$363+ Cheap flights from Chicago (CHI) to Canary Islands
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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LPA
Aug 13 — Aug 201
Round-trip
1 adult, Economy
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Find cheap flights from Chicago to Canary Islands with Cheapflights
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Cheapest flights from Chicago to Canary IslandsExplore the most affordable flight options available from Chicago to Canary Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 14, 2026.
Explore the most affordable flight options available from Chicago to Canary Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 14, 2026.
This Expedia deal was found by Cheapflights users on 7/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/76:00 pm
ORD
- LPA
1 stop12h 45m
TAP AIR PORTUGAL
Thu 10/151:35 pm
LPA
- ORD
1 stop32h 25m
TAP AIR PORTUGAL
Deal found 7/13![TAP AIR PORTUGAL logo]()
$628
This Trip.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/138:10 pm
ORD
- LPA
2 stops20h 40m
Multiple Airlines
Thu 11/1911:20 am
LPA
- ORD
2 stops34h 10m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$666
This FlightHub deal was found by Cheapflights users on 7/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/166:00 pm
ORD
- TFS
1 stop12h 15m
TAP AIR PORTUGAL
Thu 10/221:05 pm
TFS
- ORD
1 stop32h 55m
TAP AIR PORTUGAL
Deal found 7/11![TAP AIR PORTUGAL logo]()
$732
This Mytrip deal was found by Cheapflights users on 7/13. 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 10/86:00 pm
ORD
- LPA
2 stops23h 35m
Multiple Airlines
Tue 10/134:40 pm
LPA
- ORD
2 stops29h 20m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$738
This Gotogate deal was found by Cheapflights users on 7/13. 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.
Fri 8/146:00 pm
ORD
- TFS
1 stop12h 15m
TAP AIR PORTUGAL
Thu 8/271:05 pm
TFS
- ORD
1 stop32h 55m
TAP AIR PORTUGAL
Deal found 7/13![TAP AIR PORTUGAL logo]()
$741
This Mytrip deal was found by Cheapflights users on 7/13. 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.
Wed 10/77:25 pm
ORD
- LPA
3 stops35h 20m
Multiple Airlines
Thu 10/156:00 pm
LPA
- ORD
3 stops33h 25m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$769
This FlightHub deal was found by Cheapflights users on 7/11. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:40 pm
ORD
- TFS
1 stop13h 35m
TAP AIR PORTUGAL
Thu 9/31:05 pm
TFS
- ORD
1 stop32h 55m
TAP AIR PORTUGAL
Deal found 7/11![TAP AIR PORTUGAL logo]()
$772
This Mytrip deal was found by Cheapflights users on 7/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:25 pm
ORD
- LPA
3 stops35h 50m
Multiple Airlines
Mon 8/317:00 pm
LPA
- ORD
3 stops29h 15m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$776
This Mytrip deal was found by Cheapflights users on 7/13. 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 9/610:25 pm
ORD
- ACE
2 stops15h 05m
Multiple Airlines
Tue 9/225:00 pm
ACE
- ORD
3 stops34h 20m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$814
This Gotogate deal was found by Cheapflights users on 7/13. 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.
Tue 11/106:30 pm
ORD
- TFS
1 stop14h 55m
Icelandair
Wed 11/254:25 pm
TFS
- ORD
1 stop30h 55m
Icelandair
Deal found 7/13![Icelandair logo]()
$814
This Mytrip deal was found by Cheapflights users on 7/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/187:25 pm
ORD
- TFS
2 stops19h 15m
Multiple Airlines
Sun 9/271:05 pm
TFS
- ORD
3 stops35h 10m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$819
This Mytrip deal was found by Cheapflights users on 7/11. 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.
Tue 9/227:25 pm
ORD
- TFN
3 stops32h 30m
Multiple Airlines
Tue 9/298:15 pm
TFN
- ORD
3 stops31h 10m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$821
Best flights from Chicago to Canary IslandsDiscover carefully curated flight deals from Chicago to Canary Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 14, 2026.
