$236 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 10/24. 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

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

ven., déc. 12 - mar., janv. 13
Scandinavian Airlines Logo
7:20 pm - 4:20 pmORD-FAO
15h 00m1 stop
Scandinavian Airlines Logo
10:50 am - 4:45 pmFAO-ORD
35h 55m1 stop
$398Scandinavian Airlines
Find Deal
ven., déc. 12 - mar., janv. 13
Scandinavian Airlines Logo
7:20 pm - 4:20 pmORD-FAO
15h 00m1 stop
Scandinavian Airlines Logo
10:50 am - 4:45 pmFAO-ORD
35h 55m1 stop
$465Scandinavian Airlines
Find Deal
jeu., sept. 25 - jeu., oct. 2
TAP AIR PORTUGAL Logo
6:00 pm - 10:25 amORD-FAO
10h 25m1 stop
TAP AIR PORTUGAL Logo
6:05 am - 12:35 pmFAO-ORD
12h 30m1 stop
$622TAP AIR PORTUGAL
Find Deal
mer., oct. 8 - mar., oct. 21
SWISS Logo
7:05 pm - 5:40 pmORD-FAO
16h 35m1 stop
SWISS Logo
4:45 pm - 3:55 pmFAO-ORD
29h 10m1 stop
$667SWISS
Find Deal
dim., sept. 21 - jeu., sept. 25
TAP AIR PORTUGAL Logo
6:00 pm - 10:25 amORD-FAO
10h 25m1 stop
TAP AIR PORTUGAL Logo
6:05 am - 12:35 pmFAO-ORD
12h 30m1 stop
$673TAP AIR PORTUGAL
Find Deal
mar., oct. 14 - jeu., oct. 23
British Airways Logo
9:15 pm - 6:50 pmORD-FAO
15h 35m1 stop
British Airways Logo
1:20 pm - 3:55 pmFAO-ORD
32h 35m1 stop
$675British Airways
Find Deal
sam., oct. 11 - sam., oct. 18
 Logo
7:15 pm - 9:30 pmORD-FAO
20h 15m2 stops
 Logo
10:10 am - 4:10 pmFAO-ORD
36h 00m3 stops
dim., oct. 19 - ven., oct. 24
 Logo
6:00 pm - 10:25 amORD-FAO
10h 25m1 stop
 Logo
4:40 pm - 4:30 pmFAO-ORD
29h 50m2 stops
dim., oct. 19 - mar., oct. 28
British Airways Logo
7:15 pm - 10:20 amORD-FAO
33h 05m1 stop
British Airways Logo
6:50 pm - 7:45 pmFAO-ORD
29h 55m1 stop
$695British Airways
Find Deal
lun., oct. 13 - jeu., oct. 23
SWISS Logo
7:05 pm - 3:05 pmORD-FAO
14h 00m1 stop
SWISS Logo
6:30 pm - 3:55 pmFAO-ORD
27h 25m1 stop
$730SWISS
Find Deal
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 $926, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago to Algarve?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Algarve, 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 Algarve is February, when tickets cost $472 (return) on average. On the other hand, the most expensive months are March and January, when the average cost of round-trip tickets is $1,705 and $1,691 respectively.

Good to know

Low seasonJanuary
Cheapest flight$236
Best time to beat the crowds but there is an average 61% increase in price.
Most popular time to fly and prices are also 6% lower on average.
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.

  • What is the cheapest time of day to fly to Algarve?

    The cheapest time of day to fly to Algarve is generally at night, when round-trip flights cost $999 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Algarve is generally in the evening, which is peak travel time and where the average cost of a ticket is $1,126.

Reviews of the top 3 airlines serving 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 1240 reviews
7.3Boarding
7.1Comfort
8.0Crew
6.5Food
6.9Entertainment
Airline reviews

Terrible. The test of an airline is how they deal with problems. There is very little to differentiate between airlines. Aer Lingus failed absolutely. They lost one of my bags even though we had more than a 2 hour connection in Dublin. Trying to get it back has been awful. In checking on line I can see that the bag is in Edinburgh and it was supposed to be delivered today. It wasn't. The number we have in the UK doesn't answer. I had to pay for an international call to speak to somebody. All the woman at the call centre could say was be patient wait. I can tell you when it will be delivered nor can I tell you who the courier is.

2.0 Mediocrephillip, Aug 2025DEN - DUB
Read more Aer Lingus reviews

Terrible. The test of an airline is how they deal with problems. There is very little to differentiate between airlines. Aer Lingus failed absolutely. They lost one of my bags even though we had more than a 2 hour connection in Dublin. Trying to get it back has been awful. In checking on line I can see that the bag is in Edinburgh and it was supposed to be delivered today. It wasn't. The number we have in the UK doesn't answer. I had to pay for an international call to speak to somebody. All the woman at the call centre could say was be patient wait. I can tell you when it will be delivered nor can I tell you who the courier is.

Not JetBlue's fault but Aer Lingus never explained how to transfer to JetBlue.

Poor check-in experience in Manchester. Delayed boarding and check-in agent never explained how to transfer in NYC to JetBlue.

We had a long delay leaving IOM. No food or drunk service as it is a short flight. Shuttled by bus from terminal to plane with packed in conditions on bus.

I was very disappointed that the online sys allowed me to get the boarding pass for the second leg of the trip, when I clearly request it for both flights!

