Yes, this type of booking is known in the travel industry as an "Open-Jaw" flight, and it is a common strategy for travelers who want to explore a region without backtracking. For example, you can fly from New York to London and return to New York from Paris. Most major airline websites and search engines like Google Flights or Expedia offer a "Multi-City" or "Open-Jaw" search option to facilitate this. This is often more cost-effective than booking two separate one-way tickets, as airlines generally price open-jaw itineraries similarly to traditional round trips. It is also possible to book a "Double Open-Jaw," where you fly from New York to London and return from Paris to Boston. This flexibility is ideal for European tours or cross-country road trips. When booking an open-jaw, it is important to check if the airline considers the cities to be within the same "region," as this impacts the fare. In 2026, many loyalty programs allow you to book open-jaw award flights with points, making it an excellent way to maximize value while seeing more destinations in a single vacation.