$371 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 8/15. 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

Fri, Nov 27 - Wed, Dec 2
Scandinavian Airlines Logo
7:15 pm - 3:55 pm
ORD
-
TFS
14h 40m
1 stop
Scandinavian Airlines Logo
2:00 pm - 4:45 pm
TFS
-
ORD
32h 45m
1 stop
$632Scandinavian Airlines
Wed, Nov 11 - Thu, Nov 19
Multiple Airlines Logo
6:30 pm - 9:35 am
ORD
-
LPA
33h 05m
3 stops
Multiple Airlines Logo
8:30 pm - 3:30 pm
LPA
-
ORD
25h 00m
2 stops
$829Multiple Airlines
Wed, Nov 11 - Thu, Nov 19
Multiple Airlines Logo
6:50 pm - 11:15 pm
ORD
-
LPA
22h 25m
2 stops
Multiple Airlines Logo
10:20 am - 3:30 pm
LPA
-
ORD
35h 10m
2 stops
$836Multiple Airlines
Wed, Aug 26 - Thu, Sep 3
TAP AIR PORTUGAL Logo
4:40 pm - 12:15 pm
ORD
-
TFS
13h 35m
1 stop
TAP AIR PORTUGAL Logo
1:05 pm - 4:00 pm
TFS
-
ORD
32h 55m
1 stop
$864TAP AIR PORTUGAL
Sun, Nov 22 - Sat, Nov 28
Icelandair Logo
6:30 pm - 3:25 pm
ORD
-
TFS
14h 55m
1 stop
Icelandair Logo
4:25 pm - 5:20 pm
TFS
-
ORD
30h 55m
1 stop
$903Icelandair
Wed, Nov 11 - Thu, Nov 19
Iberia Logo
6:00 pm - 1:50 pm
ORD
-
LPA
13h 50m
1 stop
Iberia Logo
9:20 pm - 2:55 pm
LPA
-
ORD
23h 35m
1 stop
$907Iberia
Thu, Oct 15 - Tue, Oct 20
Iberia Logo
4:55 pm - 2:20 pm
ORD
-
TFS
15h 25m
1 stop
Iberia Logo
6:25 am - 2:25 pm
TFS
-
ORD
14h 00m
1 stop
$944Iberia
Sun, Jul 5 - Mon, Jul 20
Icelandair Logo
10:25 pm - 5:25 pm
ORD
-
TFS
13h 00m
1 stop
Icelandair Logo
6:25 pm - 9:25 pm
TFS
-
ORD
33h 00m
1 stop
$950Icelandair
Mon, Aug 17 - Thu, Sep 10
American Airlines Logo
4:55 pm - 3:55 pm
ORD
-
LPA
17h 00m
1 stop
American Airlines Logo
6:30 am - 2:25 pm
LPA
-
ORD
13h 55m
1 stop
$957American Airlines
Sun, Jul 5 - Tue, Jul 21
American Airlines Logo
4:55 pm - 5:45 pm
ORD
-
ACE
18h 50m
1 stop
American Airlines Logo
7:00 am - 4:00 pm
ACE
-
ORD
15h 00m
1 stop
$1,107American 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.

What is the cheapest month to fly from Chicago to Canary Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Canary Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago to Canary Islands is May, when tickets cost $0 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $1,753 and $1,315 respectively.

Good to know

Cheapest flight$371
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.
7.1
American AirlinesOverall score based on 11648 reviews
7.9Crew
7.5Boarding
6.9Entertainment
7.2Comfort
6.4Food
Airline reviews

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

4.0 OkayAnonymous, Jun 2026
ORD - CDG
Read more American Airlines reviews

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

They cancelled our connecting flight resulting in another layover reaching our final destination 8 hours later than scheduled.

