$496 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 7/7. 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

KAYAK searches 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, 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 Delgada2 stops$740
Horta
Horta3 stops$1,332

Cheap Flight Deals from Chicago to Azores (CHI-PTAC)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Azores 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.

Recent round-trip flight deals from Chicago to Azores

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Azores.
Discover the best prices for you by selecting your travel dates on KAYAK.
Choose your dates
 Logo
9:08 pm - 12:15 pmORD-PDL
34h 07m2 stops
 Logo
5:30 pm - 7:27 amPDL-ORD
18h 57m1 stop
Thu, May 8 - Mon, May 12
 Logo
5:51 am - 12:50 pmORD-PDL
25h 59m2 stops
 Logo
5:30 pm - 8:07 pmPDL-ORD
31h 37m1 stop
Fri, May 9 - Mon, May 12
 Logo
9:08 pm - 6:45 amORD-PDL
28h 37m1 stop
 Logo
5:30 pm - 8:07 pmPDL-ORD
31h 37m1 stop
Fri, May 9 - Mon, May 12
TAP AIR PORTUGAL Logo
6:10 pm - 11:15 pmORD-TER
24h 05m1 stop
TAP AIR PORTUGAL Logo
7:10 am - 4:10 pmTER-ORD
14h 00m1 stop
$767TAP AIR PORTUGAL
Find Deal
Mon, Aug 18 - Fri, Aug 29
United Airlines Logo
10:00 am - 8:40 amORD-PDL
17h 40m2 stops
United Airlines Logo
11:00 am - 5:00 pmPDL-ORD
11h 00m1 stop
$807United Airlines
Find Deal
Tue, Aug 12 - Thu, Aug 21
TAP AIR PORTUGAL Logo
6:15 pm - 9:45 amORD-PDL
34h 30m1 stop
TAP AIR PORTUGAL Logo
6:30 am - 4:10 pmPDL-ORD
14h 40m1 stop
$817TAP AIR PORTUGAL
Find Deal
Sat, Sep 27 - Sun, Oct 5
United Airlines Logo
8:45 am - 8:40 amORD-PDL
18h 55m2 stops
United Airlines Logo
11:00 am - 7:39 amPDL-ORD
25h 39m2 stops
$1,083United Airlines
Find Deal
Thu, Jul 3 - Sun, Jul 13
Air Canada Logo
10:40 am - 11:15 pmORD-TER
31h 35m2 stops
Air Canada Logo
7:10 am - 7:31 amTER-ORD
29h 21m3 stops
$2,064Air Canada
Find Deal
Mon, Aug 18 - Fri, Aug 29
Air Canada Logo
1:09 pm - 11:15 pmORD-TER
29h 06m3 stops
Air Canada Logo
7:10 am - 11:42 pmTER-ORD
21h 32m3 stops
$2,288Air Canada
Find Deal
Mon, Aug 18 - Fri, Aug 29
Turkish Airlines Logo
11:25 am - 6:50 pmORD-PDL
26h 25m2 stops
Turkish Airlines Logo
7:40 pm - 5:55 pmPDL-ORD
51h 15m2 stops
$2,444Turkish Airlines
Find Deal
Thu, May 15 - Thu, May 22

KAYAK's insights & trends for Chicago to Azores flights

Get data-powered insights and trends into flights from Chicago to Azores to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest time of day to fly to Azores?

The average price for all round-trip flights from Chicago to Azores depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.
The cheapest time of day to fly to Azores is generally in the evening, when round-trip flights cost $1,084 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Azores is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $1,487.

What is the cheapest month to fly from Chicago to Azores?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago to Azores, 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 Azores is October, when tickets cost $785 (return) on average. On the other hand, the most expensive months are May and July, when the average cost of round-trip tickets is $1,526 and $1,185 respectively.

Good to know

Low season

January

High season

October

Cheapest flight

$496
Best time to beat the crowds with an average 4% 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 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 8615 reviews
6.6Food
7.7Boarding
7.3Comfort
7.0Entertainment
8.1Crew
Airline reviews

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

4.0 OkayAdam, Mar 2025ORD - PVR
Read more United Airlines reviews

They switched out gate from terminal 1 to terminal two ten minutes before boarding. So we had to make a 20 min crazy fast walk to a different terminal. Then we boarded the plane and waited for over 40 minutes until push back. Brutal

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

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.

Awful. I told them to cancel my return flight and they didn’t then charged me +$800 days before the flight for a biz class upgrade bid. When I called to confirm cancellation and get refund on buz class upgrade they said I had to go thru orbitz and it was too late. Scammers. Beware.

Little leg room in business. I am tall and could use more.

Was a cheap flight and it got me to Portugal on time. For economy there was ample leg room and the flight attendants were pleasant and helpful.

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.

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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