$278 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 3/10. 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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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Azores, 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 Azores, as well as popular online travel agencies
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Best Azores Flight Deals from Chicago

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

Ponta Delgada
Ponta Delgada1 stop$620
Horta
Horta2 stops$1,274

Good to know

Low season

January

High season

October

Cheapest flight

$278
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 21% lower on average.
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 from Chicago to Azores 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 from Chicago to Azores 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 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 from Chicago to Azores 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

  • High season is considered to be April, May and June. The cheapest month to fly from Chicago is April.
  • Morning departure is around 58% more expensive 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 airlines flying 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.
7.4
United AirlinesOverall score based on 8765 reviews
6.7Food
8.1Crew
7.1Entertainment
7.7Boarding
7.3Comfort
Airline reviews

Our seats were all the way in back of the plane,

8.0 ExcellentDeb, Jan 2025ORD - FLL
Read more United Airlines reviews

Our seats were all the way in back of the plane,

The seats on this flight were almost roomy enough to be the basic amount needed for human existence. I think my favorite part of this flight was it landed at an A gate, which was the most palatial part of Sea-Tac I've ever seen - a massive improvement from the S gates.

The seats on this flight were almost roomy enough to be the basic amount needed for human existence.

Fight was delayed an hour due to operational issues ,then further delayed due to ground control for a total of about 1.30 hours. Salad was completely frozen and flatware was so cold you could barely handle it. Crew was friendly and professional and the flight was smooth. The aircraft was clean and well-serviced.

The flight attendants in First Class were mediocre at best. They did not take our tray away until we were about to land and only did so when I press the call button. The United person at the United Club was asked to get us our boarding pass since we missed the flight due in Chicago. She argued that we did not have seats on the flight given to us in Moline. Furthermore, she was adamant that we did not have a First Class ticket. After I spent much time with her trying to show we were correct, she reluctantly agreed. She was probably the most incompetent ticketing person I have ever met and I have traveled 3 million miles on United plus many additional miles with other carriers. United has definitely deteriorated in more than on way.

Short flight - no food understandable. Flight was delayed for over an hour. Overall, it was good.

We arrived early and finally made it to our gate almost an hour after.

Was a pain having to leave the plane and reboard but glad the plane was fixed

Plane was was better than th YVR to ORD flight but was a fraction of the distance. Fly your better planes on longer distance flights.

Nothing wrong with the flight itself. But due to 2+ hrs waiting in immigration and the additional security checkup in O’hare, I nearly missed the flight.

Flight was packed. This was a very uncomfortable experience. Boarding process could be explained better. Despite recommending a window seat when travelling with a pet in the cabin, the seat in front of me had less space than the center and aisle seats. For Premium Economy, the seats were crammed with minimal legroom. I hate to think what Regular Economy was like. The cabin crew missed me at first when handing out meals. When my meal eventually came, there were no utensils. I'd originally booked to fly Business Class; those seats didn't look that great either.

Flight was packed. This was a very uncomfortable experience. Boarding process could be explained better. Despite recommending a window seat when travelling with a pet in the cabin, the seat in front of me had less space than the center and aisle seats. For Premium Economy, the seats were crammed with minimal legroom. I hate to think what Regular Economy was like. The cabin crew missed me at first when handing out meals. When my meal eventually came, there were no utensils.

First time and I enjoyed the trip…. Will fly again soon 🔜

Delayed flight because other plane was occupying the gate for longer than expected. Once we boarded the plane had to wait 1 hour before taking off. We. Almost lost our connection flight and the baggage didn’t make it. We had to wait two days to receive our luggage. Hope they improve the timing or work with the airport to get better service.

I’m still missing my bags. I’m soo frustrated

TAP boarding gate agents singled out Group A line to gate check all carry on bags …. Supposedly because of lack on bin space. BUT ALL OTHERS WERE PERMITTED WITH CARRY ON BAGS. Additionally so many passengers entering the plane after us were permitted carry on bags. And when the plane was fully loaded, there was a number of open spaces in the overhead bins. I WILL SEARCH OTHER OPTIONS BEFORE FLYING TAP AGAIN

Boarding went fast. Lisbon's gates are too small for the flights they serve.

Baggage check in was very slow. No sign that the check in was TAP until the station opened. Understaffed and overworked team.

