Photo by Cayman Islands Department of Tourism
Popular airlines from Chicago to Grand Cayman
Jetstar
Qantas Airways
Virgin Australia
Scoot
American Airlines
Emirates
United
- Plan, book, fly with confidence
- Be in the knowGet alerts if flight prices drop or rise*
- Book smarterSave up to 35% on select hotels after you book a flight*
Expedia's Latest Trends
Hotels
- Hotels in Seven Mile Beach
- La Quinta Inn & Suites by Wyndham Boston Somerville
- Tasman Holiday Parks - Albany
- The Ophir Hotel
- Tokyu Stay Shinjuku
- Poinciana Lodge 001
- Madison Hotel Tower Mill
- Pullman Phuket Karon Beach Resort
- Hotels in Melbourne
- Pacific Monarch Hotel
- The Dolphin Apartments
- Holiday Inn Mauritius Mon Tresor by IHG
Flights
- Flights from Honolulu to Maui
- Flights from Seeduwa - Katunayake (CMB) to Sepang (KUL)
- Flights from Canberra (CBR) to Dubbo (DBO)
- Flights from Washington (DCA) to Los Angeles (LAX)
- Flights from Innisfail
- Flights from Melbourne to Maui
- Flights from Madrid (MAD) to Barcelona (BCN)
- Flights from Corfield (WIN) to Brisbane (BNE)
- Flights from Sydney (SYD) to Athens (ATH)
General
*Available to Expedia members.