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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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

When is the cheapest time to fly from Chicago to Syros Island?

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  • 16 23
  • 23 30

  • Apr

    30 6
  • 6 13
  • 13 20
  • 20 27

  • May

    27 4
  • 4 11
  • 11 18
  • 18 25

  • Jun

    25 1
  • 1 8
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • 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.

  • 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.
1
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.
2
Compare cheap Chicago to Syros Island flight deals from over hundreds of airlines.
Compare prices from over 500 airlines with our powerful search and find the cheapest flight tickets from Chicago to Syros Island.
3
Set up a Price Alert
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4
Don't miss cheap Chicago to Syros Island flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
5
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.
6
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Chicago to Syros Island to get exclusive deals for you.

Flight Info | Chicago to Syros Island

Off-season for travel April
Peak season for travel March
Flight distance 8,864.31 km
Popular airline British Airways

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