$388 Find Cheap Flights from Chicago to Azores

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 Azores departing on 1/5. 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.
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Search hundreds of travel sites at once for deals on flights to Azores

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Azores.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Azores.

Best Azores Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

Ponta Delgada
Ponta Delgada1 stop$613
Horta
Horta2 stops$1,048

Good to know

Low season

March

High season

August

Cheapest flight

$388
Best time to beat the crowds but there is an average 37% increase in price.
Most popular time to fly with an average 3% increase in price.
Flight from Chicago O'Hare Airport to Ponta Delgada

FAQs - booking Azores flights

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

    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 Azores.

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

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

    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 to Azores with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Azores?

    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 to Azores from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding cheap flights to Azores

  • Morning departure is around 24% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Chicago to Azores

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Azores. 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 Azores? 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.
7.6
Cathay PacificOverall score based on 878 reviews
7.3Food
7.9Boarding
8.0Crew
7.8Entertainment
7.6Comfort
Airline reviews

Food was hood for airline food with good poftion and variety in meals. Frequency of beverage service was very low and amount of soda with meals was inadequate.

8.0 ExcellentAnonymous, Nov 2024ORD - HKG
Read more Cathay Pacific reviews

Food was hood for airline food with good poftion and variety in meals. Frequency of beverage service was very low and amount of soda with meals was inadequate.

Excellent service provided the flight crew. Food and drinks were very good.

Meal options for vegetarians can be provided… Nothing was offered for me for dinner.. crew just said no vegetarian option available and did even bother to provide any alternatives or something to eat.

I was really impressed with the experience it was my first trip overseas. Nice staff

Not enough food for everyone. . Always run out of food when we ask

The crews were smiling all the time with soft tunes when they spoke; the food was excellent. Thank you!

Cathay flight was fine, Amsterdam airport was a nightmare, spent way too much time walking to our next connection, no travelators.

Not good. Small seats. Not enough food that customers wanted. No special requests were given that i could see. Slow response from flight attendants

Mediocre. Nothing special. Bad airline food Never received the food I requested Slow response from ground staff concerning my wheelchair. I was left at a holding area and had to walk the distance to the gate. In Hong Kong

For a transpacific flight, flying economy is awful! The seats are cramped and its meant for petite folks! Good luck if you have long legs. BOARDING - AWFUL, we got to Hong Kong - the gate was listed, but upon arrival, there was a MESS of boarding procedures, they basically DIY'ed how to board but making three lines and putting three ground crew to check for passports in the terminal area. THEN to make it worse, after going through that cattle process, all of a sudden you see people standing and looking confused, apparently we were told to get in line to board, but the AV notification wasnt even working. So people started cramming in line - worse than cattle. One saving point, the flight crew forgot to serve me dinner and after waiting for it, I fell asleep since this was a midnight flight. After letting a crew know that I was forgotten, all of my meals were served first !!! Yay for being in the economy seats! Nothing much to write home about once more!

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

We were delayed because of ground crew, not because the plane wasn’t ready to go. The food was better than usual!

I still prefer Delta, but Delta doesn’t fly to State College PA.

Everything was fantastic. Modern plane. All the amenities! Although the paid snacks and meals are pure robbery. Like i understand airlines need to make money, but 11$ USD for an overnight oats with some nuts in it and barely any pieces of apple.... Highway robbery

United needs to figure out its Economy PLUS standards; its better than economy but that's not saying much. It seems like United stripped away all the basics for an international flight (such as In Seat entertainment) and repackaged some of them as plus. Would not fly United internationally again.

The flight was bumpy. No Breakfast or coffee was served, not even a bottle of water. The food was okay but odd. Rice with peas instead of couscous with some unknown green thing. United Airlines did not tell me that there was VERY LIMITED HANDICAP SERVICE IN NAPLES. De-plane via 20 aluminum steps. Taken to Van. You must walk into the terminal, find luggage, and then walk out to the rental car pickup spot that is 1 block from the terminal.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

Flight was delayed due to weather and clogged toilet. Had to deplane. Flight was 3 hours delayed. Crew was awesome and offered water and snacks.