Great pilot, textbook landing in madeira. Everything else, from booking to checkin, plane quality, seat amenities, crew engagement, and overall experience were significantly below standard. I WOULD NOT FLY TAP IF THERE IS ANY OTHER OPTION.

Our flight was canceled for a reason that suggests gross mismanagement. We were re-booked for a flight to a different airport.

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.
4/6Sun
1 stopTAP AIR PORTUGAL
19h 50mORD-PDL
4/16Wed
1 stopTAP AIR PORTUGAL
14h 40mPDL-ORD
$620
4/6Sun
1 stopTAP AIR PORTUGAL
16h 00mORD-PDL
4/16Wed
1 stopTAP AIR PORTUGAL
14h 40mPDL-ORD
$623
3/11Tue
2 stops
21h 08mORD-PDL
3/21Fri
1 stop
18h 14mPDL-ORD
$653
3/10Mon
2 stops
21h 13mORD-PDL
3/21Fri
1 stop
18h 14mPDL-ORD
$674
4/23Wed
1 stop
19h 50mORD-PDL
5/4Sun
1 stop
18h 33mPDL-ORD
$696
7/26Sat
2 stopsUnited Airlines
14h 40mORD-PDL
7/30Wed
2 stopsUnited Airlines
14h 01mPDL-ORD
$1,336
6/21Sat
2 stopsUnited Airlines
20h 40mORD-PDL
6/28Sat
2 stopsUnited Airlines
25h 14mPDL-ORD
$1,424
3/23Sun
2 stopsTurkish Airlines
42h 05mORD-TER
3/29Sat
2 stopsTurkish Airlines
31h 00mTER-ORD
$1,717
4/5Sat
2 stopsAir Canada
39h 50mORD-TER
4/12Sat
2 stopsAir Canada
17h 55mTER-ORD
$2,096
4/5Sat
3 stopsAir Canada
18h 51mORD-TER
4/12Sat
3 stopsAir Canada
21h 35mTER-ORD
$2,204

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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.
3/10Mon
2 stops
21h 13mORD-PDL
$278
3/10Mon
3 stops
42h 48mORD-PDL
$315
3/5Wed
2 stops
30h 13mORD-PDL
$321
3/4Tue
1 stop
20h 40mORD-PDL
$322
4/15Tue
2 stops
33h 00mMDW-PDL
$327
3/2Sun
1 stopTAP AIR PORTUGAL
22h 20mORD-PDL
$446
3/7Fri
1 stopTAP AIR PORTUGAL
22h 25mORD-PDL
$460
3/15Sat
2 stopsTurkish Airlines
41h 00mORD-PDL
$2,571
3/10Mon
1 stopAir France
17h 40mORD-PDL
$8,280
3/15Sat
1 stopSWISS
35h 50mORD-PDL
$8,980

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Last minute flights from Chicago to Azores

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Azores that are departing in the next 10 days.
2/25Tue
multi-stop
19h 15mORD-PDL
3/3Mon
multi-stop
35h 45mPDL-ORD
$743
2/25Tue
multi-stop
19h 15mORD-PDL
3/3Mon
multi-stop
34h 57mPDL-ORD
$748
2/25Tue
multi-stop
31h 35mORD-PDL
3/3Mon
multi-stop
34h 25mPDL-ORD
$766
2/25Tue
multi-stop
40h 30mORD-PDL
3/3Mon
multi-stop
18h 47mPDL-ORD
$882
2/23Sun
multi-stop
18h 20mORD-PDL
2/25Tue
multi-stop
36h 03mPDL-ORD
$893
2/23Sun
multi-stop
17h 05mORD-PDL
2/25Tue
multi-stop
28h 11mPDL-ORD
$901
2/23Sun
multi-stop
17h 05mORD-PDL
2/25Tue
multi-stop
39h 23mPDL-ORD
$968
2/23Sun
multi-stop
22h 45mORD-PDL
2/25Tue
multi-stop
39h 23mPDL-ORD
$981
2/25Tue
multi-stop
9h 50mORD-PDL
3/3Mon
multi-stop
18h 47mPDL-ORD
$1,413
2/24Mon
multi-stopTAP AIR PORTUGAL
18h 10mORD-TER
3/3Mon
multi-stopTAP AIR PORTUGAL
36h 27mTER-ORD
$1,887

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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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