$313 Cheap United flights Chicago (ORD) to Culebra (CPX)

Finding cheap one-way United Airlines flights from ORD to CPX from $313 on Expedia is a breeze — just filter by "Price (lowest to highest)." Or check out our budget-friendly round-trip fares from $635 for your next getaway.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Check for United Airlines flights from ORD to CPX about one month before you want to go. The most affordable time to book an international flight is generally 18 to 29 days ahead of your travel date when you can save 17% versus booking four to five months in advance. Regardless of ticket type or itinerary, the best day of the week to book international airfare is usually Sunday. Friday can be the most expensive. Travelers who book on a Sunday can save an average of 17% compared to those who book on a Friday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.

Browse United Airlines's earliest flights from ORD to CPX by selecting the "Early Morning" and "Morning" filters. Not only will you get to your destination sooner, early departures are also 20% less likely to be canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.

A rewarding loyalty program and the ability to collect points through United Mileage Plus are the start of the reasons to travel from ORD to CPX with United Airlines. Plus, when you join Expedia's free One Key™ program, you can earn OneKeyCash™* in addition to any airline loyalty program earnings. It's yours to spend on future bookings.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.