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Canary Islands

$258+ 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 2/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — LPA
Nov 21 — Nov 281
Fri 11/21
Fri 11/28
1 adult, Economy
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Cheap 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 October 22, 2025.

Round-trip from

$471
(KAYAK)

One-way from

$258
(Kiwi.com)

Popular in

December

Cheapest in

February

Average price

$1,188
From Chicago (CHI) to Canary Islands
Search Deals
One-way flight from Chicago (CHI) to Canary Islands
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Highest demand for flights based on searches. 22% potential increase in price ($313 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($62 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Chicago to Canary Islands

Cheapest flights from Chicago to Canary Islands
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 October 22, 2025.

This Mytrip deal was found by Cheapflights users on 10/21. 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 12/56:30 pmORD - TFS
2 stops17h 30mMultiple Airlines
Fri 12/127:35 pmTFS - ORD
2 stops27h 45mMultiple Airlines
Deal found 10/21$529
This lol.travel deal was found by Cheapflights users on 10/21. 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 lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/236:00 pmORD - LPA
1 stop12h 45mTAP AIR PORTUGAL
Thu 11/62:15 pmLPA - ORD
1 stop31h 10mTAP AIR PORTUGAL
Deal found 10/21$537
This Scandinavian Airlines deal was found by Cheapflights users on 10/22. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/277:20 pmORD - TFS
2 stops37h 35mScandinavian Airlines
Sat 12/62:10 pmTFS - ORD
1 stop32h 35mScandinavian Airlines
Deal found 10/22$539
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Sat 12/67:05 amORD - TFN
3 stops32h 50mMultiple Airlines
Sat 12/139:20 amTFN - ORD
2 stops33h 50mMultiple Airlines
Deal found 10/22$579
This Mytrip deal was found by Cheapflights users on 10/21. 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.
Mon 11/103:35 pmORD - LPA
2 stops25h 45mMultiple Airlines
Tue 11/186:55 amLPA - ORD
2 stops19h 05mMultiple Airlines
Deal found 10/21$584
This Mytrip deal was found by Cheapflights users on 10/20. 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 11/179:50 pmORD - TFS
2 stops21h 25mMultiple Airlines
Mon 11/245:15 pmTFS - ORD
3 stops32h 15mMultiple Airlines
Deal found 10/20$598
This Flightnetwork deal was found by Cheapflights users on 10/22. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/16:30 pmORD - TFS
1 stop14h 55mIcelandair
Tue 12/164:25 pmTFS - ORD
1 stop30h 55mIcelandair
Deal found 10/22$602
This Mytrip deal was found by Cheapflights users on 10/20. 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.
Sun 11/97:05 amORD - LPA
3 stops29h 20mMultiple Airlines
Tue 11/187:30 pmLPA - ORD
2 stops25h 40mMultiple Airlines
Deal found 10/20$605
This Scandinavian Airlines deal was found by Cheapflights users on 10/22. 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 Scandinavian Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/47:20 pmORD - TFS
2 stops36h 00mScandinavian Airlines
Sat 12/132:10 pmTFS - ORD
1 stop32h 35mScandinavian Airlines
Deal found 10/22$612
This Mytrip deal was found by Cheapflights users on 10/22. 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.
Sat 12/66:30 pmORD - TFS
2 stops18h 15mMultiple Airlines
Sat 12/138:30 pmTFS - ORD
2 stops26h 50mMultiple Airlines
Deal found 10/22$619
This Mytrip deal was found by Cheapflights users on 10/20. 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 11/189:50 pmORD - TFN
2 stops18h 15mMultiple Airlines
Tue 12/27:00 pmTFN - ORD
2 stops27h 20mMultiple Airlines
Deal found 10/20$622
This Icelandair deal was found by Cheapflights users on 10/22. 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 Icelandair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:30 pmORD - TFS
1 stop14h 55mIcelandair
Wed 12/174:25 pmTFS - ORD
1 stop30h 55mIcelandair
Deal found 10/22$640

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 October 22, 2025.
Use the filters below to find and compare flights from Chicago to Canary Islands that are best for you.

