$258 Find Cheap Flights from Chicago to Canary Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Canary Islands departing on 4/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Canary Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Canary Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Canary Islands, as well as popular online travel agencies
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Cheap Flights from Chicago to Canary Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Book Cheap Chicago to Canary Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Canary Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Canary Islands

Wed, Jan 28 - Thu, Feb 5
TAP AIR PORTUGAL Logo
7:10 pm - 1:25 pm
ORD
-
LPA
12h 15m1 stop
TAP AIR PORTUGAL Logo
2:15 pm - 3:25 pm
LPA
-
ORD
31h 10m1 stop
$419TAP AIR PORTUGAL
Thu, Jan 29 - Sat, Feb 14
Scandinavian Airlines Logo
7:10 pm - 12:35 pm
ORD
-
TFS
35h 25m1 stop
Scandinavian Airlines Logo
2:10 pm - 4:55 pm
TFS
-
ORD
32h 45m1 stop
$468Scandinavian Airlines
Thu, Feb 26 - Wed, Mar 11
Icelandair Logo
6:30 pm - 3:25 pm
ORD
-
TFS
14h 55m1 stop
Icelandair Logo
4:25 pm - 6:20 pm
TFS
-
ORD
30h 55m1 stop
$519Icelandair
Sat, Jan 31 - Sun, Feb 8
Icelandair Logo
6:30 pm - 3:25 pm
ORD
-
TFS
14h 55m1 stop
Icelandair Logo
4:25 pm - 5:20 pm
TFS
-
ORD
30h 55m1 stop
$520Icelandair
Tue, Jan 20 - Fri, Jan 23
Multiple Airlines Logo
6:30 pm - 6:20 pm
ORD
-
LPA
17h 50m2 stops
Multiple Airlines Logo
7:25 pm - 5:20 pm
LPA
-
ORD
27h 55m2 stops
$581Multiple Airlines
Wed, Jan 28 - Thu, Feb 5
Multiple Airlines Logo
11:38 am - 11:15 am
ORD
-
LPA
17h 37m2 stops
Multiple Airlines Logo
9:20 pm - 2:55 pm
LPA
-
ORD
23h 35m1 stop
$583Multiple Airlines
Mon, Mar 2 - Mon, Mar 9
Iberia Logo
5:40 pm - 8:35 pm
ORD
-
TFN
20h 55m1 stop
Iberia Logo
9:15 pm - 3:55 pm
TFN
-
ORD
23h 40m1 stop
$585Iberia
Wed, Jan 28 - Thu, Feb 5
American Airlines Logo
11:38 am - 11:15 am
ORD
-
LPA
17h 37m2 stops
American Airlines Logo
6:50 am - 8:15 pm
LPA
-
ORD
19h 25m2 stops
$593American Airlines
Tue, Apr 21 - Tue, Apr 28
Iberia Logo
4:30 pm - 5:50 pm
ORD
-
TFN
19h 20m1 stop
Iberia Logo
6:35 pm - 4:00 pm
TFN
-
ORD
27h 25m1 stop
$595Iberia
Thu, Feb 5 - Thu, Feb 12
American Airlines Logo
5:40 pm - 1:25 pm
ORD
-
TFN
13h 45m1 stop
American Airlines Logo
6:50 am - 2:55 pm
TFN
-
ORD
14h 05m1 stop
$628American Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Canary Islands flights

Get data-powered insights and trends into flights from Chicago to Canary Islands to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Chicago to Canary Islands?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago to Canary Islands departing in January.

Good to know

Low seasonApril
Cheapest flight$258
Best time to beat the crowds with an average 22% drop in price.
Most popular time to fly and prices are also 20% lower on average.
Flight from Chicago to Tenerife South

FAQs - booking Canary Islands flights

  • How does KAYAK find such low prices on flights from Chicago to Canary Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Canary Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Canary Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Canary Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Canary Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago to Canary Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Canary Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago to Canary Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Chicago to Canary Islands

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Canary Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Canary Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11088 reviews
6.9Entertainment
8.0Crew
7.2Comfort
6.4Food
7.5Boarding
Airline reviews

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

6.0 GoodManjunath, Jan 2026
ORD - DTW
Read more American Airlines reviews

My carry on baggage was damaged. Entire trip, I had to carry the baggage. When complained to the boarding crew, they got mad at me and still asked me to valet check in the cabin baggage. Rude boarding crew!!!

