$424 Cheap United flights Chicago (ORD) to Tortola (EIS)

Landing cheap one-way United Airlines flights from ORD to EIS from $424 on Expedia couldn't be simpler — just filter by "Price (lowest to highest)." Alternatively, check out our budget-friendly return fares from $876 for your next exciting vacation.**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.

Snagging the best United Airlines deals from ORD to EIS often comes down to booking at the right time. You can save 17% on international flights when you book 18 to 29 days before takeoff instead of four to five months ahead. As an added bonus, you can pocket 17% on average by buying your tickets on a Sunday compared to a Friday, which is often the most expensive day to book.* It's smart to kick off your flight search about one month before your travel dates.*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.

Filter your results by "Early Morning" and "Morning" to see the earliest flights from ORD to EIS. Leaving early means you're 20% less likely to experience cancellations.**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.

Journey from ORD to EIS with United Airlines and you can look forward to a host of benefits including a rewarding loyalty program. When booking through Expedia as a United Mileage Plus and One Key™ member, you may also earn OneKeyCash™* to use on select future travel purchases.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.