Fly from

Chicago

Fly to

Canary Islands

Route

Depart

Return

Price

ChicagoSanta Cruz de Tenerife

ORD - TFN

ORDTFN

Chicago O'Hare Intl

Sat 12/6

7:05 am-9:55 pm

3 stops32h 50m

Santa Cruz de Tenerife Tenerife-Norte

Sat 12/13

9:20 am-1:10 pm

2 stops33h 50m

$579

ChicagoGranadilla

ORD - TFS

ORDTFS

Chicago O'Hare Intl

Mon 11/17

9:50 pm-1:15 am

2 stops21h 25m

Granadilla Tenerife-Sur

Mon 11/24

5:15 pm-7:30 pm

3 stops32h 15m

$598

ChicagoLas Palmas de Gran Canaria

ORD - LPA

ORDLPA

Chicago O'Hare Intl

Mon 11/10

7:05 am-11:20 pm

2 stops34h 15m

Las Palmas de Gran Canaria

Tue 11/18

6:00 pm-8:05 pm

3 stops32h 05m

$598

ChicagoLas Palmas de Gran Canaria

ORD - LPA

ORDLPA

Chicago O'Hare Intl

Sun 11/9

7:05 am-6:25 pm

3 stops29h 20m

Las Palmas de Gran Canaria

Tue 11/18

7:30 pm-3:10 pm

2 stops25h 40m

$605

ChicagoLas Palmas de Gran Canaria

ORD - LPA

ORDLPA

Chicago O'Hare Intl

Sun 2/8

4:45 pm-7:40 pm

2 stops20h 55m

Las Palmas de Gran Canaria

Wed 2/18

1:30 pm-2:30 pm

2 stops31h 00m

$608

ChicagoSanta Cruz de Tenerife

ORD - TFN

ORDTFN

Chicago O'Hare Intl

Tue 11/18

9:50 pm-10:05 pm

2 stops18h 15m

Santa Cruz de Tenerife Tenerife-Norte

Tue 12/2

7:00 pm-4:20 pm

2 stops27h 20m

$622

ChicagoGranadilla

ORD - TFS

ORDTFS

Chicago O'Hare Intl

Mon 12/8

6:30 pm-3:25 pm

1 stop14h 55m

Granadilla Tenerife-Sur

Wed 12/17

4:25 pm-5:20 pm

1 stop30h 55m

$640

ChicagoGranadilla

ORD - TFS

ORDTFS

Chicago O'Hare Intl

Wed 12/10

6:30 pm-3:25 pm

1 stop14h 55m

Granadilla Tenerife-Sur

Thu 12/18

4:25 pm-5:20 pm

1 stop30h 55m

$662

ChicagoGranadilla

ORD - TFS

ORDTFS

Chicago O'Hare Intl

Mon 11/24

6:30 pm-3:25 pm

1 stop14h 55m

Granadilla Tenerife-Sur

Tue 12/2

4:25 pm-5:20 pm

1 stop30h 55m

$662

ChicagoGranadilla

ORD - TFS

ORDTFS

Chicago O'Hare Intl

Fri 11/28

6:30 pm-2:55 pm

1 stop14h 25m

Granadilla Tenerife-Sur

Tue 12/9

4:25 pm-5:20 pm

1 stop30h 55m

$662

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 48 results
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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.
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

What is the cheapest month to book a flight from Chicago to Canary Islands?

Currently, February is the cheapest month in which you can book a flight from Chicago to Canary Islands (average of $555). Flying from Chicago to Canary Islands in July is currently the most expensive (average of $1,274). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to CN?

Find hourly flight availability from Chicago to Canary Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 22, 2025.

One of the essential ways to save on airfare from Chicago to Canary Islands is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 46% on airfare.

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 October 22, 2025.
Read through reviews of airlines operating flights from Chicago to Canary Islands, such as American Airlines and Iberia. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,028 reviews

Entertainment

6.9

Crew

8.0

Comfort

7.2

Food

6.4

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,028 reviews
American Airlines
7.2
Good
11,028 reviews

Entertainment

6.9

Crew

8.0

Comfort

7.2

Food

6.4

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
Iberia
7.0
Good
2,996 reviews
American Airlines
7.2
Good
11,028 reviews

Entertainment

6.9

Crew

8.0

Comfort

7.2

Food

6.4

Boarding

7.5

Overall

7.2

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

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.

  • How long is the flight from Chicago to Canary Islands?

    Airlines like Icelandair, KLM, and SWISS fly from Chicago to Canary Islands in about 14h 55m. The time it takes to get you to your destination can typically vary by up to 18h. There are 4030 mi between Chicago and Canary Islands. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Chicago to Canary Islands?

    The most popular route from Chicago to Canary Islands is Chicago O'Hare Intl - Santa Cruz de Tenerife Tenerife-Norte. You may also consider Chicago O'Hare Intl - Granadilla Tenerife-Sur or Chicago O'Hare Intl - Las Palmas de Gran Canaria.

  • Can I find deals for flights from Chicago to Canary Islands that include hotel bookings?

    Yes. In addition to deals on Chicago to Canary Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Canary Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Canary Islands.

  • Can I find deals for business class flights from Chicago to Canary Islands?

    Yes. Cheapflights offers flight deals from Chicago to Canary Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Canary Islands?

    Currently, February is the cheapest month in which you can book a flight from Chicago to Canary Islands (average of $555). Flying from Chicago to Canary Islands in July is currently the most expensive (average of $1,274). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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.
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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 October 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
IberiaCheapest$585Average$1,108FlexibilityNo cancel feeOn-time77%
American AirlinesCheapest$652Average$1,065FlexibilityNo cancel feeOn-time71%

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