$345 Find Cheap Flights from Chicago to Algarve - Compare and Save

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 8/7. 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

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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

Sun, Sep 6 - Thu, Sep 17
TAP AIR PORTUGAL Logo
6:00 pm - 5:20 pm
ORD
-
FAO
17h 20m
1 stop
TAP AIR PORTUGAL Logo
6:05 am - 12:40 pm
FAO
-
ORD
12h 35m
1 stop
$642TAP AIR PORTUGAL
Wed, Sep 9 - Thu, Sep 17
TAP AIR PORTUGAL Logo
6:00 pm - 5:20 pm
ORD
-
FAO
17h 20m
1 stop
TAP AIR PORTUGAL Logo
6:05 am - 12:40 pm
FAO
-
ORD
12h 35m
1 stop
$643TAP AIR PORTUGAL
Sat, Sep 19 - Tue, Sep 29
TAP AIR PORTUGAL Logo
6:05 pm - 11:50 pm
ORD
-
FAO
23h 45m
1 stop
TAP AIR PORTUGAL Logo
6:15 pm - 4:00 pm
FAO
-
ORD
27h 45m
1 stop
$647TAP AIR PORTUGAL
Sat, Sep 5 - Tue, Sep 15
TAP AIR PORTUGAL Logo
6:05 pm - 10:25 am
ORD
-
FAO
10h 20m
1 stop
TAP AIR PORTUGAL Logo
6:15 pm - 4:00 pm
FAO
-
ORD
27h 45m
1 stop
$653TAP AIR PORTUGAL
Wed, Sep 9 - Sun, Sep 20
Multiple Airlines Logo
9:50 am - 11:50 pm
ORD
-
FAO
32h 00m
2 stops
Multiple Airlines Logo
6:10 pm - 7:48 pm
FAO
-
ORD
31h 38m
2 stops
$719Multiple Airlines
Sat, Sep 5 - Thu, Sep 17
Multiple Airlines Logo
9:00 pm - 9:25 pm
ORD
-
FAO
18h 25m
1 stop
Multiple Airlines Logo
10:15 am - 7:15 pm
FAO
-
ORD
15h 00m
1 stop
$748Multiple Airlines
Tue, Aug 18 - Tue, Aug 25
KLM Logo
7:25 pm - 7:30 pm
MDW
-
FAO
18h 05m
2 stops
KLM Logo
8:35 pm - 4:15 pm
FAO
-
MDW
25h 40m
2 stops
$972KLM
Mon, Aug 17 - Mon, Aug 24
KLM Logo
6:42 pm - 8:25 pm
MDW
-
FAO
19h 43m
2 stops
KLM Logo
9:45 pm - 4:15 pm
FAO
-
MDW
24h 30m
2 stops
$985KLM
Tue, Aug 4 - Fri, Aug 14
Delta Logo
1:25 pm - 5:40 pm
MDW
-
FAO
22h 15m
2 stops
Delta Logo
6:40 pm - 6:33 pm
FAO
-
MDW
29h 53m
2 stops
$1,057Delta
Tue, Aug 4 - Wed, Aug 12
Delta Logo
1:25 pm - 5:40 pm
MDW
-
FAO
22h 15m
2 stops
Delta Logo
6:40 pm - 9:17 am
FAO
-
MDW
44h 37m
2 stops
$1,059Delta
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 $473, 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 January, when tickets cost $0 (return) on average. On the other hand, the most expensive months are June and July, when the average cost of round-trip tickets is $927 and $923 respectively.

Good to know

Low seasonOctober
Cheapest flight$345
Best time to beat the crowds with an average 35% drop in price.
Most popular time to fly with an average 32% 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 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 9956 reviews
8.1Crew
7.1Entertainment
7.7Boarding
6.7Food
7.3Comfort
Airline reviews

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

2.0 MediocreAnonymous, Jul 2026
ORD - YYC
Read more United Airlines reviews

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

The flight was delayed by a hour and I wish they had communicated it sooner. No issues on the plane, it did take a while for food to come.

Know that the movies that you are going to be offered are the oldest be rated movies they could possibly get. They may have one or two new movies that they keep advertising but when you’re flying 15 hours, there is nothing to see past the first new movie.

Agents at gate were not immediately available to solve problems and once they did they didn’t fix all the fight connections

Great experience. Boarding was fast, staff were very nice and funny, everything at the seat worked well.

Horrible! Several delays and then was cancelled! I spent over 24 hours in the airport and was unable to get a hotel or food voucher.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

OK overall. Flight was delayed Crew on flight was good

Late late late. Delayed and arrived an hour late for a 1 hour 45 minute connection. Every time. Poor record for this company. I try to fly any other carrier first.

I flew economy class. Seats were very good and the crew was excellent

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.

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

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

It was excellent! The plane left Chicago early. Arrived in Dublin early. The crew was excellent! It was a great experience.

Horrible. Garbage airline. Due to the strike we got a replacement plane/crew. I didn't get my exit row seat I paid for. Food was horrible. Plane was hot and didn't have AC vents.

Are Longus was fine. I booked thru Kayak and was unable to get my business class seat early. Sat next to galley. Crew forgot to wake me for breakfast.

Everything was good with Tap Air Portugal. It was Logan Airport that was a problem. The fuel system was down and delayed my 10:40 boarding. I wasn't able to board my flight until 2:00 am...after that my flights were great.

Not have my bag forced to be checked when I had a carry on included on my ticket. Staff was very rude to me for asking why they were doing this. I was told there was no more room for carry ons but there was plenty of space in the overhead compartments

The crew was excellent. What I did not enjoy was the food. I have taken many international flights and this was on the low end. Otherwise the trip was fine.

Seats were the most uncomfortable seats i ever experienced on a flight to Europe from Boston. It was a waist of money in buying premium seats for top dollars. I want my money back for what i paid extra for my seats. Awful conditions!

Boarding felt a little chaotic as everyone was waiting around the gate. Food was great, service was good.

Flight attendants in business class were rather indifferent While in second leg operated by Portugalia TAP subsidiary were outstanfy

The chicken was so dry it was impossible to eat. No substitute was offered. The port to charge my phone was broken and all I got was a shrug from the crew. The entertainment system was glitchy and subtitles didn’t load. Crew seemed fully uninterested and unfriendly.

The flight crew were absolute rock stars. When they came to the gate they looked like royalty, so chic. They also were extremely kind. Food was good and I loved the lack of plastic waste. The flight was lovely and smooth.

We were unable to check in due to technical problems on TAP’s end. The flight was delayed forty minutes with no reason given. We received timely notice of the flight delay. We were also notified of a gate change. The new gate was at a different terminal. When we got to the new terminal, we learned that we had to go back to the old terminal first to check in. This information should have been included along with the gate change notification. Also unexplained, the steward skipped us when offering breakfast.

Horrible experience at tbe check in ladie she was very racist ,she doesn't speak portuguese too and forced me to check in my carrion bag and I saw everyone with carrion bag inside anda lot of space ,she was rude unprofessional

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.