Best time to go: what is the RIGHT price for a round-trip flight to the Azores (Ponta Delgada) (from: Chicago)

The average price to go to the Azores (Ponta Delgada) from Chicago airport is $ 883 (round trip). However, there are variations depending on the departure month. Thus, it is possible to pay for your plane ticket on average between $ 691 (in february) and $ 1134 (in june), which is a saving of $ 193 or a surplus of $ 251 (compared to the average price) depending on the period you leave.

The analysis of all prices reveals that the most frequent price is between $762 to $817 and it is generally more economical to leave on a wednesday and return on a tuesday on a flight with 1 or more layovers.

Be careful, the cheapest months may correspond to unfavorable weather periods . Check out our page best time to go to the Azores (Ponta Delgada) before booking your flight.

If you want to know when to book your flight at the best price, go straight to the second part of this page: When to buy your Chicago-Azores (Ponta Delgada) plane ticket.

How are these data calculated?

We have studied a sample of 8482 airfare prices from previous years for flights to the Azores (Ponta Delgada) from Chicago and can thus establish precise and credible price variation trends based on different parameters. Of course, prices can vary from year to year, but the seasonal aspect of this data (recurrence of school holidays, events... from year to year) makes these statistics quite reliable.

Average price depending on the departure month

Created with Highcharts 8.2.2 $725 $725 $691 $691 $838 $838 $835 $835 $974 $974 $1134 $1134 $1109 $1109 $1065 $1065 $853 $853 $783 $783 $731 $731 $853 $853Average price of round-trip airfare in USD according to the departure monthjan.feb.mar.apr.mayjun.jul.aug.sep.oct.nov.dec.500600700800900100011001200

Data analysis:

By leaving in february, the price of the plane ticket will statistically be the cheapest ($ 691, saving $ 193 compared to the average price over the year which is $ 883). Conversely, june will be the most expensive ($ 1134).

Flight Chicago-Azores (Ponta Delgada): when is the best time to go for the best price?

Month Good price* Average price Our opinion
January$ 650 $ 725 good price
February$ 623 $ 691 very good price
March$ 698 $ 838 fair price
April$ 774 $ 835 fair price
May$ 805 $ 974 fair price
June$ 1047 $ 1134 very high price
July$ 1025 $ 1109 high price
August$ 982 $ 1065 high price
September$ 736 $ 853 fair price
October$ 683 $ 783 good price
November$ 639 $ 731 good price
December$ 639 $ 853 fair price

*great price to buy your plane ticket: if you see this price or cheaper during your flight search, go for it and buy it!

Price breakdown to travel from Chicago to the Azores (Ponta Delgada)

Created with Highcharts 8.2.22%2%4%4%6%6%6%6%8%8%10%10%8%8%7%7%6%6%6%6%7%7%10%10%7%7%4%4%3%3%2%2%Percentage of plane tickets found at this price$490 to $545$545 to $599$599 to $654$654 to $708$708 to $762$762 to $817$817 to $871$871 to $926$926 to $980$980 to $1035$1035 to $1089$1089 to $1143$1143 to $1198$1198 to $1252$1252 to $1307$1307 to $1361024681012

Data analysis:

The prices for flights from Chicago to Azores (Ponta Delgada) range from $490 to $1361. 2% of tickets were purchased at the minimum price (from $490 to $545), 2% at the maximum price (from $1307 to $1361). The majority of plane tickets were purchased in the range of $1089 to $1143 (10% of tickets).

Cheapest airlines for the Chicago->Azores flight

There are 9 companies that serve Chicago from Azores (Ponta Delgada) airport: TAP, United, Spirit Airlines, jetBlue, Swiss, Lufthansa, Air Canada, Frontier Airlines and Porter Airlines.

Created with Highcharts 8.2.2TAP: 38 %TAP: 38 %United: 21 %United: 21 %Spirit Airlines: 14 %Spirit Airlines: 14 %jetBlue: 12 %jetBlue: 12 %Swiss: 3 %Swiss: 3 %Lufthansa: 3 %Lufthansa: 3 %Air Canada: 2 %Air Canada: 2 %Frontier Airlines: 1 %Frontier Airlines: 1 %Porter Airlines: 1 %Porter Airlines: 1 %

Data analysis:

Of the 8482 flights analyzed in previous years, TAP was the airline that offered the best fare most often in the flight ticket search results (38% of the time) on the Chicago->Azores route.

Which day of the week to leave?

Created with Highcharts 8.2.2 $ +20 $ +20 $ -23 $ -23 $ -14 $ -14 $ -43 $ -43 $ +31 $ +31 $ +4 $ +4 $ +36 $ +36Average airfare price according to the departure daya sundaya mondaya tuesdaya wednesdaya thursdaya fridaya saturday-60-40-2002040

Data analysis:

Statistically, Chicago-Azores (Ponta Delgada) flights departing on a wednesday are cheaper than on other days of the week. By choosing a wednesday as your departure date, you can save an average of $43. On the other hand, departing on a saturday may cost you an additional $36.

Which day of the week to come back?

