Greek Islands & Cyprus 
in $710s-$880s RT
JakeJFC
This one’s gone - that’s how fast they move. Members see every flight we find as it happens so sign up today or sign in to get the latest!
Picking a Greek island is the easiest hard decision you'll ever have to make. On the one hand, they're all so ridiculously idyllic and it's impossible to choose. On the other hand, there's really no wrong answer!
Our recommendation? Pick a chain and do a little island hopping. Catching a ferry is relatively inexpensive (usually $30-$50), and you can put together a killer itinerary mixing famous spots with lesser-known hideaways.
Read on below for a quick intro to each island chain :-)
Taking off ✈️
Tip Published: Jun 23, 2026
Round trips to Cephalonia (EFL):
- Newark (EWR) - $776
- San Francisco (SFO) - $868
Round trips to Chania (CHQ):
- Chicago (ORD) - $820
- Los Angeles (LAX) - $831
- New York (JFK) - $727
- Newark (EWR) - $744
- Washington Dulles (IAD) - $870
Round trips to Corfu (CFU):
- Boston (BOS) - $817
- Chicago (ORD) - $728
- Los Angeles (LAX) - $788
- Orlando (MCO) - $832
- Seattle (SEA) - $851
- Tampa (TPA) - $885
- Washington Dulles (IAD) - $872
Round trips to Heraklion (HER):
- Boston (BOS) - $740
- Chicago (ORD) - $793
- Denver (DEN) - $770
- Las Vegas (LAS) - $772
- Los Angeles (LAX) - $748
- New York (JFK) - $719
- Newark (EWR) - $729
- Orlando (MCO) - $848
- Tampa (TPA) - $839
- Washington Dulles (IAD) - $831
Round trips to Kos (KGS):
- Boston (BOS) - $852
- New York (JFK) - $765
- Newark (EWR) - $754
Round trips to Larnaca (LCA):
- Dallas (DFW) - $754
- Denver (DEN) - $742
- Tampa (TPA) - $816
Round trips to Mykonos (JMK):
- Boston (BOS) - $823
- Chicago (ORD) - $739
- Tampa (TPA) - $861
Round trips to Rhodes (RHO):
- Boston (BOS) - $811
- Chicago (ORD) - $822
- Los Angeles (LAX) - $840
- Newark (EWR) - $746
- Orlando (MCO) - $858
Round trips to Santorini (JTR):
- Boston (BOS) - $781
- Tampa (TPA) - $848
Round trips to Zakynthos (ZTH):
- Washington Dulles (IAD) - $855
Our goal is supercharging your travel experiences, that's why you won't find ads or sponsored content in our Flight Guides. We might earn a little commission through Skyscanner links, but our opinions aren't for sale. A Flight only makes the cut because we think it's worth taking.
How to Book
We've archived the booking information because we noticed availability has changed or the fares have gone up since it was first published. The inspiration is yours to keep 🙂
