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

The average price to go to Santorini from Chicago airport is $ 1017 (round trip). However, there are variations depending on the departure month. Thus, it is possible to pay for your plane ticket on average between $ 829 (in october) and $ 1379 (in july), which is a saving of $ 188 or a surplus of $ 362 (compared to the average price) depending on the period you leave.

The analysis of all prices reveals that the most frequent price is between $774 to $829 and it is generally more economical to leave on a wednesday and return on a wednesday 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 Santorini 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-Santorini plane ticket.

How are these data calculated?

We have studied a sample of 12658 airfare prices from previous years for flights to Santorini 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 $950 $950 $892 $892 $965 $965 $855 $855 $977 $977 $1223 $1223 $1379 $1379 $1038 $1038 $957 $957 $829 $829 $962 $962 $1176 $1176Average price of round-trip airfare in USD according to the departure monthjan.feb.mar.apr.mayjun.jul.aug.sep.oct.nov.dec.6008001000120014001600

Data analysis:

By leaving in october, the price of the plane ticket will statistically be the cheapest ($ 829, saving $ 188 compared to the average price over the year which is $ 1017). Conversely, july will be the most expensive ($ 1379).

Flight Chicago-Santorini: when is the best time to go for the best price?

Month Good price* Average price Our opinion
January$ 833 $ 950 good price
February$ 824 $ 892 good price
March$ 836 $ 965 good price
April$ 757 $ 855 good price
May$ 820 $ 977 good price
June$ 1044 $ 1223 high price
July$ 1112 $ 1379 very high price
August$ 868 $ 1038 fair price
September$ 788 $ 957 good price
October$ 722 $ 829 very good price
November$ 845 $ 962 good price
December$ 912 $ 1176 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 Santorini

Created with Highcharts 8.2.21%1%3%3%7%7%9%9%12%12%11%11%10%10%8%8%6%6%5%5%5%5%4%4%4%4%3%3%3%3%2%2%1%1%1%1%Percentage of plane tickets found at this price$553 to $608$608 to $664$664 to $719$719 to $774$774 to $829$829 to $885$885 to $940$940 to $995$995 to $1050$1050 to $1106$1106 to $1161$1161 to $1216$1216 to $1271$1271 to $1327$1327 to $1382$1382 to $1437$1437 to $1492$1492 to $154802468101214

Data analysis:

The prices for flights from Chicago to Santorini range from $552 to $1548. 1% of tickets were purchased at the minimum price (from $553 to $608), 1% at the maximum price (from $1492 to $1548). The majority of plane tickets were purchased in the range of $774 to $829 (12% of tickets).

Cheapest airlines for the Chicago->Santorini flight

There are 18 companies that serve Chicago from Santorini airport: Spirit Airlines, United, British Airways, Turkish Airlines, Lufthansa, TAP, Frontier Airlines, Swiss, Finnair, Icelandair, SAS, Iberia, Air Canada, Porter Airlines, jetBlue, Austrian Airlines, American Airlines and LOT.

Created with Highcharts 8.2.2Spirit Airlines: 14 %Spirit Airlines: 14 %United: 14 %United: 14 %British Airways: 11 %British Airways: 11 %Turkish Airlines: 7 %Turkish Airlines: 7 %Lufthansa: 7 %Lufthansa: 7 %TAP: 6 %TAP: 6 %Frontier Airlines: 5 %Frontier Airlines: 5 %Swiss: 5 %Swiss: 5 %Finnair: 4 %Finnair: 4 %Icelandair: 4 %Icelandair: 4 %

Data analysis:

Of the 12658 flights analyzed in previous years, Spirit Airlines was the airline that offered the best fare most often in the flight ticket search results (14% of the time) on the Chicago->Santorini route.

Which day of the week to leave?

Created with Highcharts 8.2.2 $ -32 $ -32 $ -17 $ -17 $ -4 $ -4 $ -65 $ -65 $ +19 $ +19 $ +87 $ +87 $ +13 $ +13Average airfare price according to the departure daya sundaya mondaya tuesdaya wednesdaya thursdaya fridaya saturday-75-50-250255075100

Data analysis:

Statistically, Chicago-Santorini 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 $65. On the other hand, departing on a friday may cost you an additional $87.

Which day of the week to come back?

Created with Highcharts 8.2.2 $ +107 $ +107 $ -23 $ -23 $ -21 $ -21 $ -92 $ -92 $ -58 $ -58 $ +55 $ +55 $ +26 $ +26Average airfare price based on the return daya sundaya mondaya tuesdaya wednesdaya thursdaya fridaya saturday-150-100-50050100150

Data analysis:

Statistically, return flights from Santorini to Chicago departing on a wednesday are cheaper than on other days of the week. By choosing a wednesday for your return date, you will save an average of $92. Conversely, departing from Santorini on a sunday may cost you an additional $107.