Didn't make it dir to delays - no support from United staff

My flight attendant was attentive! The elderly person next to me was flatulent and the flight attendant could see that I was in distress and brought me some face masks

My boarding pass wouldn't pull up in the app very easily and had to really dig through my email. That caused a delay in TSA..

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Baby cried a lot. Nothing anyone could do about it. Just part of flying.

The flight crew was fantastic! Which the seats had a small TV.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Smoothe flight. Pilot and crew did a great job. Uncomfortable seat in this jet, felt worn out

seats were way too small. Too short of a flight to offer amenities.

The main problem was delay. The plane was at the gate early and bags were loaded. However, there was no crew for the flight. They were inbound from LGA and had to land and make their way to our gate. It took more than 40 minutes. Then, once the crew arrived and boarded, one of the crew members had to deplane and then a replacement crew member had to be found. It took another 40 minutes or so to get the final crew member. In all, we took off about 2 hours later than our scheduled departure time. Once in the air, the flight was great. Smooth most of the way. The crew was professional and efficient.

Perfect flight. Efficient boarding, on time take off and early arrival. Generally smooth flight.

Boarding was slow the scanner broke mid through boarding and they had to manually do it

Average, boarding was ok, the eye scanner broken mid way through boarding they ahd to do it manually. Did not eat any food, Not even water was offered for free.

Boarding attendant was rude. Crew on the plan were more interested in talking amongst themselves and did not ask parentage if they needed anything or even walk down the isles.

Flight was ok with exception of the multiple delays. As with all Spirit flights, the sights are extremely uncomfortable and lack leg space. However, the price savings is the plus.

WiFi didn’t work despite paying for it. Crew was nice.

I upgraded my ticket at the ticket counter and was not informed of the huge bottleneck at TSA pre check. It took me over an hour to get through the line at this small airport and although I ran to the gate and reached it prior to scheduled departure, it had already pushed pack. I missed the flight. Spirit rebooked me on a flight to Orlando that evening, which would require me to then rent a car and drive to FLL. For scheduling reasons, I determined it be would better to rent a car in Pensacola and drive it to my destination in FLL. Spirit called me that evening and asked me if I was going to board the plane. I explained no, for scheduling reasons. The person apologized and said I would receive a refund, but I have not heard back. Certainly, I ought to be refunded the upgrade I paid for at the counter.

The staff from LAX to New Orleans were rude but the staff from New Orleans to LAX were nice!

Did what they needed to do. Brought us from point A to point B timely and without issue. Boarding through deplaning smooth.

Direct 2.5 hour flight good. Free snacks and coffee, water, or soft drinks not available...bad.

Atlanta airport gate area floor and nearly all seats disgusting. Spirit airlines crew fantastic!!

My first flight was moved 6 hours causing me to miss my meeting. The second was delayed about an hour and a half. Most of the crews apparently dont like their jobs or just working for Frontier. Only one flight attendant wasn"t snappy or rude.

Booked direct in July '24. Turned into a 14 hr layover (both ways) in Denver. My 5 day vaca turned into a 1 day . Not good, BUT,... Thank you for the people @ Frontier who were professionally friendly & approachable.

Stop changing gates at sfo. When you are elderly going back for it’s not fun.

We understand and comply with Frontier’s bag sizes. We’ve had some problems in past while having to await other passengers who do not understand the baggage restrictions or have not prepaid and that is usually our biggest concern (others delaying us) with flying Frontier. Flying OUT of ONT, however, has always been a great experience. I’ve also noted even on delayed Frontier flights very knowledgeable pilots who manage expectations well.

There was no easy way to check in. I don't want to install an app to checkin. I will use alaska from now on because they have a web check in method that is easy.

