$490 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 11/28. 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

Fri, Nov 28 - Fri, Dec 5
TAP AIR PORTUGAL Logo
8:15 pm - 10:25 amORD-FAO
32h 10m1 stop
TAP AIR PORTUGAL Logo
6:05 am - 3:25 pmFAO-ORD
15h 20m1 stop
$490TAP AIR PORTUGAL
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
11:15 am - 4:25 pmFAO-ORD
34h 10m1 stop
$493TAP AIR PORTUGAL
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
$494TAP AIR PORTUGAL
Find Deal
Fri, Nov 28 - Fri, Dec 5
KLM Logo
5:13 pm - 4:55 pmORD-FAO
17h 42m2 stops
KLM Logo
9:15 am - 2:20 pmFAO-ORD
35h 05m1 stop
$535KLM
Find Deal
Fri, Nov 28 - Fri, Dec 5
KLM Logo
5:13 pm - 4:55 pmORD-FAO
17h 42m2 stops
KLM Logo
9:15 am - 12:02 amFAO-ORD
20h 47m2 stops
$545KLM
Find Deal
Sun, Nov 30 - Sun, Dec 7
Multiple Airlines Logo
6:30 pm - 9:15 pmORD-FAO
20h 45m2 stops
Multiple Airlines Logo
6:50 am - 5:20 pmFAO-ORD
16h 30m2 stops
$611Multiple Airlines
Find Deal
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
$638American Airlines
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Sat, Nov 29 - Sat, Dec 6
British Airways Logo
6:04 pm - 5:15 pmORD-FAO
41h 11m2 stops
British Airways Logo
6:55 pm - 4:01 pmFAO-ORD
51h 06m2 stops
$659British Airways
Find Deal
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 - 4:25 pmFAO-ORD
25h 45m1 stop
$702American Airlines
Find Deal
Fri, Nov 28 - Fri, Dec 5
Multiple Airlines Logo
6:30 pm - 10:25 amORD-FAO
33h 55m3 stops
Multiple Airlines Logo
4:35 pm - 5:20 pmFAO-ORD
30h 45m3 stops
$722Multiple 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 $386, 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$490
Best time to beat the crowds but there is an average 70% increase in price.
Most popular time to fly and prices are also 0% 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 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 1341 reviews
8.0Crew
7.4Boarding
6.9Entertainment
6.5Food
7.1Comfort
Airline reviews

We left 2 1/2 hours late. It wasn't the airlines fault but they did nothing to help the situation. Even water had a price tag. The next flight was better.

6.0 GoodPenny, Oct 2025BCN - DUB
Read more Aer Lingus reviews

We left 2 1/2 hours late. It wasn't the airlines fault but they did nothing to help the situation. Even water had a price tag. The next flight was better.

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

Terrible leg room - I’m 5’3” and my knees were touching the seat in front of me. When the person sitting in front of me leaned back, there was about 15 inches of space between my head and the TV screen which made it awkward to view movies. Last year they had decent food, but this year the only tasty item on the trip was dessert.

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,

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.

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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