORD
2 stops33h 10m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$926
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Tue 6/1610:25 am
MDW
- FAO
2 stops27h 15m
Multiple Airlines
Mon 6/291:25 pm
FAO
- MDW
1 stop26h 15m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$976
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Thu 4/237:30 am
MDW
- FAO
2 stops25h 15m
Multiple Airlines
Wed 5/61:25 pm
FAO
- MDW
1 stop31h 10m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$1,001
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Mon 6/1510:25 am
MDW
- FAO
2 stops27h 00m
Multiple Airlines
Mon 6/291:25 pm
FAO
- MDW
1 stop26h 15m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$1,023
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Tue 6/1610:25 am
MDW
- FAO
2 stops27h 15m
Multiple Airlines
Wed 7/11:25 pm
FAO
- MDW
1 stop31h 10m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$1,041
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 6/1310:25 am
MDW
- FAO
2 stops26h 55m
Multiple Airlines
Mon 6/291:25 pm
FAO
- MDW
1 stop26h 15m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$1,069
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 April 24, 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 April 24, 2026.
This Mytrip deal was found by Cheapflights users on 4/19. 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.
Sun 9/202:20 pm
ORD
- FAO
2 stops26h 55m
Multiple Airlines
Sat 9/263:20 pm
FAO
- ORD
2 stops30h 40m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$935
This deal was found by Cheapflights users on 4/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:00 pm
ORD
- FAO
1 stop10h 25m
TAP AIR PORTUGAL
Wed 9/166:05 am
FAO
- ORD
1 stop15h 55m
TAP AIR PORTUGAL
Deal found 4/19![TAP AIR PORTUGAL logo]()
$996
This British Airways deal was found by Cheapflights users on 4/21. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/85:00 pm
ORD
- FAO
1 stop20h 05m
British Airways
Tue 7/143:40 pm
FAO
- ORD
1 stop32h 35m
British Airways
Deal found 4/21![British Airways logo]()
$1,006
This KLM deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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 9/214:50 pm
ORD
- FAO
1 stop33h 10m
KLM
Mon 9/289:45 pm
FAO
- ORD
2 stops24h 51m
KLM
Deal found 4/23![KLM logo]()
$1,051
This Justfly.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
Fri 5/89:00 pm
ORD
- FAO
1 stop16h 05m
Aer Lingus
Fri 5/153:30 pm
FAO
- ORD
2 stops34h 30m
Aer Lingus
Deal found 4/23![Aer Lingus logo]()
$1,174
This Delta deal was found by Cheapflights users on 4/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/3011:05 am
MDW
- FAO
2 stops24h 35m
Delta
Sun 8/96:40 pm
FAO
- MDW
2 stops29h 51m
Delta
Deal found 4/21![Delta logo]()
$1,680
This Mytrip deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 9/143:45 pm
ORD
- FAO
2 stops21h 25m
Multiple Airlines
Mon 9/216:10 pm
FAO
- ORD
3 stops31h 05m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$967
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Mon 6/1510:25 am
MDW
- FAO
2 stops27h 00m
Multiple Airlines
Mon 6/291:25 pm
FAO
- MDW
1 stop26h 15m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$1,023
This KAYAK deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/810:25 pm
ORD
- FAO
1 stop14h 40m
Multiple Airlines
Fri 5/1511:45 am
FAO
- ORD
1 stop13h 30m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$1,085
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Mon 6/1510:25 am
MDW
- FAO
2 stops27h 00m
Multiple Airlines
Wed 7/11:25 pm
FAO
- MDW
1 stop31h 10m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$1,088
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sun 6/1410:25 am
MDW
- FAO
1 stop19h 15m
Multiple Airlines
Mon 6/291:25 pm
FAO
- MDW
1 stop26h 15m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$1,107
This Delta deal was found by Cheapflights users on 4/22. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2911:05 am
MDW
- FAO
2 stops20h 55m
Delta
Sun 8/96:40 pm
FAO
- MDW
2 stops29h 51m
Delta
Deal found 4/22![Delta logo]()
$1,697
This KLM deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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 9/145:25 pm
MDW
- FAO
2 stops18h 00m
KLM
Mon 9/219:45 pm
FAO
- MDW
2 stops24h 42m
KLM
Deal found 4/24![KLM logo]()
$1,783
This Mytrip deal was found by Cheapflights users on 4/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/157:25 am
ORD
- FAO
2 stops21h 00m
Multiple Airlines
Wed 6/171:25 pm
FAO
- ORD
1 stop12h 00m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$1,117
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Tue 6/1610:25 am
MDW
- FAO
2 stops27h 15m
Multiple Airlines
Sat 6/271:25 pm
FAO
- MDW
1 stop26h 15m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$1,125
This KLM deal was found by Cheapflights users on 4/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/15:41 pm
MDW
- FAO
2 stops31h 34m
KLM
Wed 7/810:10 pm
FAO
- MDW
2 stops24h 05m
KLM
Deal found 4/19![KLM logo]()
$2,082
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sun 6/281:20 pm
ORD
- FAO
2 stops48h 50m
Multiple Airlines
Mon 7/66:35 am
FAO
- ORD
1 stop13h 50m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$1,229
This KLM deal was found by Cheapflights users on 4/20. 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 9/215:25 pm
MDW
- FAO
2 stops18h 00m
KLM
Mon 9/289:45 pm
FAO
- MDW
2 stops24h 42m
KLM
Deal found 4/20![KLM logo]()
$2,136
This Kiwi.com deal was found by Cheapflights users on 4/20. 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 6/94:55 pm
ORD
- FAO
1 stop24h 10m
Multiple Airlines
Sat 6/2010:50 pm
FAO
- ORD
1 stop21h 10m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$1,235
This Mytrip deal was found by Cheapflights users on 4/21. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/59:22 am
MDW
- FAO
2 stops20h 18m
Multiple Airlines
Fri 6/126:05 am
FAO
- MDW
3 stops33h 09m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$1,296
Last-minute flights from Chicago to PortimãoDiscover last-minute flight deals from Chicago to Portimão. Data last updated April 24, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Portimão. Data last updated April 24, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/20. 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.
