$491 Find Cheap Flights from Chicago to Algarve

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Algarve departing on 2/16. 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

Mon, Feb 16 - Wed, Feb 25
Scandinavian Airlines Logo
7:20 pm - 9:45 amORD-FAO
32h 25m2 stops
Scandinavian Airlines Logo
10:35 am - 4:45 pmFAO-ORD
36h 10m2 stops
$461Scandinavian Airlines
Find Deal
Wed, Jan 14 - Thu, Mar 12
TAP AIR PORTUGAL Logo
7:10 pm - 3:45 pmORD-FAO
14h 35m1 stop
TAP AIR PORTUGAL Logo
4:35 pm - 4:25 pmFAO-ORD
28h 50m1 stop
$491TAP AIR PORTUGAL
Find Deal
Fri, Mar 6 - Fri, Mar 13
TAP AIR PORTUGAL Logo
8:15 pm - 11:50 pmORD-FAO
21h 35m1 stop
TAP AIR PORTUGAL Logo
6:05 am - 4:25 pmFAO-ORD
15h 20m1 stop
$509TAP AIR PORTUGAL
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Wed, Jan 14 - Thu, Mar 12
American Airlines Logo
5:10 pm - 5:30 pmORD-FAO
18h 20m2 stops
American Airlines Logo
7:40 pm - 6:00 pmFAO-ORD
27h 20m1 stop
$651American Airlines
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Wed, Jan 14 - Thu, Mar 12
American Airlines Logo
5:10 pm - 5:30 pmORD-FAO
18h 20m2 stops
American Airlines Logo
7:40 pm - 5:33 pmFAO-ORD
26h 53m2 stops
$661American Airlines
Find Deal
Fri, Mar 6 - Fri, Mar 13
Multiple Airlines Logo
7:10 pm - 10:25 amORD-FAO
33h 15m3 stops
Multiple Airlines Logo
11:15 am - 5:45 pmFAO-ORD
35h 30m2 stops
$664Multiple Airlines
Find Deal
Mon, Feb 16 - Wed, Feb 25
Multiple Airlines Logo
6:30 pm - 10:25 amORD-FAO
33h 55m3 stops
Multiple Airlines Logo
6:35 am - 5:20 pmFAO-ORD
16h 45m2 stops
$680Multiple Airlines
Find Deal
Wed, Jan 14 - Thu, Mar 12
British Airways Logo
6:00 pm - 4:45 pmORD-FAO
40h 45m2 stops
British Airways Logo
7:40 pm - 2:50 pmFAO-ORD
24h 10m1 stop
$703British Airways
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Tue, Mar 24 - Sun, Mar 29
United Airlines Logo
9:05 pm - 11:40 amORD-FAO
33h 35m2 stops
United Airlines Logo
3:25 pm - 11:00 amFAO-ORD
25h 35m1 stop
$769United Airlines
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Tue, Mar 24 - Sun, Mar 29
United Airlines Logo
9:05 pm - 11:40 amORD-FAO
33h 35m2 stops
United Airlines Logo
3:25 pm - 4:36 pmFAO-ORD
31h 11m2 stops
$775United Airlines
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 $407, 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$491
Best time to beat the crowds but there is an average 69% increase in price.
Most popular time to fly and prices are also 2% 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.
7.4
United AirlinesOverall score based on 9007 reviews
7.3Comfort
7.1Entertainment
7.7Boarding
8.1Crew
6.6Food
Airline reviews

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

10.0 ExcellentDr. Joseph, Oct 2025ORD - STL
Read more United Airlines reviews

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The flight attendants were rude. Seemed like they didn’t want to be there. Except for one girl that was really nice. Seats are sooooo uncomfortable. They give you a piece of paper and a thin cushion for a pillow and blanket that does nothing. Airlines have gone way downhill, especially United international flights. Food was disguting. Definitely flying ANA next time.

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

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

Fast and sensible boarding was absolutely amazing. But extortionate wifi and seats that barely moved, making me unable to sleep, didn't do a lot of favors.

No food service. A sandwich at this hour would have been good. My 1st time on AL so didn't look into pre board purchase options.

Excellent flight and crew. Boarding at Dublin Airport was a very difficult trying to find the right gate.

I liked the front row seats. A lot of leg room. The check-in window needs to be longer

Baggage fees are deceptive! When I booked this flight, I purchased two tickets and had indicated that I wanted one checked bag. That increased the ticket price by about $100 PER TICKET!. When we went to check in, I was told that I could only check ONE bag, even though I had purchased TWO tickets. I had to pay an additional $50 each way for my wife’s bag. In my opinion, I paid twice for her bag.

My flights with Aer Lingus were very good and I will definitely fly with them. Again in future trips to Ireland and Scotland.

Too hot. Asked for an extra glass of water and was ignored. Asked to sit in empty seats that were open because it was so hot and crowded and was denied and the seats were empty the entire flight

Did not enjoy the meal provided. The aircraft was dirty. For instance, the screen seemed to have been cleaned with a dirty rag. Disgusting.

The business class seats were smaller and closer together than other airlines.

Boarding- Good Seat Comfort - OK Crew - Good Food - Mediocre On Time - Very Good

Didn't like much. Wheelchair assistance was almost nonexistent. No one at TAP check in process helpful. On the plane, stewards were not friendly and disorganized. Food was terrible for 8 hr flight. We were skipped at snack time and even though we tried to get attention using overhead call system no one even looked up at us to acknowledge. Being at the back of first section and by the lavatory we only were able to request when they came to pick up everyone else's garbage and they were nonchalant...no apology or even choice. The 1/2 half bread with slice of cheese was a waste. Deplaning was horrible but I'll blame lisbon airport for that. Plane left late at made good time still arrived about 15 behind schedule and for using remote deplaning and bus to terminal took another 20 min to gate. Those with connections were highly stressed. Took us 2 hrs from landing to get to ground transportation and exit airport. And that was with wheelchair assistance.

Bad boarding, threat to force bag check mid journey, lines, late, buses, more waiting awful end to end.

Check in was excellent thanks to the team at the check in counter. I was disappointed to see that one has to pay for coffee on the flight. This is the first time I have seen that after 60 years of flying.

Our steward Margarida who served us from Lisbon to Boston was absolutely fantastic! She deserves a raise. Conscientious and thorough as well as showing appropriate attention for every need.

An old airplane with very uncomfortable seats in the Comfort “class! Small, narrow, and hard seat. Entertainment options are inferior, old movies. Boarding started at the back of the airplane, as we entered the aircraft last instead of after business class, risking the possibility that the comfort section would not have room for carry-on in the overhead bin. The food was ok. White wine was terrible. Overall, the flight felt worse than cheap airliners, and the price was as high as premium carriers.

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,

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.