Created with Highcharts 8.2.2 $ +23 $ +23 $ -41 $ -41 $ -43 $ -43 $ -20 $ -20 $ +51 $ +51 $ +12 $ +12 $ +19 $ +19Average airfare price based on the return daya sundaya mondaya tuesdaya wednesdaya thursdaya fridaya saturday-50-250255075

Data analysis:

Statistically, return flights from Azores (Ponta Delgada) to Chicago departing on a tuesday are cheaper than on other days of the week. By choosing a tuesday for your return date, you will save an average of $43. Conversely, departing from Azores (Ponta Delgada) on a thursday may cost you an additional $51.


Top prices Chicago-Azores (Ponta Delgada)

Round tripDatesPrice
Chicago → Ponta Delgada15-04 to 22-04-2025$ 742 
Chicago → Ponta Delgada03-05 to 10-05-2025$ 762 
Chicago → Ponta Delgada04-05 to 11-05-2025$ 767 
Chicago → Ponta Delgada09-05 to 16-05-2025$ 773 
Chicago → Ponta Delgada10-05 to 17-05-2025$ 757 
Chicago → Ponta Delgada12-05 to 19-05-2025$ 712 
Chicago → Ponta Delgada13-05 to 20-05-2025$ 720 
Chicago → Ponta Delgada23-09 to 30-09-2025$ 772 
Chicago → Ponta Delgada08-10 to 15-10-2025$ 661 
Chicago → Ponta Delgada11-01 to 18-01-2026$ 730 


When to book your flight Chicago - Azores (Ponta Delgada) to get the cheapest price?

Statistically, you will make the biggest savings by buying your plane ticket between 9 to 10 months in advance. However, you may end up paying a high price if you book between 6 to 7 months in advance.

Did you know: the price of plane tickets not only varies depending on how far in advance you book, but also on the day of the week you book! So, to maximize your chances of getting the best price for a Chicago-Azores flight, it is recommended to book your ticket on a sunday.

How far in advance should I buy my flight?

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Data analysis:

To get the cheapest flight ticket from Chicago to the Azores (Ponta Delgada), it is recommended to buy it 9 to 10 months before departure (it is then on average 794 $, which is a saving of 89 $ compared to the overall average price). On the other hand, if you buy your ticket 6 to 7 months in advance, you will pay the full price (173 $ more than the average price).

Depending on the departure month

The best time to buy your Chicago to the Azores (Ponta Delgada) flight ticket may vary depending on your departure month. Therefore, we offer you statistics on when to book your flight month by month.

Departure on... How far in advance should I book?
January

Best time: 1 to 2 months before departure (average price: 719 $)

February

Best time: 1 to 2 months before departure (average price: 672 $)

March

Best time: 1 to 2 months before departure (average price: 754 $)

April

Best time: 5 to 6 months before departure (average price: 810 $)

Other interesting period(s): 1 to 2 months ($ 831), 4 to 5 months ($ 831)

May

Best time: 3 to 4 months before departure (average price: 874 $)

Other interesting period(s): 0 to 1 month ($ 881), 6 to 7 months ($ 966)

June

Best time: 1 to 2 months before departure (average price: 995 $)

Other interesting period(s): 0 to 1 month ($ 1038), 7 to 8 months ($ 1123)

July

Best time: 1 to 2 months before departure (average price: 921 $)

Other interesting period(s): 2 to 3 months ($ 1030), 4 to 5 months ($ 1091), 8 to 9 months ($ 1105)

August

Best time: 1 to 2 months before departure (average price: 819 $)

Other interesting period(s): 0 to 1 month ($ 1038), 5 to 6 months ($ 1063)

September

Best time: 2 to 3 months before departure (average price: 675 $)

Other interesting period(s): 1 to 2 months ($ 776), 3 to 4 months ($ 694)

October

Best time: 2 to 3 months before departure (average price: 697 $)

Other interesting period(s): 1 to 2 months ($ 760)

November

Best time: 1 to 2 months before departure (average price: 696 $)

Other interesting period(s): 2 to 3 months ($ 730)

December

Best time: 2 to 3 months before departure (average price: 748 $)

What day of the week should I book my flight ticket?

Created with Highcharts 8.2.2 $ -30 $ -30 $ -13 $ -13 $ -3 $ -3 $ +15 $ +15 $ +11 $ +11 $ +6 $ +6 $ +19 $ +19Average price of plane ticket according to the booking daysundaymondaytuesdaywednesdaythursdayfridaysaturday-40-30-20-100102030

Data analysis:

Statistically, sunday is the day when plane tickets for Chicago->Azores are the cheapest. So, by buying your plane ticket on a sunday, you will save $30. Conversely, by buying it on a saturday, you may end up paying $19 more.



Chicago to the Azores (Ponta Delgada): flight price when booking today

Information: this data is not statistics but comes from real prices collected less than 7 days ago. Some months may not be available as we do not have enough data for them.

Month Current price
April 2025$ 969
$742 to $1245
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May 2025$ 879
$712 to $1472
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June 2025$ 997
$840 to $1228
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July 2025$ 974
$845 to $1174
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August 2025$ 902
$802 to $1240
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September 2025$ 858
$772 to $919
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October 2025$ 661
$661 to $661
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January 2026$ 730
$730 to $730
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Data analysis:

Compared to the average price, may, june, july, august and october are cheaper to travel to the Azores (Ponta Delgada). So it may be interesting to book now to leave during these months!



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