$489 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 5/12. 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

Mon, Sep 14 - Mon, Nov 16
Icelandair Logo
7:25 pm - 4:25 pm
ORD
-
TFS
15h 00m
1 stop
Icelandair Logo
4:25 pm - 5:20 pm
TFS
-
ORD
30h 55m
1 stop
$851Icelandair
Sun, Oct 4 - Fri, Oct 16
Multiple Airlines Logo
10:20 pm - 12:45 am
ORD
-
LPA
20h 25m
1 stop
Multiple Airlines Logo
6:30 am - 2:25 pm
LPA
-
ORD
13h 55m
1 stop
$895Multiple Airlines
Sun, Oct 4 - Fri, Oct 16
American Airlines Logo
6:35 pm - 6:05 pm
ORD
-
LPA
17h 30m
2 stops
American Airlines Logo
6:30 am - 2:25 pm
LPA
-
ORD
13h 55m
1 stop
$899American Airlines
Mon, Aug 17 - Mon, Sep 14
Multiple Airlines Logo
5:55 pm - 5:00 pm
ORD
-
LPA
17h 05m
2 stops
Multiple Airlines Logo
7:00 pm - 2:15 pm
LPA
-
ORD
25h 15m
1 stop
$907Multiple Airlines
Mon, Oct 26 - Tue, Nov 3
Iberia Logo
6:40 pm - 1:55 pm
ORD
-
TFS
14h 15m
1 stop
Iberia Logo
6:25 am - 6:50 pm
TFS
-
ORD
18h 25m
1 stop
$925Iberia
Mon, Oct 26 - Tue, Nov 3
American Airlines Logo
4:45 pm - 1:55 pm
ORD
-
TFS
16h 10m
2 stops
American Airlines Logo
6:25 am - 6:50 pm
TFS
-
ORD
18h 25m
1 stop
$929American Airlines
Mon, Aug 17 - Mon, Sep 14
KLM Logo
4:50 pm - 9:50 am
ORD
-
LPA
35h 00m
1 stop
KLM Logo
7:00 pm - 2:15 pm
LPA
-
ORD
25h 15m
1 stop
$933KLM
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
$937TAP AIR PORTUGAL
Tue, Sep 1 - Mon, Sep 7
KLM Logo
4:20 pm - 6:10 pm
ORD
-
TFS
19h 50m
1 stop
KLM Logo
7:20 pm - 2:15 pm
TFS
-
ORD
24h 55m
1 stop
$963KLM
Fri, Aug 21 - Sat, Aug 29
Iberia Logo
4:55 pm - 5:50 pm
ORD
-
TFN
18h 55m
1 stop
Iberia Logo
9:10 pm - 2:25 pm
TFN
-
ORD
23h 15m
1 stop
$1,044Iberia
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 March, when tickets cost $431 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $1,753 and $1,109 respectively.

Good to know

Low seasonMarch
Cheapest flight$357
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly and prices are also 13% 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 airlines flying 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.
7.0
IcelandairOverall score based on 650 reviews
6.2Food
8.0Crew
7.2Boarding
6.9Entertainment
6.9Comfort
Airline reviews

When you consider the price I ended up paying for everything. This was not a good deal! I had no idea that this airline had changed to a bargain basement no frills airline. So, it was disappointing to have to pay for every little thing. The only thing included was water and coffee. You have to pay for everything else! So I just felt nickel and dime.

6.0 GoodNancy, May 2026
FCO - KEF
Read more Icelandair reviews

When you consider the price I ended up paying for everything. This was not a good deal! I had no idea that this airline had changed to a bargain basement no frills airline. So, it was disappointing to have to pay for every little thing. The only thing included was water and coffee. You have to pay for everything else! So I just felt nickel and dime.

The movie choices were poor. The worst problem is the treatment of passengers durinng pre-boarding. In one case the primes were checked in and sent down the boarding tunnek only to stand waiting there while the plane is cleaned. In the second case the bus was loaded, the doors closed and just stood there unmoving like sardeines in a tin for over TEN minutes. In both cases it was rough on us old guys who find standing for long periods trying.. In other words, Donnt just stack us up and forget us.

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.

Second time with Saga Premium, everything was fab, but the entertainment centre on both my flights didn't work, plus the seat on the NY to Rek flight (Airbus) was so solid and so uncomfortable. The 737Max flight's seat was much, much better.

The real reason why the flying experience with Icelandair ---was mediocre was because of not being able to enter DC airspace yesterday evening. This obviously was out of your control and do realize this is a safety issue. I did notice---that everything was being done to get us to Washington Dulles and we did arrive at Dulles SAFELY with just a 4 hour delay. Thank you!

The staff was kind and helpful. There was no food, and you needed to bring your own earphones to use the entertainment, which I didn’t know.

They wouldn’t check in my luggage even though I had one checked bag prepaid. So I took my bag to the gate and tried to check it in there and two employees scolded me for bringing a large bag to the gate. I told them I was trying to check it in and that it was prepaid, and they said they couldn’t guarantee that it would arrive at my destination but they finally let me drop it off when boarding the plane and pick it up right after exiting the plane. There was no food, and there was no entertainment.

Delays at check-in, seemed like they were short ground staff at the time and some passengers needed extra processing.

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!

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

The pilot was professional and very good. The flight crew, very young and often looked flustered and overwhelmed. The seats were among the most uncomfortable in the air. The boarding somewhat chaotic. The price reasonable. Overall it was an average budget airline experience...although Iberia is not a budget airline. I fear if Iberia doesn't up it's game customers like us will go elsewhere.

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

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.