Find Cheap Flights from Chicago (CHI) to Grand Cayman (GCM) from
Many airlines offer flexible change policies
Earn BONUS+ rewardsOpens in a new window on top of your airline points
Enjoy exclusive promotions on the ebookers app!
Origin airport IATA code | CHI |
Destination airport IATA code | GCM |
Number of flight options | 1 |
Average flight time | 9 hours 4 mins |
Grand Cayman Flight Information
Traveling From | Chicago |
|---|---|
Origin Airport IATA Code | CHI |
Traveling To | Grand Cayman |
Destination Airport IATA Code | GCM |
Number of Airlines Serving | |
Available Airlines | |
Distance | |
Direct Flight Time | |
Flight Price |
Need a car after flight from Chicago to Grand Cayman
Economy
Chevrolet Spark or similar
Compact
Ford Focus or similar
Midsize
Toyota Corolla or similar
SUV
Jeep Compass or similar
Place to stay after flight from Chicago to Grand Cayman
Hotel Indigo Grand Cayman by IHG
32 Seafire Way, Seven Mile Beach, West Bay
Dieses Hotel mit 4,5 Sternen im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Seven Mile Beach. Freu dich auf WLAN-Internetzugang (kostenlos), Parkservice ...
9.6/10 Exceptional! (286 reviews)
"Excelente atención todo Super limpio. Maravilloso hotel"
Reviewed on 2 Jul 2025
The Ritz-Carlton, Grand Cayman
West Bay Road, PO Box 32348 KY1-1209, Seven Mile Beach, Grand Cayman
Dieses Resort mit 5 Sternen im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Seven Mile Beach. Freu dich auf 2 Außenpools, Wellnessbereich und 5 ...
9.4/10 Exceptional! (998 reviews)
"Everyone was very nice and treated us like royalty"
Reviewed on 28 Jun 2025
Hampton by Hilton Grand Cayman Seven Mile Beach
22 Piper Way, Seven Mile Beach
Dieses Resort mit 4 Sternen bietet dir einen angenehmen Aufenthalt in Seven Mile Beach. Freu dich auf inbegriffenes Frühstück, Parken ohne Service (kostenlos) ...
9/10 Wonderful! (558 reviews)
"The Hampton in Grand Cayman was wonderful. All staff was amazing, friendly and helpful. Elenora at the front desk went above and beyond, helping our group at every turn. She made us feel like we were at a luxury hotel with her attention to details."
Reviewed on 30 Jun 2025
Save an average of 15% on thousands of hotels when you're signed in
Kimpton Seafire Resort + Spa by IHG
60 Tanager Way, Seven Mile Beach, Grand Cayman
Dieses Hotel mit 5 Sternen im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Seven Mile Beach. Freu dich auf WLAN-Internetzugang (kostenlos), Parken ...
9.8/10 Exceptional! (834 reviews)
"First time visiting the island and can’t say enough about the friendliness of EVERYONE! Hotel was absolutely beautiful and is so well taken care of. My only con is the pool is very small and the adult pool is extremely small. My husband and i are empty nesters and there were SO many young kids that ..."
Reviewed on 5 Jul 2025
The Westin Grand Cayman Seven Mile Beach Resort & Spa
Seven Mile Beach, P.O. Box 30620, Seven Mile Beach, Grand Cayman
Dieses Resort mit 4,5 Sternen im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Seven Mile Beach. Freu dich auf Wellnessbereich, 6 Restaurants und ...
8.8/10 Excellent! (1,003 reviews)
"Great spot"
Reviewed on 3 Jul 2025
The Locale Hotel Grand Cayman
455 West Bay Road, Seven Mile Beach, Grand Cayman
Dieses Hotel mit 3,5 Sternen in Strandnähe bietet dir einen angenehmen Aufenthalt in Seven Mile Beach. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang ...
9.4/10 Exceptional! (907 reviews)
"The Locale was a cute affordable safe place to stay for our vacation. The rooms were clean, breakfast was delicious, and there were some cool options within walking distance (Camana Bay). The street in front of the hotel is very busy so it's not as serene as I had hoped, there were no ice machines, ..."
Reviewed on 3 Jul 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Need more than a Flight from Chicago to Grand Cayman?
Chicago Airports
Other Flights to Grand Cayman
Top Trending
Top Trending
Flights
Flights from Atlanta to Mountain ViewFlights from Geneva to San DiegoFlights from Zürich to HonoluluFlights from Zürich to MauiFlights from Los Angeles to Las VegasFlights from San Francisco to Las VegasFlights from Zürich to ChicagoFlights from Zürich to DubaiFlights to OsakaFlights from Zürich to San DiegoFlights to Bora BoraFlights from Geneva to Las VegasFlights from New York to HonoluluFlights from Honolulu to MauiFlights from Zürich to Key WestFlights from Montreal to Cape CodFlights from Geneva to IstanbulFlights from Zürich to Las VegasFlights from Geneva to OttawaFlights to SwitzerlandFlights from Geneva to HonoluluFlights to EnglandFlights to KosovoFlights from Vancouver to HonoluluFlights from Basel to SplitFlights to Tropea
^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.ie from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.