$266 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 4/26. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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, Apr 15 - Tue, Apr 28
TAP AIR PORTUGAL Logo
6:00 pm - 12:15 pm
ORD
-
TFS
12h 15m
1 stop
TAP AIR PORTUGAL Logo
1:05 pm - 4:00 pm
TFS
-
ORD
32h 55m
1 stop
$497TAP AIR PORTUGAL
Wed, Apr 15 - Tue, Apr 28
TAP AIR PORTUGAL Logo
6:00 pm - 12:15 pm
ORD
-
TFS
12h 15m
1 stop
TAP AIR PORTUGAL Logo
1:05 pm - 4:00 pm
TFS
-
ORD
32h 55m
1 stop
$508TAP AIR PORTUGAL
Sun, Mar 1 - Tue, Mar 17
Multiple Airlines Logo
8:25 pm - 10:00 pm
ORD
-
LPA
19h 35m
2 stops
Multiple Airlines Logo
7:05 pm - 4:00 pm
LPA
-
ORD
25h 55m
2 stops
$639Multiple Airlines
Wed, Apr 22 - Tue, Apr 28
Multiple Airlines Logo
6:00 pm - 10:35 pm
ORD
-
LPA
22h 35m
2 stops
Multiple Airlines Logo
5:00 pm - 4:00 pm
LPA
-
ORD
29h 00m
3 stops
$658Multiple Airlines
Tue, Apr 14 - Tue, Apr 21
Icelandair Logo
7:25 pm - 4:25 pm
ORD
-
TFS
15h 00m
1 stop
Icelandair Logo
5:25 pm - 6:15 pm
TFS
-
ORD
30h 50m
1 stop
$677Icelandair
Tue, Mar 17 - Tue, Mar 24
Icelandair Logo
7:30 pm - 3:25 pm
ORD
-
TFS
14h 55m
1 stop
Icelandair Logo
4:25 pm - 6:20 pm
TFS
-
ORD
30h 55m
1 stop
$705Icelandair
Tue, Apr 14 - Tue, Apr 21
American Airlines Logo
4:30 pm - 5:50 pm
ORD
-
TFN
19h 20m
1 stop
American Airlines Logo
6:50 am - 2:15 pm
TFN
-
ORD
13h 25m
1 stop
$717American Airlines
Tue, Apr 14 - Tue, Apr 21
American Airlines Logo
3:31 pm - 3:45 pm
ORD
-
TFN
18h 14m
2 stops
American Airlines Logo
6:50 am - 2:15 pm
TFN
-
ORD
13h 25m
1 stop
$721American Airlines
Wed, Apr 22 - Tue, Apr 28
Iberia Logo
4:30 pm - 8:25 pm
ORD
-
LPA
21h 55m
1 stop
Iberia Logo
9:10 pm - 2:15 pm
LPA
-
ORD
23h 05m
1 stop
$729Iberia
Wed, Apr 15 - Tue, Apr 28
Iberia Logo
4:55 pm - 5:50 pm
ORD
-
TFN
18h 55m
1 stop
Iberia Logo
6:35 pm - 4:00 pm
TFN
-
ORD
27h 25m
1 stop
$740Iberia
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.

Which airlines provide the cheapest flights from Chicago to Canary Islands?

The cheapest round-trip price for the route for each airline clicked by KAYAK users in the last 72 hours.

In the past 3 days, the cheapest round-trip tickets from Chicago to Canary Islands were found on TAP AIR PORTUGAL ($497) and Icelandair ($677).

Good to know

Low seasonApril
Cheapest flight$266
Best time to beat the crowds with an average 17% drop in price.
Most popular time to fly and prices are also 21% lower on average.
Flight from Chicago to Tenerife North

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 11282 reviews
6.4Food
6.9Entertainment
7.2Comfort
8.0Crew
7.5Boarding
Airline reviews

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

2.0 MediocreJohn, Feb 2026
ORD - STL
Read more American Airlines reviews

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Crew in Columbia was not prepared for landing. It was a bit of a disaster and getting bags took forever.

We were upgraded to First Class and it was a great flight

We experienced gate changes and a long delay. My seat was dirty when I boarded and I had to use wipes to clean it myself. There was an unpleasant and overpowering cleaning product scent on the plane as well that lingered through the flight.

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.

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!

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

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.

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.

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

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.

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.