Discover carefully curated flight deals from Chicago to Canary Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 14, 2026.
This Expedia deal was found by Cheapflights users on 7/11. 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.
Fri 8/146:00 pm
ORD
- TFS
1 stop12h 15m
TAP AIR PORTUGAL
Thu 8/271:05 pm
TFS
- ORD
1 stop32h 55m
TAP AIR PORTUGAL
Deal found 7/11![TAP AIR PORTUGAL logo]()
$776
This Mytrip deal was found by Cheapflights users on 7/13. 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 9/610:25 pm
ORD
- ACE
2 stops15h 05m
Multiple Airlines
Tue 9/225:00 pm
ACE
- ORD
3 stops34h 20m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$814
This Gotogate deal was found by Cheapflights users on 7/9. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/147:25 pm
ORD
- TFS
1 stop16h 00m
Icelandair
Thu 8/276:25 pm
TFS
- ORD
1 stop33h 00m
Icelandair
Deal found 7/9![Icelandair logo]()
$851
This KLM deal was found by Cheapflights users on 7/9. 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.
Wed 11/111:30 pm
ORD
- TFN
2 stops18h 05m
KLM
Mon 11/237:05 am
TFN
- ORD
2 stops22h 45m
KLM
Deal found 7/9![KLM logo]()
$886
This British Airways deal was found by Cheapflights users on 7/13. 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 British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:40 pm
ORD
- TFN
1 stop15h 55m
British Airways
Wed 11/256:50 am
TFN
- ORD
1 stop14h 05m
British Airways
Deal found 7/13![British Airways logo]()
$903
This Gotogate deal was found by Cheapflights users on 7/13. 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.
Sun 9/67:05 pm
ORD
- ACE
1 stop32h 35m
SWISS
Tue 9/2210:30 am
ACE
- ORD
1 stop32h 05m
SWISS
Deal found 7/13![SWISS logo]()
$940
This Iberia deal was found by Cheapflights users on 7/11. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:25 pm
ORD
- ACE
2 stops16h 05m
Iberia
Tue 9/16:15 pm
ACE
- ORD
1 stop26h 10m
Iberia
Deal found 7/11![Iberia logo]()
$1,067
This Delta deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:50 pm
ORD
- TFN
2 stops17h 50m
Delta
Thu 10/227:10 am
TFN
- ORD
2 stops20h 18m
Delta
Deal found 7/11![Delta logo]()
$1,106
This Mytrip deal was found by Cheapflights users on 7/13. 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.
Wed 10/77:25 pm
ORD
- LPA
2 stops18h 10m
Multiple Airlines
Thu 10/158:25 pm
LPA
- ORD
2 stops31h 00m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$857
This Booking.com deal was found by Cheapflights users on 7/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:25 pm
ORD
- TFS
1 stop13h 00m
Icelandair
Mon 8/316:25 pm
TFS
- ORD
1 stop33h 00m
Icelandair
Deal found 7/10![Icelandair logo]()
$898
This KLM deal was found by Cheapflights users on 7/13. 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.
Sun 9/610:30 am
ORD
- ACE
2 stops21h 40m
KLM
Tue 9/223:00 pm
ACE
- ORD
2 stops37h 32m
KLM
Deal found 7/13![KLM logo]()
$927
This Justfly.com deal was found by Cheapflights users on 7/11. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/75:40 pm
ORD
- ACE
1 stop34h 50m
British Airways
Thu 1/147:00 am
ACE
- ORD
2 stops18h 25m
British Airways
Deal found 7/11![British Airways logo]()
$944
This TAP AIR PORTUGAL deal was found by Cheapflights users on 7/13. 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 TAP AIR PORTUGAL is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:45 pm
ORD
- TFS
1 stop34h 30m
TAP AIR PORTUGAL
Thu 9/31:05 pm
TFS
- ORD
1 stop32h 55m
TAP AIR PORTUGAL
Deal found 7/13![TAP AIR PORTUGAL logo]()
$961
This Mytrip deal was found by Cheapflights users on 7/13. 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.