Top prices Chicago-Santorini

Round tripDatesPrice
Chicago → Santorini19-04 to 26-04-2025$ 751 
Chicago → Santorini01-05 to 05-05-2025$ 638 
Chicago → Santorini08-05 to 13-05-2025$ 618 
Chicago → Santorini09-05 to 17-05-2025$ 676 
Chicago → Santorini12-05 to 19-05-2025$ 662 
Chicago → Santorini13-05 to 20-05-2025$ 610 
Chicago → Santorini14-05 to 21-05-2025$ 752 
Chicago → Santorini15-05 to 22-05-2025$ 675 
Chicago → Santorini19-08 to 31-08-2025$ 661 
Chicago → Santorini07-11 to 14-11-2025$ 645 


When to book your flight Chicago - Santorini to get the cheapest price?

Statistically, you will make the biggest savings by buying your plane ticket between 1 to 2 months in advance. However, you may end up paying a high price if you book between 11 to 12 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-Santorini flight, it is recommended to book your ticket on a friday.

How far in advance should I buy my flight?

Created with Highcharts 8.2.2 $1070 $1070 $941 $941 $975 $975 $1024 $1024 $1106 $1106 $1116 $1116 $1109 $1109 $1041 $1041 $1005 $1005 $1024 $1024 $1033 $1033 $1201 $1201Average airfare price based on the number of months between booking and flight0 to 1 month1 to 2 months2 to 3 months3 to 4 months4 to 5 months5 to 6 months6 to 7 months7 to 8 months8 to 9 months9 to 10 months10 to 11 months11 to 12 months8009001000110012001300

Data analysis:

To get the cheapest flight ticket from Chicago to Santorini, it is recommended to buy it 1 to 2 months before departure (it is then on average 941 $, which is a saving of 76 $ compared to the overall average price). On the other hand, if you buy your ticket 11 to 12 months in advance, you will pay the full price (184 $ more than the average price).

Depending on the departure month

The best time to buy your Chicago to Santorini 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: 856 $)

February

Best time: 1 to 2 months before departure (average price: 854 $)

March

Best time: 2 to 3 months before departure (average price: 922 $)

Other interesting period(s): 1 to 2 months ($ 936)

April

Best time: 1 to 2 months before departure (average price: 792 $)

Other interesting period(s): 2 to 3 months ($ 835)

May

Best time: 1 to 2 months before departure (average price: 889 $)

Other interesting period(s): 2 to 3 months ($ 938), 3 to 4 months ($ 959)

June

Best time: 1 to 2 months before departure (average price: 1106 $)

Other interesting period(s): 0 to 1 month ($ 1198), 2 to 3 months ($ 1161), 9 to 10 months ($ 1193)

July

Best time: 1 to 2 months before departure (average price: 1308 $)

Other interesting period(s): 0 to 1 month ($ 1351), 6 to 7 months ($ 1343)

August

Best time: 1 to 2 months before departure (average price: 950 $)

Other interesting period(s): 2 to 3 months ($ 1012), 3 to 4 months ($ 1022), 7 to 8 months ($ 999)

September

Best time: 2 to 3 months before departure (average price: 877 $)

Other interesting period(s): 1 to 2 months ($ 882), 3 to 4 months ($ 910), 4 to 5 months ($ 929), 9 to 10 months ($ 943)

October

Best time: 6 to 7 months before departure (average price: 752 $)

Other interesting period(s): 1 to 2 months ($ 803), 2 to 3 months ($ 812), 3 to 4 months ($ 820), 5 to 6 months ($ 780), 7 to 8 months ($ 792), 8 to 9 months ($ 773)

November

Best time: 3 to 4 months before departure (average price: 881 $)

Other interesting period(s): 1 to 2 months ($ 901), 2 to 3 months ($ 886)

December

Best time: 0 to 1 month before departure (average price: 1123 $)

Other interesting period(s): 1 to 2 months ($ 1148)

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

Created with Highcharts 8.2.2 $ +10 $ +10 $ +7 $ +7 $ +5 $ +5 $ -4 $ -4 $ -4 $ -4 $ -8 $ -8 $ +2 $ +2Average price of plane ticket according to the booking daysundaymondaytuesdaywednesdaythursdayfridaysaturday-10-5051015

Data analysis:

Statistically, friday is the day when plane tickets for Chicago->Santorini are the cheapest. So, by buying your plane ticket on a friday, you will save $8. Conversely, by buying it on a sunday, you may end up paying $10 more.



Chicago to Santorini: 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$ 743
$734 to $751
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May 2025$ 822
$594 to $2950
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June 2025$ 1050
$912 to $1167
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July 2025$ 1007
$946 to $1046
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August 2025$ 880
$661 to $1053
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September 2025$ 881
$881 to $881
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October 2025$ 855
$793 to $929
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November 2025$ 645
$645 to $645
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January 2026$ 885
$885 to $885
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Data analysis:

Compared to the average price, april, may, june, july, august, september, november and january are cheaper to travel to Santorini. So it may be interesting to book now to leave during these months!



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