Thu 4/237:30 am
MDW
- FAO
2 stops25h 15m
Multiple Airlines
Wed 5/61:25 pm
FAO
- MDW
1 stop31h 10m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$1,001
This Rumbo deal was found by Cheapflights users on 4/20. 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 Rumbo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/256:05 pm
ORD
- FAO
1 stop10h 20m
TAP AIR PORTUGAL
Fri 5/86:05 am
FAO
- ORD
1 stop15h 55m
TAP AIR PORTUGAL
Deal found 4/20![TAP AIR PORTUGAL logo]()
$761
This Mytrip deal was found by Cheapflights users on 4/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/258:40 am
ORD
- FAO
2 stops30h 35m
Multiple Airlines
Fri 5/88:00 pm
FAO
- ORD
2 stops26h 05m
Multiple Airlines
Deal found 4/20![Multiple Airlines logo]()
$965
This Booking.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” 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.
Wed 4/293:45 pm
ORD
- FAO
1 stop12h 50m
Aer Lingus
Sun 5/311:45 am
FAO
- ORD
1 stop13h 30m
Aer Lingus
Deal found 4/23![Aer Lingus logo]()
$853
This Priceline deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/296:41 pm
ORD
- FAO
2 stops18h 24m
Multiple Airlines
Sun 5/37:10 pm
FAO
- ORD
1 stop25h 45m
Multiple Airlines
Deal found 4/23![Multiple Airlines logo]()
$887
This Mytrip deal was found by Cheapflights users on 4/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/62:15 pm
ORD
- FAO
2 stops22h 40m
Multiple Airlines
Sat 5/91:25 pm
FAO
- ORD
1 stop12h 15m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$1,002
This American Airlines deal was found by Cheapflights users on 4/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/85:55 pm
ORD
- FAO
1 stop12h 35m
American Airlines
Fri 5/152:00 pm
FAO
- ORD
1 stop28h 25m
American Airlines
Deal found 4/20![American Airlines logo]()
$977
This Mytrip deal was found by Cheapflights users on 4/19. 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.
Sat 5/169:55 am
ORD
- FAO
3 stops29h 15m
Multiple Airlines
Sat 5/2312:25 pm
FAO
- ORD
2 stops33h 35m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$991
This KLM deal was found by Cheapflights users on 4/21. 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.
Fri 5/225:10 pm
MDW
- FAO
2 stops21h 55m
KLM
Fri 5/299:15 pm
FAO
- MDW
2 stops24h 57m
KLM
Deal found 4/21![KLM logo]()
$2,847
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 April 24, 2026.
Search for one-way flight options from Chicago to Portimão. Find affordable one-way fares based on user searches. Data last updated April 24, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sun 9/277:25 pm
ORD
- FAO
2 stops19h 50m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Sat 9/267:25 pm
ORD
- FAO
2 stops14h 30m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 7/2610:25 pm
ORD
- FAO
2 stops15h 40m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$364
This Kiwi.com deal was found by Cheapflights users on 4/19. 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.