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

The boarding by groups is pointless. The first two groups worked fine, but almost Noone boarded in goups three thru five leaving the vast majority boarding when group six was called. It defeated the purpose of spreading out the crowd.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

Problems checking in both on the laptop and on the app. No free seating available at check-in as advertised - must pay for EVERY seat between $23 and $75. No way to cancel seat choice. App menus and site menus are not responsive, and some items are impossible to find. Crew and mobile assistance are friendly and helpful.

Food - Non-Existent. You pay for everything. It is strictly Pay-to-Play!

Again, we paid $ 328.00 for specific seats are were assigned those seats.

Having been prepared for paying for everything on board other than water, coffee and tea the service was OK. Food and drink is expensive but the food was OK if limited in scope. Plane was clean and obviously well serviced. After complaining about having to walk in wind and rain to a get a bus to the airport the same thing happened at Portland. I’m sure you could get a terminal gate flight, complimentary food and drink for not much more money without traipsing through rain and slush in Reykjavik. Not bad but not great.

If there was a disclaimer regarding food service or lack thereof, l missed it. If l had known l would have prepared better. Same with transferring at Reykjavik. No information about disembarking via stairs into rain, slush and puddles deep enough to swallow a foot. After being treated to haute cuisine restaurants and warm inviting environment during the flight, the airport is, let’s be kind, disappointing. Plane was comfortable, Airbus, staff were welcoming enough. I would likely try the route again. Maybe have a night and day in Iceland. Maybe not.

They had a 4 hour delay and left my luggage in Iceland and it didn’t arrive in Portland until 11/1

Iceland air transfer was bad. They lost my luggage and I just received it 11/1

It was too cold in the plane my feet froze

Service was excellent. Food and drinks were very good except for a greasy lump of a donut at the end of the flight that left us both feeling internally disgusted.

Handling our luggage was the biggest issue - they lost it and we got it almost 3 days later. Really threw off the beginning of our trip and we really had to change our itinerary accordingly.

Bad weather Excelent pilot Spoke British 😆on time seats small ad expected in a discount airline

It wasn’t great because the third-party from Kayak there was just no information about how to check in with Vueling. And the purchase of the ticket from under pricer just made everything really difficult. I’m unlikely to use Kayak again for these reasons.

It was fine, older plane with limited entertainment, otherwise fine.

the seats were bad and uncomfortable and the food was not tasty.

the seats were so cramped you could barely move. it was difficult to eat when passengers would recline their seats. the seats were so flimsy and unstable that whenever someone got in and out of their seat, it bounced like a spring back in your face. the movies were nice. the food was terrible. even though the conditions were terrible, they tried to pressure passengers to relocate their seats to accommodate adults who were related and wanted to sit next to each other, even after the passengers expressed that they did not want to move for that purpose. on the connecting flight, the “service” consisted of items for purchase. even though the flight was only 45 minutes, once again passengers (including me) were pressured to relocate for people to sit next to each other. they couldn’t be apart for 45 minutes? this was much less compelling than being apart for an 8 hour flight.

Everything went smoothly, and we even arrived 40min earlier than scheduled, on an Orland-Madrid route.

It was budget airline Veuling, even though we booked Iberia.

The staff was very nice and helpful. Some of the best crew I have met.

Bad experience. The seat room are very tight. The food is not good and the breakfast has no hot drink.

Suddenly, I don't find my flight back on the app Help Ticket 0757345716866 Hoeflich Flight back Sunday ib5333 Ib2629 Ib4268

Everything you need to know for your flight from Chicago to Canary Islands

Cabin class types available on flights to Canary Islands

Cabin classes available on flights to Canary Islands. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.