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Santorini

$689+ Cheap flights from Chicago (CHI) to Thera (JTR)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — JTR
Jun 15 — Jun 221
Mon 6/15
Mon 6/22
1 adult, Economy
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Cheap flight deals from Chicago to Santorini

Cheapest flights from Chicago to Santorini
Explore the most affordable flight options available from Chicago to Santorini. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 16, 2026.

This Mytrip deal was found by Cheapflights users on 5/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2911:05 am
ORD
-
JTR
2 stops27h 40m
Multiple Airlines
Mon 7/68:30 am
JTR
-
ORD
2 stops17h 45m
Multiple Airlines
Deal found 5/15$936
This Kiwi.com deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/223:45 pm
ORD
-
JTR
2 stops22h 45m
Multiple Airlines
Sat 9/269:40 pm
JTR
-
ORD
1 stop24h 20m
Multiple Airlines
Deal found 5/13$1,008
This Mytrip deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/183:00 pm
ORD
-
JTR
1 stop22h 45m
Multiple Airlines
Tue 8/2511:50 pm
JTR
-
ORD
1 stop21h 20m
Multiple Airlines
Deal found 5/14$1,017
This Mytrip deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/2211:05 am
ORD
-
JTR
2 stops28h 20m
Multiple Airlines
Tue 6/3011:50 pm
JTR
-
ORD
2 stops28h 02m
Multiple Airlines
Deal found 5/14$1,064
This Iberia deal was found by Cheapflights users on 5/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Iberia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/195:23 pm
ORD
-
JTR
2 stops20h 22m
Multiple Airlines
Wed 8/262:50 pm
JTR
-
ORD
2 stops26h 15m
Multiple Airlines
Deal found 5/13$1,076
This Mytrip deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/27:25 am
ORD
-
JTR
3 stops31h 05m
Multiple Airlines
Sun 6/78:20 am
JTR
-
ORD
3 stops43h 56m
Multiple Airlines
Deal found 5/14$1,084
This Justfly.com deal was found by Cheapflights users on 5/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/194:05 pm
ORD
-
JTR
1 stop16h 50m
Lufthansa
Wed 8/267:10 pm
JTR
-
ORD
2 stops25h 45m
Lufthansa
Deal found 5/12$1,092
This Mytrip deal was found by Cheapflights users on 5/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/13:45 pm
ORD
-
JTR
3 stops23h 20m
Multiple Airlines
Thu 7/911:50 pm
JTR
-
ORD
2 stops28h 02m
Multiple Airlines
Deal found 5/14$1,104

Find flight deals from Chicago to Santorini

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Santorini (JTR). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated May 16, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$936
(Mytrip)

One-way from

$689
(Kiwi.com)
Provider with most accurate pricing for Chicago (CHI)-Thera Santorini flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Thera Santorini flights.
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From Chicago (CHI) to Thera Santorini
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One-way flight from Chicago (CHI) to Thera Santorini
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Santorini that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 16, 2026.
Use the filters below to find and compare flights from Chicago to Thera that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Mon 6/22