Wed 11/186:30 pm
ORD
- LPA
3 stops33h 05m
Multiple Airlines
Fri 11/272:00 pm
LPA
- ORD
3 stops34h 25m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$914
This SmartFares deal was found by Cheapflights users on 7/12. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:05 pm
ORD
- LPA
1 stop32h 40m
SWISS
Wed 9/25:40 pm
LPA
- ORD
1 stop28h 15m
SWISS
Deal found 7/12![SWISS logo]()
$1,018
This KLM deal was found by Cheapflights users on 7/14. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/3110:40 am
ORD
- TFN
2 stops21h 55m
KLM
Sat 11/77:05 am
TFN
- ORD
2 stops19h 55m
KLM
Deal found 7/14![KLM logo]()
$935
This Expedia deal was found by Cheapflights users on 7/9. 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.
Sun 8/234:55 pm
ORD
- TFN
1 stop21h 40m
Iberia
Sun 8/308:20 pm
TFN
- ORD
1 stop24h 05m
Iberia
Deal found 7/9![Iberia logo]()
$1,089
This Delta deal was found by Cheapflights users on 7/11. 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 10/157:30 am
ORD
- TFN
2 stops24h 10m
Delta
Wed 10/217:10 am
TFN
- ORD
2 stops20h 33m
Delta
Deal found 7/11![Delta logo]()
$1,106
This Gotogate deal was found by Cheapflights users on 7/12. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/267:05 pm
ORD
- FUE
1 stop15h 55m
SWISS
Wed 9/210:20 am
FUE
- ORD
1 stop32h 15m
SWISS
Deal found 7/12![SWISS logo]()
$1,030
This Justfly.com deal was found by Cheapflights users on 7/13. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/118:59 pm
ORD
- TFS
2 stops35h 21m
British Airways
Sat 10/176:35 pm
TFS
- ORD
1 stop27h 20m
British Airways
Deal found 7/13![British Airways logo]()
$1,031
This Mytrip deal was found by Cheapflights users on 7/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/269:50 am
ORD
- TFS
2 stops28h 05m
Multiple Airlines
Wed 9/24:30 pm
TFS
- ORD
3 stops34h 50m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$969
This KLM deal was found by Cheapflights users on 7/10. 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.
Mon 8/246:25 pm
ORD
- TFS
2 stops18h 30m
KLM
Mon 8/317:20 pm
TFS
- ORD
1 stop24h 55m
KLM
Deal found 7/10![KLM logo]()
$990
This British Airways deal was found by Cheapflights users on 7/10. 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.
Tue 8/254:55 pm
ORD
- FUE
1 stop15h 45m
British Airways
Tue 9/17:00 am
FUE
- ORD
1 stop13h 25m
British Airways
Deal found 7/10![British Airways logo]()
$1,033
This Iberia deal was found by Cheapflights users on 7/12. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:55 pm
ORD
- SPC
1 stop15h 15m
Iberia
Wed 9/26:40 pm
SPC
- ORD
1 stop25h 45m
Iberia
Deal found 7/12![Iberia logo]()
$1,140
This Gotogate deal was found by Cheapflights users on 7/9. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/217:05 pm
ORD
- LPA
1 stop32h 45m
SWISS
Fri 8/2810:30 am
LPA
- ORD
1 stop32h 05m
SWISS
Deal found 7/9![SWISS logo]()
$1,057
This British Airways deal was found by Cheapflights users on 7/10. 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 8/249:45 am
ORD
- ACE
2 stops18h 45m
Multiple Airlines
Mon 8/317:00 am
ACE
- ORD
1 stop13h 25m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$984
This KLM deal was found by Cheapflights users on 7/10. 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.