Awful. The Iceland airport was a complete mess. Boarding was a chaotic, the seats were awful, there was a group of rowdy 20 something men in our row hooting and hollering, ordering alcoholic drink after drink. Yelling and laughing at the top of their lungs and the crew just went along with it. Passengers complained to the men, asking if they could keep it down (it was a night time flight so people wanted to sleep). They never listened crew continued to laugh with them, flirt with them and serve them more drinks. No free food or snacks, seats were horribly uncomfortable. Worst flight I've had in a long time

Repurchased food and it was moldy and expensive. But I figured it was bad luck so I purchased a cup-o-noodles, halfway through them we hit turbulence and the flight attendant was passing with the garbage, it would have been two seconds to grab it, but he was snarky grabbed someone else’s plastic cups and went to buckle up… I used the puke bags to secure the soup before it became an accessory. When he finally came around he gave me a face like a petulant child as I handed him the soup neatly wrapped in the paper then plastic bag. I watched a movie in silence as the rental or headphones was ridiculous at 4€ for those .10€ cheap plastic toys. No English subtitles on an American movie… crazy. I disliked the whinny little tourist trap and now I hope that it sinks into the ocean or erupts in a catastrophic eruption for their beloved “I live on an active volcano” pride.

The Check-in process at CDG was confusing and the crew was not helpful. But the flight was on-time and that is most important to me.

On-time arrivals and departures. Crew helpful and friendly. Yet everything costs extra: seat selection, food, even airphones!

Friendly flight crew. Airplane (757) configured as a domestic flight (no lie-flat seats) & no advanced meal selection.

The Icelandair crew was so kind!!! Thank you for making my first trip to Paris a great one!

I am not going to fillo this out for each leg of my trip. My first review holds for the experience

I had no idea that my ticket only paid for my right to get on the plane. They charged me $130 for my carry-on bag because it was 1 inch too big she claimed but it wasn’t! Then they wanted another fee for everything. I had no idea that Icelandair had changed to such a bargain basement airline. I was very disappointed.

Screen didn't work, and neither did the button to tilt the seat even though the seat was comfortable

Couldn’t get boarding passes online, delayed an hour, and smallest amount of space on board I’ve ever encountered for such a long flight.

I’m an Iberia fan but this time They dropped the ball. I went from ALC to MAD to LHR. Boarding in ALC was by group… to get you in a bus. Then we sat for almost an hour when most people had connections. When we landed in Madrid we did so and they put us in another bus almost like if they wanted to make people lose their connection. We made ours by the skin of our teeth but our luggage did not. And on top of this we had to listen to the pilot bragging about Iberia being punctual. To be true we made it on time to LHR but we are Still waiting for our luggage

I have to compare it to the AA flight back home. AA was a little better. Perhaps it was that American English is my native tongue. My seat on AA was newer and more comfortable. The food was a little better. The entertainment was much better, more movies worth watching. The sound was lousy on both.

Excellent liked business class except wife’s luggage was lost on 10 Hours connecting flight to Miami and we were priority! 1:20 layover! Expect better From American Airlines partner

Service was good , communication and emails were in Spanish though I booked in English , end up figuring it out but also flight was partnered with air maroc and I had to call them to check on not Iberea doesn’t make sense

In general, I've had excellent experiences with Iberia flights and will continue to use them. In this last flight there were two things that didn't go right. I didn't get the kosher meal I had pre-requested when I had checked in on-line. Things worked out OK as we ended up eating the fish and vegetarian choices, which were really good. The other issue was that some movies for me and my wife started fine but after 8-12 minutes the content just switched to something else. The flight attendant reset our entertainment systems, but the problem persisted. We ended up choosing other movies/TV shows that did work fine.

Awful. They didn't even show concern that her connecting flight( Dallas to Mardrid) was gone/missing. I don't understand how that is even possible. Rudest answer from one of the crew was that American Airlines sold the tickets to somebody else. My daughter was not in the list.

The flight was canceled on a Thursday last minute. I lost thousands of dollars in hotels and car rental

Excellent lie flat seat for premium economy! Great staff. Bad food . Not so great entertainment. My bag didn’t make it either.

Really like the idea experience on this airline I will use again

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.