US$954️ Cheap Flights from Chicago to Syros Island (2024)

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Chicago to Syros Island - Flights Starting at US$954

Book one-way or return flights from Chicago to Syros Island from as little as US$954. Choose from the popular airlines below and book your flight today!

One way
Round-trip

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

We've found these cheap flights for you. You may book a one-way or round trip as per your needs.

We monitor flight fares to help you seize the best deals effortlessly

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

Cheapest airlines flights from Chicago to Syros Island

View airlines operating flights from Chicago to Syros Island. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

American Airlines

From US$954

Air France

From US$1,229

United Airlines

From US$1,239

Lot Polish Airlines

From US$1,259

Finnair

From US$2,478

TAP Air Portugal

From US$3,204

Iberia

From US$4,072

ANA airlines

Find more flights and airlines

Alternative Routes from Chicago to Syros Island

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Chicago to Syros Island.

Cheapest
ORD
20:45
32h 55m
2 transfer
JSY
13:40
O'Hare International Airport - Syros Island Airport
Fri, May 17American Airlines
US$954
ORD
20:45
32h 55m
2 transfer
JSY
13:40
O'Hare International Airport - Syros Island Airport
Fri, May 17American Airlines
US$954
Find More Flights

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 departure date and time of your selection. By analyzing data from all airlines, we've discovered that 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 $1,861.
What is the transportation method from the main airport to downtown in Syros Island?
- The distance from Syros Island Airport to downtown is about 2km. It takes about 20 minutes by taxi.

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.

Book Early

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Compare Flight Prices

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Look Out for Deals

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Check One-way Fares

Buying two cheap one-way flights can sometimes be a better deal than a round-trip.

Try Different Dates

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