My experience with Aer Lingus was nice, and I would be happy to fly with them again. However, my seat pocket had not been cleaned and had dirty wipes in it. I have flown with Aer Lingus before and do not recall anything like that happening, so presumably this was a one-off kind of thing. For the meal, I asked if there was possibly one without my allergens and the flight attendant gave me the one she thought would be fine. She did not know what allergens were in it, but when I received the meal the allergens were all listed right on the top of the package, so I was confused about why she didn’t know how to check what they were. In future, I will see if it’s possible to request an allergen-free meal ahead of time. But overall, I had a pleasant experience. My experience with Underpricer was very unenjoyable and because of them I do not plan to book through Kayak in the future. I have used Kayak numerous times, but this booking experience was so unpleasant. They called me numerous times and also emailed me to try to get me to select a seat. However, when I had a question later on, I was kept on hold for 20/30 minutes before I finally hung up. I also emailed them but never received a response, which I did not appreciate, especially given their previous frequent calls when they wanted something from me.

We booked a flight from FCO(Rome) with a stop over at DUB(Dublin) going to JFK. Boarding from Rome was kind of chaotic since the airport I guess is very small and we needed to shuttle to the airplane. The gate agent just let everyone and anyone go without using the sections so that took a lot longer than usual boarding. From drinking to JFk boarding was good and organized. Amazingly the flights was very smooth sailing and we’ve flown American big airplane to small companies before. The aircraft’s itself is on the older side, can’t complain tho because the plane ride wa smooth. For a 3 hour plane ride, nothing was complimentary. But for the longer leg of the plane complimentary snacks, meals and drinks were provided which was great. The food wasn’t bad either. I would fly with them again, great price and good service.

I appteciate the very courteous staff. The flight was good. Something that wasn't good was that my bag was only checked as far as Dublin and I had a connecting flight to Vienna. (That was a mistake the ORD desk made.) Fortunately the desk at DUB was able to re-tag without me having to re-check in (which initially it seemed I might have to do.)

Delightful flight, ahead of time with a super crew, thanks

When I booked the flight, I wasn't aware that this was a "no frills" flight. No wifi, no reclining seat, no complimentary soft drinks.

I will avoid TAP if I can, the ground experience was very poor with bad behaviour from the ground crew and it was only a bit better on the aircraft.

I had a business class ticket from EWR to Madrid with a layover at LIS for 11 hours. It was obvious that I needed to pick up my luggage in Lisbon for 11 hours and check it in again when boarding the second flight to Madrid. Before buying the ticket, I called TAP customer service. Customer service assured me that I could get my luggage in Lisbon. When I arrived at Newark airport, I immediately asked to check my luggage to Lisbon. However, the TAP employee refused me, saying that I should resolve this issue upon arrival in Lisbon. She checked my luggage to Madrid. I asked the TAP employee at the gate to help me when boarding the plane, I asked the flight attendants manager on board the plane to help me. All the employees refused to help me and said that I should resolve this issue in Lisbon. It took me 4 hours to resolve this issue in Lisbon. I arrived at 11am and they didn't give me my luggage until 3pm. As a result, I was so tired after a sleepless night on the plane and 4 hours on my feet at the airport and all my plans were ruined that I couldn't fly to Madrid. It was a terrible experiance,

The seats were not designed to comfortably see people in coach for more than 10 minutes

A good, comfortable flight with friendly crew and good entertainment options.

Very rude person at the boarding desk; flight attendant coughing 3 inches from my face three times- not even covering her mouth; boarding process very unacceptable for older people with stairs to all planes (are you all stuck in the 1960’s?). I am sure that I am not remembering all of the negative things, but I am sure you get the message!

There was chaos at the Naples airport. We arrived three hours early for the flight but there was no invitation available about where to go to check bags until an hour later. Then we had to go to a different terminal to check our bags and check in and back to the first to board.

We flew TAP last October from Newark to Lisbon. The meal was bad. This flight had good food. Also, this flight was delayed. There were TAP employees waiting at Lisbon to make sure we made our connecting flight. I find the TAP website and app frustrating, but the service once we reached the airport was very good

The airport temperature at the airport and on the flight was too warm

Boarding too way too long. Biggest peeve: zero in-seat power in economy! No plug sockets, no USB ports. Plane was an A330, so not old.

boarding is so disorganized, i was literally appalled at the boarding experience

Online check-in 24 hours in advance something seems not so easy to check in to pick seats and to print a boarding pass

I like the crew, very welcoming. Food can be better. The seat arms don’t go up so. I could use the empty seat next to mine to relax better. 3hrs delay 😠

Boarding was efficient and quick, crew was very attentive, seats were comfortable.

Everything was very good! I personally struggled with the heat in the cabin for the first 2 hours

Very caring crew on board. Didn’t have dinner as I was sleeping. Was seating in the emergency row so I had comfortable leg room

Had a nice little suite although I couldn’t close the door (but I didn’t ask anyone to help). 5K is a nice seat and very private (you look in on first class). Enjoyable flight and nice crew.

There was a slight delay. Otherwise, everything else was satisfactory.

Although the crew were great and the good nice, I might as well have been on Ryanair for the amount of space I had. Not good enough BA. I’d rather pay more and not feel like a human sardine.

The company that I bought my tickets through, Cheapflightsfares, failed to provide my confirmation information in a timely manner, so I was unable to check on at the country and therefore unable to make my flight. As a matter of fact, I STILL have not received the confirmation. After having read more and more reviews about the company, Cheapflightsfares appears to have scammed hundreds of hopeful travelers out of thousands of dollars. Please look into this company and, for the sake of anyone planning their next trip, stop allowing them to do business through you.

Love the A380 - loads of room. Headphone socket on my seat didn’t work. Sounds like a trivial issue? Well when flying long-haul the in-flight entertainment is what keeps you going so when it doesn’t work it’s a disaster. Pay attention to the details please BA. Spoiled what was otherwise an excellent flight with the usual brilliant crew.

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.

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