It isn’t uncommon to book a trip with more than one destination. This is especially popular for travel to Europe. Who doesn’t want to visit Rome and Paris on the same trip? How about Madrid and Santorini? 

In order to do this, your travel plans will be multidimensional and not just round-trip so you’ll need to plan accordingly.

Through December 31, 2018, you can book a one-way in Iberia economy to Madrid from either New York, Chicago, or Boston for 8,500 Iberia Avios + $75 to $85 out of pocket, or a roundtrip between those US cities and the land of jamón and tapas for 17,000 Avios + $185 to $200 out of pocket. That's 50% off the standard price.

If you don't like gazpacho, it's not likely we'd be friends.