$613 Find Cheap Flights from Chicago to Azores - 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 Azores departing on 9/12. 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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Cheap Flights from Chicago to Azores

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Ponta Delgada
Ponta Delgada1 stop$766
Horta
Horta2 stops$1,003
Ponta Delgada
Ponta Delgada1 stop$766
Horta
Horta2 stops$1,003

Book Cheap Chicago to Azores 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 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Azores

Thu, Sep 10 - Wed, Sep 16
TAP AIR PORTUGAL Logo
6:00 pm - 12:55 pm
ORD
-
TER
13h 55m
1 stop
TAP AIR PORTUGAL Logo
2:10 pm - 12:40 pm
TER
-
ORD
27h 30m
1 stop
$656TAP AIR PORTUGAL
Sun, Oct 25 - Sun, Nov 15
TAP AIR PORTUGAL Logo
9:10 pm - 6:35 pm
ORD
-
PDL
17h 25m
1 stop
TAP AIR PORTUGAL Logo
6:30 am - 3:30 pm
PDL
-
ORD
14h 00m
1 stop
$657TAP AIR PORTUGAL
Thu, Aug 27 - Wed, Sep 2
TAP AIR PORTUGAL Logo
7:45 pm - 11:15 pm
ORD
-
TER
22h 30m
1 stop
TAP AIR PORTUGAL Logo
7:15 am - 12:40 pm
TER
-
ORD
34h 25m
1 stop
$664TAP AIR PORTUGAL
Sat, Oct 31 - Sat, Nov 7
Multiple Airlines Logo
2:15 pm - 6:20 am
ORD
-
PDL
12h 05m
1 stop
Multiple Airlines Logo
5:20 pm - 1:20 pm
PDL
-
ORD
25h 00m
2 stops
$766Multiple Airlines
Mon, Nov 2 - Mon, Nov 9
Multiple Airlines Logo
2:15 pm - 2:40 pm
ORD
-
PDL
19h 25m
2 stops
Multiple Airlines Logo
5:50 pm - 7:12 pm
PDL
-
ORD
30h 22m
1 stop
$783Multiple Airlines
Sat, Oct 31 - Sat, Nov 7
Multiple Airlines Logo
2:15 pm - 6:20 am
ORD
-
PDL
12h 05m
1 stop
Multiple Airlines Logo
5:50 pm - 1:20 pm
PDL
-
ORD
24h 30m
1 stop
$786Multiple Airlines
Wed, Sep 9 - Wed, Sep 16
TAP AIR PORTUGAL Logo
6:00 pm - 11:15 pm
ORD
-
TER
24h 15m
1 stop
TAP AIR PORTUGAL Logo
2:10 pm - 12:40 pm
TER
-
ORD
27h 30m
1 stop
$796TAP AIR PORTUGAL
Mon, Aug 10 - Wed, Aug 19
United Airlines Logo
9:30 pm - 8:40 am
ORD
-
PDL
30h 10m
1 stop
United Airlines Logo
11:00 am - 10:15 pm
PDL
-
ORD
16h 15m
1 stop
$851United Airlines
Mon, Aug 10 - Wed, Aug 19
United Airlines Logo
12:45 pm - 8:40 am
ORD
-
PDL
14h 55m
2 stops
United Airlines Logo
11:00 am - 11:22 pm
PDL
-
ORD
17h 22m
1 stop
$851United Airlines
Mon, Aug 10 - Wed, Aug 19
United Airlines Logo
12:45 pm - 8:40 am
ORD
-
PDL
14h 55m
2 stops
United Airlines Logo
11:00 am - 7:30 am
PDL
-
ORD
25h 30m
2 stops
$854United Airlines
Booking Insights

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 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 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 $1,652 and $1,464 respectively.

Good to know

Cheapest flight

$613
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.

Reviews of the 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 10052 reviews
6.6Food
7.7Boarding
7.3Comfort
8.1Crew
7.1Entertainment
Airline reviews

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

8.0 ExcellentArmedrest, Jul 2026
ORD - PAH
Read more United Airlines reviews

It was hot and not as comfortable as the flight to Chicago. Must have been a different plane that needs to be worked on or replaced.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

It was extremely hot in the cabin the entire flight, vent air was worn

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

We were forced to eat vegetarian food because non veg food ran out. The breakfast was mediocre.

My original flight was cancelled and that affected my trip and my plans and I got no compensation and customer service was hard to reach as well

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

They blocked me from checking in online and they charged me lots of money

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.

Great staff who were ready working with smile 6 in the morning on New Year’s Day. Although security checkpoint was way too busy, the airline staff were understanding and waited few minutes after boarding. We took off not only exactly on time, but arrived 20 minutes early. Two thumbs up!!!

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.