11:05 am-11:25 pm

2 stops28h 20m

Thera Santorini

Tue 6/30

11:50 pm-7:59 pm

2 stops28h 09m

$1,102

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Thu 6/11

11:05 am-10:10 pm

2 stops27h 05m

Thera Santorini

Mon 6/15

5:30 pm-12:55 pm

2 stops27h 25m

$1,177
Quickest round-trip

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Thu 8/13

7:05 pm-6:10 pm

1 stop15h 05m

Thera Santorini

Fri 8/21

7:00 pm-12:35 pm

1 stop25h 35m

$1,206

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Sat 7/25

3:35 pm-11:05 pm

2 stops23h 30m

Thera Santorini

Sat 8/1

10:45 pm-8:16 pm

3 stops29h 31m

$1,228

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Wed 6/10

7:25 am-11:05 pm

3 stops31h 40m

Thera Santorini

Wed 6/17

1:35 pm-1:10 pm

3 stops31h 35m

$1,245

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Sun 8/9

7:05 pm-4:25 pm

1 stop13h 20m

Thera Santorini

Sat 8/15

3:55 pm-3:55 pm

1 stop32h 00m

$1,265

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Thu 8/13

3:35 pm-6:35 pm

1 stop19h 00m

Thera Santorini

Fri 8/21

7:25 pm-12:55 pm

2 stops25h 30m

$1,285

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Wed 7/15

4:40 pm-11:25 am

3 stops34h 45m

Thera Santorini

Sat 7/25

7:35 pm-11:50 am

2 stops24h 15m

$1,333

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Thu 8/13

5:28 am-12:50 pm

2 stops23h 22m

Thera Santorini

Fri 8/21

1:45 pm-9:26 am

2 stops27h 41m

$1,349
Cheapest one-way

ChicagoThera

ORD - JTR

ORDJTR

Chicago O'Hare Intl

Wed 5/20

9:40 pm-11:30 pm

2 stops41h 50m

$809

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/12

Showing 1-10 of 13 resultsSorted by cheapest first
1
2

Compare providers for flights from Chicago to Santorini

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Santorini in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
Trip.comPrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Thera flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Chicago-Thera flight deals on Cheapflights vs. Ovago >95% of the time. Price accuracy is based on data collected from Chicago-Thera flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Thera flights, Cheapflights users trust Ovago the most. Ovago has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Thera flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Santorini

Have a flexible travel schedule? Discover the best time to fly to Santorini from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Thera
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Santorini

Get insights into the airlines that provide service to Santorini. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Santorini. Reviews last updated May 16, 2026.
Peruse reviews from past customers who have flown with British Airways from Chicago to Thera to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
British Airways
6.7
Okay
7,982 reviews

Boarding

6.9

Overall

6.7

Food

6.4

Entertainment

6.4

Comfort

6.8

Crew

7.7

Reviews

1 / 20
10.0
Excellent

Viorica,Mar 2026

PHX - LHR

The food lately is just from poor to very poor. I bealeave that you can serve less quantities for more quality food. Exemple : at breakfast : omlete and vegetarian omlete ....I beleave with less work less personel could be provide some hummus and carrots and some boiled egss plus whatever snacks or drinks you wish....... Thank you in advance
British Airways
6.7
Okay
7,982 reviews
British Airways
6.7
Okay
7,982 reviews

Boarding

6.9

Overall

6.7

Food

6.4

Entertainment

6.4

Comfort

6.8

Crew

7.7

Reviews

1 / 20
10.0
Excellent

Viorica,Mar 2026

PHX - LHR

The food lately is just from poor to very poor. I bealeave that you can serve less quantities for more quality food. Exemple : at breakfast : omlete and vegetarian omlete ....I beleave with less work less personel could be provide some hummus and carrots and some boiled egss plus whatever snacks or drinks you wish....... Thank you in advance

Related info for your journey

Find useful and relevant information for your journey from Chicago to Santorini. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Thera from Chicago?

    Thera Santorini (JTR) is the airport you will fly into if you book a flight from Chicago to Thera. You should not have trouble finding flights to Santorini from Chicago; the airport handles an average of 0 inbound flights from Chicago per day. You should also have plenty of airline options to choose from since 1 airline has flights to the Thera airport from Chicago. It is only a 2.9 mi journey from Santorini (JTR) to Thera’s city center.

  • How long is the flight from Chicago to Thera?

    There are many flights that can get you from Chicago to Thera in 15h 05m. Fly via SWISS to get the fastest option. Chicago and Thera are separated by a distance of 5581 mi.

  • What is the cheapest airline to fly from Chicago to Thera round-trip?

    Cheapflights users have booked flights from Chicago to Thera round-trip from $333.

  • Can I find deals for flights from Chicago to Santorini that include hotel bookings?

    Yes. In addition to deals on Chicago to Santorini flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Santorini?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Santorini.

  • Can I find deals for business class flights from Chicago to Santorini?

    Yes. Cheapflights offers flight deals from Chicago to Santorini by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

See more FAQs

Traveling to a place near Thera?

Book flights to Thera if you plan to visit one of these locations
Oia
Kamari
Imerovigli

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Alternative routes for Chicago to Santorini

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Mykonos flights

Top airline flying from Chicago to Santorini

Discover the top airline that operate flights from Chicago to Santorini. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 16, 2026.
AirlineCheapestAverageFlexibilityOn-time
SWISSCheapest$333Average$1,130FlexibilityNo cancel feeOn-time79%

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