Mon 8/244:50 pm
ORD
- LPA
1 stop19h 00m
KLM
Mon 8/317:00 pm
LPA
- ORD
1 stop25h 15m
KLM
Deal found 7/10![KLM logo]()
$993
This Iberia deal was found by Cheapflights users on 7/10. 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 Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/295:40 pm
ORD
- FUE
1 stop13h 45m
Iberia
Thu 12/37:00 am
FUE
- ORD
1 stop13h 55m
Iberia
Deal found 7/10![Iberia logo]()
$1,162
This British Airways deal was found by Cheapflights users on 7/10. 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 8/2410:25 pm
ORD
- ACE
1 stop14h 00m
British Airways
Mon 8/317:00 am
ACE
- ORD
1 stop13h 25m
British Airways
Deal found 7/10![British Airways logo]()
$1,077
This United deal was found by Cheapflights users on 7/10. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/254:05 pm
ORD
- TFS
1 stop17h 55m
Multiple Airlines
Wed 9/3011:20 am
TFS
- ORD
1 stop30h 40m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$1,004
Last-minute flights from Chicago to Canary IslandsDiscover last-minute flight deals from Chicago to Canary Islands. Data last updated July 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chicago to Canary Islands. Data last updated July 14, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 7/11. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/144:55 pm
ORD
- TFN
1 stop16h 45m
Iberia
Thu 8/276:50 am
TFN
- ORD
1 stop13h 35m
Iberia
Deal found 7/11![Iberia logo]()
$934
This Mytrip deal was found by Cheapflights users on 7/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2410:25 pm
ORD
- LPA
3 stops35h 50m
Multiple Airlines
Mon 8/317:00 pm
LPA
- ORD
3 stops29h 15m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$776
This Mytrip deal was found by Cheapflights users on 7/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:25 pm
ORD
- ACE
3 stops35h 05m
Multiple Airlines
Mon 8/319:45 pm
ACE
- ORD
3 stops26h 30m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$896
This Mytrip deal was found by Cheapflights users on 7/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:25 pm
ORD
- TFN
3 stops32h 30m
Multiple Airlines
Mon 8/314:40 pm
TFN
- ORD
3 stops34h 45m
Multiple Airlines
Deal found 7/10![Multiple Airlines logo]()
$921
This Mytrip deal was found by Cheapflights users on 7/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/249:00 pm
ORD
- ACE
1 stop16h 25m
Aer Lingus
Mon 8/318:15 pm
ACE
- ORD
1 stop23h 45m
Aer Lingus
Deal found 7/10![Aer Lingus logo]()
$953
This Mytrip deal was found by Cheapflights users on 7/11. 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.
Tue 8/257:25 pm
ORD
- TFN
3 stops32h 30m
Multiple Airlines
Tue 9/16:40 pm
TFN
- ORD
3 stops32h 45m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$867
This Kiwi.com deal was found by Cheapflights users on 7/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:00 pm
ORD
- ACE
1 stop17h 20m
Multiple Airlines
Tue 9/110:40 am
ACE
- ORD
1 stop14h 35m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$924
This Mytrip deal was found by Cheapflights users on 7/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:40 pm
ORD
- FUE
3 stops34h 40m
Multiple Airlines
Wed 9/27:30 am
FUE
- ORD
3 stops35h 10m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$952
This Mytrip deal was found by Cheapflights users on 7/12. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/264:40 pm
ORD
- TFN
3 stops35h 15m
Multiple Airlines
Wed 9/27:10 am
TFN
- ORD
3 stops35h 30m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$955
This Mytrip deal was found by Cheapflights users on 7/13. 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 8/277:25 pm
ORD
- LPA
3 stops32h 00m
Multiple Airlines
Thu 9/37:05 pm
LPA
- ORD
3 stops32h 20m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$846
This Mytrip deal was found by Cheapflights users on 7/13. 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 8/277:45 pm
ORD
- ACE
3 stops33h 05m
Multiple Airlines
Thu 9/311:15 am
ACE
- ORD
3 stops34h 45m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$942
This Mytrip deal was found by Cheapflights users on 7/13. 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 8/277:25 pm
ORD
- TFN
3 stops21h 00m
Multiple Airlines
Thu 9/36:00 pm
TFN
- ORD
3 stops33h 20m
Multiple Airlines
Deal found 7/13![Multiple Airlines logo]()
$969
One-way flights from Chicago to Canary IslandsSearch for one-way flight options from Chicago to Canary Islands. Find affordable one-way fares based on user searches. Data last updated July 14, 2026.