The crew was ghetto lol I felt like I was on an inner city field trip

Horrible! The short distance flight ended up taking 5 hrs! There was a 3 hr delay for the flight to take off and there was a 70 min wait on the tarmac for some bogus reason that the pilot said the gate he was supposed to board was taken up. After a 30 min wait he said the plane that was supposed to push out of the gate called a medical emergency and 40 min later he ended up boarding another gate. For the initial 3 hr delay there was no information/alert about the gate or delay in the app or the boards up until the boarding time and even beyond! Had to walk all the way to the end of the terminal to find the frontier staff to ask what was going on. Avoid this airline at all costs! If you have carryon bags or checked bags , their prices come equivalent to the prices of more reliable airlines. They are the worst in timeliness at 60% (reported as delayed) this year (check the data) by a high margin even compared to the second worst airline. If you are ok with having a miserable flight experience with the odds close to flip of a coin, feel free to try them. If you value your time , money and flying experience, stay away.

There was nothing to like, flight delayed had to move to different departure areas, disorganized to say the leasr

Delayed for two hours due to trivial issues. No reimbursment. Also on arrival further delay due to terminal malfunction.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

Book cheap flights from Chicago to Azores

Recent round-trip flight deals

 
These are the cheapest round-trip flights from Chicago to Azores found on KAYAK in the last 72 hours.
1/12Sun
1 stopTAP AIR PORTUGAL
31h 25mORD-PDL
1/21Tue
1 stopTAP AIR PORTUGAL
25h 05mPDL-ORD
$613
1/12Sun
2 stops
19h 15mORD-PDL
1/20Mon
2 stops
22h 10mPDL-ORD
$643
1/12Sun
2 stops
19h 15mORD-PDL
1/20Mon
3 stops
28h 45mPDL-ORD
$681
4/18Fri
1 stopTAP AIR PORTUGAL
13h 50mORD-TER
4/25Fri
1 stopTAP AIR PORTUGAL
14h 00mTER-ORD
$703
1/12Sun
3 stops
31h 35mORD-PDL
1/20Mon
3 stops
28h 45mPDL-ORD
$726
5/5Mon
3 stops
26h 10mORD-PDL
5/12Mon
2 stops
28h 22mPDL-ORD
$733
5/4Sun
2 stopsAir Canada
23h 05mORD-TER
5/11Sun
2 stopsAir Canada
53h 56mTER-ORD
$1,077
4/18Fri
2 stopsAir Canada
22h 47mORD-TER
4/25Fri
2 stopsAir Canada
19h 49mTER-ORD
$1,183
12/14Sat
2 stopsTurkish Airlines
41h 00mORD-PDL
12/21Sat
2 stopsTurkish Airlines
41h 05mPDL-ORD
$2,251
1/4Sat
1 stopAzores Airlines
11h 24mORD-PDL
1/11Sat
1 stopAzores Airlines
18h 55mPDL-ORD
$3,233

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Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Azores found on KAYAK in the last 72 hours.
1/5Sun
3 stops
34h 51mORD-PDL
$388
1/4Sat
2 stops
32h 30mORD-PDL
$444
1/5Sun
3 stops
39h 18mMDW-PDL
$450
1/5Sun
2 stops
31h 50mMDW-PDL
$453
1/4Sat
2 stops
14h 00mMDW-PDL
$467
1/5Sun
1 stopTAP AIR PORTUGAL
22h 20mORD-PDL
$492
1/4Sat
3 stops
53h 55mORD-PDL
$515
12/14Sat
3 stops
45h 35mORD-PDL
$570
12/14Sat
2 stops
54h 28mORD-PDL
$590
1/4Sat
2 stopsTAP AIR PORTUGAL
32h 26mORD-PDL
$867

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Everything you need to know for your flight from Chicago to Azores

Cabin class types available on flights to Azores

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

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