$272 Find Cheap Flights from Chicago to Algarve

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 Algarve departing on 4/25. 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 Algarve

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Algarve, 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 Algarve, as well as popular online travel agencies
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Flight Deals

Book Cheap Chicago to Algarve 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 Algarve 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 Algarve

Wed, Apr 8 - Thu, Apr 16
TAP AIR PORTUGAL Logo
6:00 pm - 5:20 pm
ORD
-
FAO
17h 20m
1 stop
TAP AIR PORTUGAL Logo
6:10 pm - 4:00 pm
FAO
-
ORD
27h 50m
1 stop
$371TAP AIR PORTUGAL
Fri, Apr 24 - Thu, Apr 30
TAP AIR PORTUGAL Logo
6:00 pm - 10:25 am
ORD
-
FAO
10h 25m
1 stop
TAP AIR PORTUGAL Logo
6:10 pm - 4:00 pm
FAO
-
ORD
27h 50m
1 stop
$372TAP AIR PORTUGAL
Fri, Apr 24 - Sun, May 3
TAP AIR PORTUGAL Logo
6:00 pm - 5:20 pm
ORD
-
FAO
17h 20m
1 stop
TAP AIR PORTUGAL Logo
6:05 am - 4:00 pm
FAO
-
ORD
15h 55m
1 stop
$373TAP AIR PORTUGAL
Wed, Apr 22 - Thu, Apr 30
TAP AIR PORTUGAL Logo
6:00 pm - 10:25 am
ORD
-
FAO
10h 25m
1 stop
TAP AIR PORTUGAL Logo
6:10 pm - 4:00 pm
FAO
-
ORD
27h 50m
1 stop
$385TAP AIR PORTUGAL
Tue, Feb 24 - Tue, Mar 3
SWISS Logo
6:50 pm - 1:50 pm
ORD
-
FAO
13h 00m
1 stop
SWISS Logo
7:00 pm - 4:20 pm
FAO
-
ORD
27h 20m
1 stop
$503SWISS
Wed, Apr 22 - Thu, Apr 30
Multiple Airlines Logo
6:00 pm - 6:10 pm
ORD
-
FAO
18h 10m
2 stops
Multiple Airlines Logo
1:40 pm - 4:00 pm
FAO
-
ORD
32h 20m
2 stops
$514Multiple Airlines
Mon, Feb 9 - Sat, Feb 14
Scandinavian Airlines Logo
7:20 pm - 9:45 am
ORD
-
FAO
32h 25m
2 stops
Scandinavian Airlines Logo
12:00 pm - 4:55 pm
FAO
-
ORD
34h 55m
2 stops
$587Scandinavian Airlines
Tue, Feb 24 - Tue, Mar 3
KLM Logo
5:37 pm - 6:05 pm
ORD
-
FAO
18h 28m
2 stops
KLM Logo
7:45 pm - 2:20 pm
FAO
-
ORD
24h 35m
1 stop
$589KLM
Wed, Apr 8 - Thu, Apr 16
KLM Logo
4:50 pm - 7:30 pm
ORD
-
FAO
20h 40m
1 stop
KLM Logo
8:30 am - 7:48 pm
FAO
-
ORD
17h 18m
2 stops
$592KLM
Sat, Feb 7 - Wed, Feb 11
Multiple Airlines Logo
1:26 pm - 10:10 am
MDW
-
FAO
14h 44m
2 stops
Multiple Airlines Logo
10:20 am - 5:37 pm
FAO
-
MDW
37h 17m
2 stops
$1,235Multiple Airlines
Booking Insights

KAYAK's insights & trends for Chicago to Algarve flights

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

Can I save money by flying with a layover from Chicago to Algarve?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $411, prices are generally cheapest when you fly direct.

Good to know

Low seasonFebruary
Cheapest flight$272
Best time to beat the crowds with an average 48% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Chicago to Faro

FAQs - booking Algarve flights

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

    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 Algarve.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago to Algarve 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 Algarve?

    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 Algarve 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 Algarve?