Search for one-way flight options from Chicago to Canary Islands. Find affordable one-way fares based on user searches. Data last updated July 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:25 pm
ORD
- TFS
3 stops47h 50m
Multiple Airlines
Deal found 7/12![Multiple Airlines logo]()
$363
This Flightnetwork deal was found by Cheapflights users on 7/10. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/247:25 pm
ORD
- TFS
1 stop16h 00m
Icelandair
Deal found 7/10![Icelandair logo]()
$407
This Kiwi.com deal was found by Cheapflights users on 7/14. 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.
Sat 7/2510:25 pm
ORD
- TFS
2 stops44h 45m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$414
This KLM deal was found by Cheapflights users on 7/11. 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.
Mon 12/1411:10 am
ORD
- TFN
2 stops20h 25m
KLM
Deal found 7/11![KLM logo]()
$429
This oojo deal was found by Cheapflights users on 7/11. 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.
Fri 11/206:30 pm
ORD
- TFS
1 stop14h 55m
Icelandair
Deal found 7/11![Icelandair logo]()
$430
This Flightnetwork deal was found by Cheapflights users on 7/14. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2810:25 pm
ORD
- TFS
1 stop13h 00m
Icelandair
Deal found 7/14![Icelandair logo]()
$438
This United Airlines deal was found by Cheapflights users on 7/11. 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 11/207:45 pm
ORD
- TFS
2 stops56h 20m
United Airlines
Deal found 7/11![United Airlines logo]()
$466
This Finnair deal was found by Cheapflights users on 7/11. 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 Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/145:40 pm
ORD
- TFN
1 stop23h 05m
Multiple Airlines
Deal found 7/11![Multiple Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 7/14. 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.
Sat 7/2510:25 pm
ORD
- TFN
3 stops52h 50m
Multiple Airlines
Deal found 7/14![Multiple Airlines logo]()
$491
This KLM deal was found by Cheapflights users on 7/10. 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 8/2510:30 am
ORD
- ACE
2 stops21h 40m
KLM
Deal found 7/10![KLM logo]()
$512
This Air France deal was found by Cheapflights users on 7/10. 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 Air France is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:10 pm
MDW
- LPA
2 stops17h 50m
Air France
Deal found 7/10![Air France logo]()
$512
This British Airways deal was found by Cheapflights users on 7/11. 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.
Fri 11/205:40 pm
ORD
- TFN
1 stop15h 55m
British Airways
Deal found 7/11![British Airways logo]()
$529
Find flight deals from Chicago to Canary Islands
Keep the following information in mind while searching for Chicago to Canary Islands flight deals. Data was last updated July 14, 2026.
Round-trip from | $628 (Expedia) |
|---|---|
One-way from | $363 (Kiwi.com) |
Cheapflights Fare Finder
Customize your flight search to find flights from Chicago to Canary Islands 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 July 14, 2026.