Mon 9/287:25 pm
ORD
- FAO
2 stops14h 30m
Multiple Airlines
Deal found 4/19![Multiple Airlines logo]()
$366
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sun 8/99:00 pm
ORD
- FAO
2 stops20h 15m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 4/21. 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 5/2610:30 am
MDW
- FAO
3 stops31h 00m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$381
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Mon 9/710:25 pm
ORD
- FAO
2 stops19h 05m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$397
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Tue 9/81:50 pm
ORD
- FAO
3 stops37h 10m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$400
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Sun 9/69:00 pm
ORD
- FAO
2 stops41h 10m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$401
This Kiwi.com deal was found by Cheapflights users on 4/22. 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 5/2310:30 am
MDW
- FAO
3 stops51h 25m
Multiple Airlines
Deal found 4/22![Multiple Airlines logo]()
$460
This Trip.com deal was found by Cheapflights users on 4/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/123:20 pm
MDW
- FAO
1 stop14h 20m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$512
This Kiwi.com deal was found by Cheapflights users on 4/21. 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.
Fri 5/156:00 am
MDW
- FAO
3 stops48h 25m
Multiple Airlines
Deal found 4/21![Multiple Airlines logo]()
$530
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 April 24, 2026.
Round-trip from | $865 (Kiwi.com) |
|---|---|
One-way from | $356 (Kiwi.com) |
Popular in | July |
Cheapest in | October |
Average price | $870 |
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 2,558,603 searches. Data last updated April 24, 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 - FAO
ORDFAO
Chicago O'Hare Intl
Sun 9/20
2:20 pm-11:15 pm
2 stops26h 55m
Faro
Sat 9/26
3:20 pm-4:00 pm
2 stops30h 40m
$935
ChicagoFaro
ORD - FAO
ORDFAO
Chicago O'Hare Intl
Mon 9/14
3:45 pm-7:10 pm
2 stops21h 25m
Faro
Mon 9/21
6:10 pm-7:15 pm
3 stops31h 05m
$967
Quickest round-trip
ChicagoFaro
ORD - FAO
ORDFAO
Chicago O'Hare Intl
Wed 9/9
6:00 pm-10:25 am
1 stop10h 25m
Faro
Wed 9/16
6:05 am-4:00 pm
1 stop15h 55m
$996
ChicagoFaro
ORD - FAO
ORDFAO
Chicago O'Hare Intl
Wed 7/8
5:00 pm-7:05 pm
1 stop20h 05m
Faro
Tue 7/14
3:40 pm-6:15 pm
1 stop32h 35m
$1,006
ChicagoFaro
MDW - FAO
MDWFAO
Chicago Midway
Mon 6/15
10:25 am-7:25 pm
2 stops27h 00m
Faro
Mon 6/29
1:25 pm-9:40 am
1 stop26h 15m
$1,023
ChicagoFaro
ORD - FAO
ORDFAO
Chicago O'Hare Intl
Mon 9/21
4:50 pm-8:00 am
1 stop33h 10m
Faro
Mon 9/28
9:45 pm-4:36 pm
2 stops24h 51m
$1,051
ChicagoFaro
ORD - FAO
ORDFAO
Chicago O'Hare Intl
Fri 5/8
10:25 pm-7:05 pm
1 stop14h 40m
Faro
Fri 5/15
11:45 am-7:15 pm
1 stop13h 30m
$1,085
ChicagoFaro
MDW - FAO
MDWFAO
Chicago Midway
Mon 6/15
10:25 am-7:25 pm
2 stops27h 00m
Faro
Wed 7/1
1:25 pm-2:35 pm
1 stop31h 10m
$1,088
ChicagoFaro
MDW - FAO
MDWFAO
Chicago Midway
Sun 6/14
10:25 am-11:40 am
1 stop19h 15m
Faro
Mon 6/29
1:25 pm-9:40 am
1 stop26h 15m
$1,107
ChicagoFaro
ORD - FAO
ORDFAO
Chicago O'Hare Intl
Mon 6/15
7:25 am-10:25 am
2 stops21h 00m
Faro
Wed 6/17
1:25 pm-7:25 pm
1 stop12h 00m
$1,117
Showing 1-10 of 39 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
How much does it cost to fly round-trip from Chicago to Portimão?
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 April 24, 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.
Comfort
7.3
Food
6.6
Overall
7.4
Entertainment
7.1
Boarding
7.7
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Comfort
7.3
Food
6.6
Overall
7.4
Entertainment
7.1
Boarding
7.7
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Comfort
7.3
Food
6.6
Overall
7.4
Entertainment
7.1
Boarding
7.7
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Comfort
7.3
Food
6.6
Overall
7.4
Entertainment
7.1
Boarding
7.7
Crew
8.1
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
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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Alternative routes for Chicago to Portimão
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Complete your trip
Complete your trip to Portimão by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Chicago to Portimão, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Portimão flights
Browse other Chicago and Portimão flight options. Last updated on April 24, 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 April 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 3 airlines flying from Chicago to Portimão
Discover the top 3 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 2,558,603 searches. Data last updated April 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$486 | Average$690 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$721 | Average$982 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$733 | Average$828 | FlexibilityNo cancel fee | On-time69% |