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Cheap flight deals from Chicago to Syros Island Starting at AED 2,314

Whether you’re going for a one-way or round-trip to Syros Island, we’ve got you covered! Check out these different flight options from Chicago below.

  • One way
  • Round-trip
      • ORD22:55
        31h 45m
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|LOT Polish Airlines
        AED 2,314AED 5,199
        55% OFF
        55% OFF
        AED 5,199AED 2,314

        Choose LOT Polish Airlines flights from Chicago to Syros Island. The one-way connecting flight with LOT Polish Airlines departs from O'Hare International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 2,314 including taxes and charges.

      • ORD21:40
        32h
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|United Airlines
        AED 2,334AED 5,199
        55% OFF
        55% OFF
        AED 5,199AED 2,334

        Choose United Airlines flights from Chicago to Syros Island. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 2,334 including taxes and charges.

      • ORD20:05
        34h 35m
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|Swiss Airlines
        AED 2,530AED 5,199
        51% OFF
        51% OFF
        AED 5,199AED 2,530

        Choose Swiss Airlines flights from Chicago to Syros Island. The one-way connecting flight with Swiss Airlines departs from O'Hare International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 2,530 including taxes and charges.

      • ORD22:25
        32h 15m
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|Lufthansa
        AED 2,538
        AED 2,538

        Choose Lufthansa flights from Chicago to Syros Island. The one-way connecting flight with Lufthansa departs from O'Hare International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 2,538 including taxes and charges.

      • ORD17:25
        37h 15m
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|KLM
        AED 2,637
        AED 2,637

        Choose KLM flights from Chicago to Syros Island. The one-way connecting flight with KLM departs from O'Hare International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 2,637 including taxes and charges.

      • ORD18:00
        36h 40m
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|British Airways
        AED 3,084
        AED 3,084

        Choose British Airways flights from Chicago to Syros Island. The one-way connecting flight with British Airways departs from O'Hare International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 3,084 including taxes and charges.

      • ORD21:30
        33h 10m
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|Turkish Airlines
        AED 3,549
        AED 3,549

        Choose Turkish Airlines flights from Chicago to Syros Island. The one-way connecting flight with Turkish Airlines departs from O'Hare International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 3,549 including taxes and charges.

      • ORD06:17
        48h 23m
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|American Airlines
        AED 3,744
        AED 3,744

        Choose American Airlines flights from Chicago to Syros Island. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 3,744 including taxes and charges.

      • MDW14:25
        40h 15m
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|Southwest Airlines
        AED 3,794
        AED 3,794

        Choose Southwest Airlines flights from Chicago to Syros Island. The one-way connecting flight with Southwest Airlines departs from Midway International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 3,794 including taxes and charges.

      • ORD11:44
        42h 56m
        2 stops
        JSY13:40
        Fri, Mar 28|Chicago - Syros Island|Jetblue Airways
        AED 4,118
        AED 4,118

        Choose Jetblue Airways flights from Chicago to Syros Island. The one-way connecting flight with Jetblue Airways departs from O'Hare International Airport on Fri, Mar 28, arriving at Syros Island Airport. One-way Prices start from AED 4,118 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        JSY02:00 pm
        Thu, Feb 20|Chicago - Syros Island|LOT Polish Airlines
        Find More Flights
        Find More Flights

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

Chicago to Syros Island flight time & flight schedules

Flight info.
Departure
Arrival
Weekly Schedule

  1. TK186

    Turkish Airlines

    11:35

    ORD

    10.2h

    05:45

    IST

    S-TW-FS
    Search

  2. TK1843

    Turkish Airlines

    07:20

    IST

    1.6h

    08:55

    ATH

    SMTWTFS

  3. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--

  4. LX009

    Swiss Airlines

    19:05

    ORD

    8.8h

    10:50

    ZRH

    SMTWTFS
    Search

  5. LX1842

    Swiss Airlines

    21:10

    ZRH

    2.6h

    00:45

    ATH

    SMTWTFS

  6. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--

  7. LX009

    Swiss Airlines

    19:05

    ORD

    8.8h

    10:50

    ZRH

    SMTWTFS
    Search

  8. LX1838

    Swiss Airlines

    12:05

    ZRH

    2.7h

    15:45

    ATH

    SMTWTFS

  9. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--

  10. TK006

    Turkish Airlines

    19:50

    ORD

    10.8h

    14:40

    IST

    SMTWTFS
    Search

  11. TK9195

    Turkish Airlines

    20:50

    IST

    1.5h

    22:20

    ATH

    SMTWTFS

  12. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--

  13. TK006

    Turkish Airlines

    19:50

    ORD

    10.8h

    14:40

    IST

    SMTWTFS
    Search

  14. TK1843

    Turkish Airlines

    07:20

    IST

    1.6h

    08:55

    ATH

    SMTWTFS

  15. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--

  16. TK006

    Turkish Airlines

    19:50

    ORD

    10.8h

    14:40

    IST

    SMTWTFS
    Search

  17. TK1845

    Turkish Airlines

    18:55

    IST

    1.6h

    20:30

    ATH

    SMTWTFS

  18. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--

  19. BA296

    British Airways

    21:15

    ORD

    7.8h

    11:00

    LHR

    SMTWTFS
    Search

  20. BA632

    British Airways

    13:25

    LHR

    3.8h

    19:10

    ATH

    SMTWTFS

  21. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--

  22. UA8854

    United Airlines

    21:40

    ORD

    8.5h

    13:10

    MUC

    S-TWTFS
    Search

  23. LH1756

    Lufthansa

    19:15

    MUC

    2.4h

    22:40

    ATH

    SMTWTFS

  24. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--

  25. UA8854

    United Airlines

    21:40

    ORD

    8.5h

    13:10

    MUC

    S-TWTFS
    Search

  26. UA9524

    United Airlines

    19:15

    MUC

    2.4h

    22:40

    ATH

    SMT-TFS

  27. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--

  28. LO004

    LOT Polish Airlines

    21:55

    ORD

    8.9h

    13:50

    WAW

    SMTWTF-
    Search

  29. LO603

    LOT Polish Airlines

    14:15

    WAW

    2.7h

    17:55

    ATH

    SM-W-F-

  30. GQ020

    SKY express

    10:10

    ATH

    0.6h

    10:45

    JSY

    S-T-T--
Find more flights and airlines

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

Explore the best time to buy affordable tickets to Syros Island with our price trend chart, which predicts how flight prices will change in the coming weeks from previous data.

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 6,494.

  • 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

If you leave it until the last minute and forget to check some of the key information when booking tickets, prices can often end up skyrocketing. Below, you can find our top tips for getting the best value flights – from changing dates to chasing deals, there are plenty ways to keep your next trip affordable.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Info | Chicago to Syros Island

Off-season for travelJanuary
Peak season for travelMarch
Flight distance8,864.31 km
Popular airlineUnited Airlines

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