$317+ Cheap flights from Midway (MDW) to the Cayman Islands
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/8. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Midway to Cayman Islands with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Midway to Cayman Islands
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.
Round-trip from | $583 (Kiwi.com) |
|---|---|
One-way from | $317 (Delta) |
Find flight deals from Midway to Cayman Islands
Cheapest flights from Midway to Cayman IslandsExplore the most affordable flight options available from Midway to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.
Explore the most affordable flight options available from Midway to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.
This Kiwi.com deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Southwest deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This Delta deal was found by Cheapflights users on 12/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
This KAYAK deal was found by Cheapflights users on 12/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Midway to Cayman Islands within your budget
Customize your flight search to find flights from Midway to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 22, 2024.
Fly from
Fly to
Route
Depart
Return
Price
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Wed 3/19
3:14 pm-6:45 pm
1 stop27h 31m
George Town Owen Roberts Intl
Mon 3/24
2:00 pm-11:00 pm
1 stop9h 00m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Sat 5/3
6:40 am-12:10 pm
1 stop5h 30m
George Town Owen Roberts Intl
Thu 5/8
12:45 pm-10:40 pm
1 stop9h 55m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Tue 3/25
6:00 am-11:25 am
1 stop5h 25m
George Town Owen Roberts Intl
Tue 4/1
12:50 pm-10:27 pm
1 stop9h 37m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Sun 3/23
10:24 am-12:43 pm
2 stops26h 19m
George Town Owen Roberts Intl
Sun 3/30
1:50 pm-2:15 pm
2 stops24h 25m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Sat 2/8
6:00 am-12:38 pm
1 stop5h 38m
ChicagoGeorge Town
MDW - GCM
MDWGCM
Chicago Midway
Sat 2/8
11:25 am-1:43 pm
2 stops25h 18m
Best time to book a flight from Midway to Cayman Islands
Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Midway with our price prediction graph.
Travel insights for flights from Midway to Cayman Islands
Get recent, data-driven insights about flights from Midway to Cayman Islands including ideal travel times, pricing trends, and more.
Reviews of airlines servicing Cayman Islands
Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated December 22, 2024.
Read reviews from past customers who have flown Southwest and Delta from Chicago to Cayman Islands. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.
Comfort
Overall
Crew
Boarding
Food
Entertainment
Reviews
We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.