Use the filters below to find and compare flights from Chicago to Canary Islands that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoGranadilla
ORD - TFS
ORDTFS
Chicago O'Hare Intl
Fri 8/14
6:00 pm-12:15 pm
1 stop12h 15m
Granadilla Tenerife-Sur
Thu 8/27
1:05 pm-4:00 pm
1 stop32h 55m
$776
ChicagoArrecife
ORD - ACE
ORDACE
Chicago O'Hare Intl
Sun 9/6
10:25 pm-7:30 pm
2 stops15h 05m
Arrecife Lanzarote
Tue 9/22
5:00 pm-9:20 pm
3 stops34h 20m
$814
ChicagoGranadilla
ORD - TFS
ORDTFS
Chicago O'Hare Intl
Fri 8/14
7:25 pm-5:25 pm
1 stop16h 00m
Granadilla Tenerife-Sur
Thu 8/27
6:25 pm-9:25 pm
1 stop33h 00m
$851
ChicagoLas Palmas de Gran Canaria
ORD - LPA
ORDLPA
Chicago O'Hare Intl
Wed 10/7
7:25 pm-7:35 pm
2 stops18h 10m
Las Palmas de Gran Canaria
Thu 10/15
8:25 pm-9:25 pm
2 stops31h 00m
$857
ChicagoSanta Cruz de Tenerife
ORD - TFN
ORDTFN
Chicago O'Hare Intl
Wed 11/11
1:30 pm-1:35 pm
2 stops18h 05m
Santa Cruz de Tenerife Tenerife-Norte
Mon 11/23
7:05 am-11:50 pm
2 stops22h 45m
$886
ChicagoGranadilla
ORD - TFS
ORDTFS
Chicago O'Hare Intl
Mon 8/24
10:25 pm-5:25 pm
1 stop13h 00m
Granadilla Tenerife-Sur
Mon 8/31
6:25 pm-9:25 pm
1 stop33h 00m
$898
ChicagoSanta Cruz de Tenerife
ORD - TFN
ORDTFN
Chicago O'Hare Intl
Tue 11/10
5:40 pm-3:35 pm
1 stop15h 55m
Santa Cruz de Tenerife Tenerife-Norte
Wed 11/25
6:50 am-2:55 pm
1 stop14h 05m
$903
ChicagoLas Palmas de Gran Canaria
ORD - LPA
ORDLPA
Chicago O'Hare Intl
Wed 11/18
6:30 pm-9:35 am
3 stops33h 05m
Las Palmas de Gran Canaria
Fri 11/27
2:00 pm-6:25 pm
3 stops34h 25m
$914
ChicagoArrecife
ORD - ACE
ORDACE
Chicago O'Hare Intl
Sun 9/6
10:30 am-2:10 pm
2 stops21h 40m
Arrecife Lanzarote
Tue 9/22
3:00 pm-10:32 pm
2 stops37h 32m
$927
ChicagoSanta Cruz de Tenerife
ORD - TFN
ORDTFN
Chicago O'Hare Intl
Sat 10/31
10:40 am-1:35 pm
2 stops21h 55m
Santa Cruz de Tenerife Tenerife-Norte
Sat 11/7
7:05 am-9:00 pm
2 stops19h 55m
$935
Showing 1-10 of 57 resultsSorted by cheapest first
Best time to book a flight from Chicago to Canary Islands
Have a flexible travel schedule? Discover the best time to fly to Canary Islands from Chicago with our price prediction graph.
ORD-LPA
ORD-TFN
ORD-ACE
ORD-FUE
ORD-TFS
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 Canary Islands
CHI-ESCN
ORD-LPA
ORD-TFN
ORD-ACE
ORD-FUE
No data available for this route at this time. Please check back soon.
Reviews of airlines servicing Canary Islands
Get insights into the airlines that provide service to Canary Islands. 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 Canary Islands. Reviews last updated July 14, 2026.
Read through reviews of airlines operating flights from Chicago to Canary Islands, such as Iberia. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.0
Entertainment
6.6
Crew
7.7
Boarding
7.1
Comfort
6.7
Food
6.3
Reviews
1 / 20
2.0
MediocreT,Jun 2026
JFK - MAD
Overall
7.0
Entertainment
6.6
Crew
7.7
Boarding
7.1
Comfort
6.7
Food
6.3
Reviews
1 / 20
2.0
MediocreT,Jun 2026
JFK - MAD
Related info for your journey
Find useful and relevant information for your journey from Chicago to Canary Islands. 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 Canary Islands
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Canary Islands by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Chicago to Canary Islands by cabin class
Find flights from Chicago to Canary Islands, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Chicago and Canary Islands flights
Browse other Chicago and Canary Islands flight options. Last updated on July 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from Chicago to Canary Islands
Discover the top 2 airlines that operate flights from Chicago to Canary Islands. 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 July 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$786 | Average$994 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$981 | Average$1,111 | FlexibilityNo cancel fee | On-time77% |