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Flights from Chicago to Syros Island
Cheap flight deals from Chicago to Syros Island Starting at AED 2,254
We've found these cheap flights for you. You can book one-way or round-trip flight tickets.
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Round-trip
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One way
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ORD 21:3031h 25m2 stopsJSY 11:55Chicago - Syros Island | Mon, Mar 17 | Turkish AirlinesJSY 12:2529h 45m2 stopsORD 11:10Syros Island - Chicago | Mon, Mar 24 | SKY expressAED 2,741 AED 3,43320% OFF20% OFFAED 3,433 AED 2,741
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ORD 23:3531h2 stopsJSY 13:35Chicago - Syros Island | Wed, Mar 26 | LufthansaJSY 11:1016h 45m2 stopsORD 19:55Syros Island - Chicago | Wed, Apr 2 | SKY expressAED 2,842 AED 3,43317% OFF17% OFFAED 3,433 AED 2,842
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ORD 17:2037h 15m2 stopsJSY 13:35Chicago - Syros Island | Wed, Mar 26 | Austrian AirlinesJSY 11:1034h 10m2 stopsORD 13:20Syros Island - Chicago | Wed, Apr 2 | SKY expressAED 2,842 AED 3,43317% OFF17% OFFAED 3,433 AED 2,842
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ORD 23:3531h2 stopsJSY 13:35Chicago - Syros Island | Wed, Mar 26 | United AirlinesJSY 11:1036h 45m2 stopsORD 15:55Syros Island - Chicago | Wed, Apr 2 | SKY expressAED 2,86017% OFFAED 3,433 AED 2,860
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MDW 09:5416h 51m2 stopsJSY 10:45Chicago - Syros Island | Tue, Apr 1 | Virgin AtlanticJSY 11:1035h 30m2 stopsORD 14:40Syros Island - Chicago | Tue, Apr 8 | SKY expressAED 2,88016% OFFAED 3,433 AED 2,880
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ORD 15:4537h 10m2 stopsJSY 11:55Chicago - Syros Island | Mon, Mar 17 | United AirlinesJSY 12:2538h2 stopsORD 19:25Syros Island - Chicago | Mon, Mar 24 | SKY expressAED 2,91015% OFFAED 3,433 AED 2,910
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ORD 20:0532h 50m2 stopsJSY 11:55Chicago - Syros Island | Mon, Mar 17 | Swiss AirlinesJSY 12:2538h2 stopsORD 19:25Syros Island - Chicago | Mon, Mar 24 | SKY expressAED 2,95614% OFFAED 3,433 AED 2,956
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ORD 07:0519h 40m2 stopsJSY 10:45Chicago - Syros Island | Tue, Apr 1 | Delta Air LinesJSY 11:1035h 50m2 stopsORD 15:00Syros Island - Chicago | Tue, Apr 8 | SKY expressAED 2,96514% OFFAED 3,433 AED 2,965
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ORD 13:3537h 10m2 stopsJSY 10:45Chicago - Syros Island | Sun, Mar 30 | Virgin AtlanticJSY 14:0539h 56m2 stopsORD 22:01Syros Island - Chicago | Sun, Apr 6 | SKY expressAED 3,01812% OFFAED 3,433 AED 3,018
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ORD 19:5030h 55m2 stopsJSY 10:45Chicago - Syros Island | Sun, Apr 20 | Turkish AirlinesJSY 14:0527h 35m2 stopsORD 09:40Syros Island - Chicago | Sun, Apr 27 | SKY expressAED 3,1249% OFFAED 3,433 AED 3,124
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CHI 13:0017h 25m1 stopsJSY Invalid DateChicago - Syros Island | Tue, Mar 18 | Normal AirlineJSY 15:006hNonstopCHI 16:00Syros Island - Chicago | Thu, Mar 20 | Normal AirlineFind More FlightsFind More Flights
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ORD 11:4917h 6m2 stopsJSY 11:55Chicago - Syros Island | Tue, Mar 18 | United AirlinesAED 2,254 AED 3,18928% OFF28% OFFAED 3,189 AED 2,254
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ORD 11:2539h 20m2 stopsJSY 10:45Chicago - Syros Island | Mon, Apr 21 | Turkish AirlinesAED 2,284 AED 3,18928% OFF28% OFFAED 3,189 AED 2,284
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ORD 22:5531h 45m2 stopsJSY 13:40Chicago - Syros Island | Fri, Mar 28 | LOT Polish AirlinesAED 2,332 AED 3,18927% OFF27% OFFAED 3,189 AED 2,332
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ORD 21:4032h2 stopsJSY 13:40Chicago - Syros Island | Fri, Mar 28 | United AirlinesAED 2,35226% OFFAED 3,189 AED 2,352
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ORD 07:1521h 40m2 stopsJSY 11:55Chicago - Syros Island | Tue, Mar 18 | Delta Air LinesAED 2,52821% OFFAED 3,189 AED 2,528
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ORD 20:0534h 35m2 stopsJSY 13:40Chicago - Syros Island | Fri, Mar 28 | Swiss AirlinesAED 2,54920% OFFAED 3,189 AED 2,549
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ORD 22:2532h 15m2 stopsJSY 13:40Chicago - Syros Island | Fri, Mar 28 | LufthansaAED 2,55820% OFFAED 3,189 AED 2,558
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ORD 17:2537h 15m2 stopsJSY 13:40Chicago - Syros Island | Fri, Mar 28 | KLMAED 2,65817% OFFAED 3,189 AED 2,658
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ORD 16:0534h 40m2 stopsJSY 10:45Chicago - Syros Island | Mon, Apr 21 | United AirlinesAED 2,86610% OFFAED 3,189 AED 2,866
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ORD 17:4533h2 stopsJSY 10:45Chicago - Syros Island | Mon, Apr 21 | IberiaAED 2,9029% OFFAED 3,189 AED 2,902
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CHI 13:0017h 25m1 stopsJSY Invalid DateChicago - Syros Island | Tue, Mar 18 | Normal AirlineFind More FlightsFind More Flights
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.
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Frequently Asked Questions
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When are flight tickets from Chicago (CHI) to Syros Island (JSY) the cheapest?
Airlines adjust prices for flights from Chicago to Syros Island based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays. -
How much do flights from Chicago (CHI) to Syros Island (JSY) cost?
According to Trip.com's data, the lowest price is around AED 4,371. -
What is the transportation method from the main airport to downtown in Syros Island?
- The distance from Syros Island Airport to downtown is about 2 km, by taxi about 20 minutes.
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How many airports are there in Syros Island (JSY)?
There are 1 airport(s) near Syros Island (JSY): Syros Island Airport.
How to find a cheap flight from Chicago to Syros Island
Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Chicago to Syros Island. Book your flights at the right time and save more.
Being flexible with your dates to get the cheapest Chicago to Syros Island ticket.
Tap "Date" on flight search bar to get the calender for Chicago to Syros Island airfare over next 6 months in 2025.
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Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
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Flight Info | Chicago to Syros Island
Off-season for travel | April |
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Peak season for travel | March |
Flight distance | 8,864.31 km |
Popular airline | British Airways |
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