    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 Algarve 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 Algarve

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Algarve. 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 Algarve? 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
Aer LingusOverall score based on 1442 reviews
6.9Entertainment
7.4Boarding
6.6Food
7.1Comfort
8.0Crew
Airline reviews

Like getting a bus. No great luxury but will get you there

8.0 ExcellentJmH, Jan 2026
LHR - ORK
Read more Aer Lingus reviews

Like getting a bus. No great luxury but will get you there

Canceled my flight couple hours before takeoff. They could not find a decent re-routing and refused to pay for when i subjected alternative with Lufthansa.

Seats a little to soft on the SFO DUB flight

Well, I think we left close to on time. Crew was “eh”.

Flight takeoff was delayed an hour, but arrival time was not updated at the same time as departure time, so those picking me up at the other end were not alerted to the change in my arrival.

Seats are terribly cramped. I’m only 5’2” and my knees were practically in my face. No room to put a normal size bag under the seat and when the person in front of you reclined their seat your tray table was in your lap. This is the airline’s way of cramming more seats into the plane to make more money. I’ll think twice about taking Aer Lingus again since there are a few other options from Boston to the Emerald Isle.

Couldn’t check In online, message was couldn’t check in until Sunday morning though plane left Saturday night. Checked in okay at airport but caused slot if stress.

I had zero issues with the flight. I did have issues with the staff at the airport. We missed out flight due to a delay with another airline. Talking to the staff and trying to get a new flight arranged was challenging. One guy was able to try to help us and got us on a new flight, but other staff was dismissive and clearly let us know it wasn’t their problem. All I kept thinking was… this is why air lingus has such a poor customer service reputation. I will be avoiding this airline in the future.

The seats needs to be comfortables, at least please add more padding to the seats.

I was so grateful for the kindness of the crew. They made a long trip very pleasant. Food was delicious. Many movie options

Delayed departure Madrid to Lisboa and my luggage no arrived

this flight was awful from pre-boarding to on the plane. There needs to be more coordination between TAP and My Way. We were in first class and I am handicapped. BY the time we got on the plane there was no place for our baggage and the crew did not handle the situation well. They gave us an argument and said that we'd have to have it checked. Then, after I complained they moved some people's bags to put our small carry ons several seats back of our seats which were in Row 4.

Late. Lack of updates. Rude hostesses. Terrible food. Lack of headphones.

Flight was delayed but crew gave little to no communication, then “began boarding” but really just had everyone stand up and wait for an hour without any news or updates, as if we were going to start boarding at any second. Total chaos. Seemed like this was their first time boarding a plane. When we arrived at our destination, we waited for over an hour for the baggage claim belt to even turn on. Probably waited at baggage claim for our luggage for close to two hours. Everyone was very confused and of course we all worried that the luggage was lost. Again, zero communication and everyone we asked just said “I don’t know.” So we were left wondering whether to wait, or file a missing baggage claim, or check the other baggage claim belts (which we did every fifteen-twenty minutes because we were just confused). Lack of communication throughout the experience was a huge issue.

The value is there, but the layovers in Lisbon were not great. The passport control was so bad that a 2 hour layover became very tight and on the return the Terminal was barebones which made it a long 3 hours.

From Casablanca to Lisbon our baggage 2 pound over they want me to pay $120 for 2 pound which unexpected we are two family 8 of us they counters lady her customer service is not good I fly frequently for my business next time fly with TAP Air I will think twice

Booked business with TAP from LAX to Cabo Verde - overall ok, but just doesn’t feel like business class. More of a budget airline

Poor. Our flight was delayed and they told me I would be fine to make my connection in Lisbon, I missed it. Then they told me my bag would be automatically loaded onto my new flight to rome. It wasn’t. It’s been 4 days and I still don’t have it.

I like the price. I dislike the website where I wanted to ask questions about the unusual high prices of the luggage fees. I called the toll free number from the United States and I cannot get through. You should test your own toll free website for info and you will know what I am writing about.

Wonderful just hope the had more direct flights to Boston

Everything you need to know for your flight to Algarve

Cabin class types available on flights to Chicago

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