$286+ Cheap flights from the Cayman Islands to Midway (MDW)
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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Cayman Islands to Midway 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 Cayman Islands to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Cayman Islands (KY0) to Midway (MDW). 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 January 17, 2025.
Round-trip from | $487 (Kiwi.com) |
|---|---|
One-way from | $286 (Kiwi.com) |
Find flight deals from Cayman Islands to Midway
Cheapest flights from Cayman Islands to MidwayExplore the most affordable flight options available from Cayman Islands to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 17, 2025.
Explore the most affordable flight options available from Cayman Islands to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 17, 2025.
This Kiwi.com deal was found by Cheapflights users on 1/15. 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 Delta deal was found by Cheapflights users on 1/15. 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 Southwest deal was found by Cheapflights users on 1/15. 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 Mytrip deal was found by Cheapflights users on 1/15. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Find flights from Cayman Islands to Midway within your budget
Customize your flight search to find flights from Cayman Islands to Midway 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 January 17, 2025.
Fly from
Fly to
Route
Depart
Return
Price
George TownChicago
GCM - MDW
GCMMDW
George Town Owen Roberts Intl
Tue 3/4
11:30 am-3:13 pm
1 stop28h 43m
Chicago Midway
Thu 3/6
7:25 am-11:40 am
1 stop27h 15m
George TownChicago
GCM - MDW
GCMMDW
George Town Owen Roberts Intl
Tue 3/4
1:50 pm-9:20 am
2 stops20h 30m
Chicago Midway
Thu 3/6
5:10 pm-12:50 pm
2 stops18h 40m
George TownChicago
GCM - MDW
GCMMDW
George Town Owen Roberts Intl
Tue 2/4
2:04 pm-10:20 pm
1 stop9h 16m
Chicago Midway
Thu 2/6
6:00 am-12:38 pm
1 stop5h 38m
George TownChicago
GCM - MDW
GCMMDW
George Town Owen Roberts Intl
Tue 3/4
11:30 am-3:13 pm
1 stop28h 43m
George TownChicago
GCM - MDW
GCMMDW
George Town Owen Roberts Intl
Thu 3/6
1:45 pm-11:20 pm
1 stop10h 35m
George TownChicago
GCM - MDW
GCMMDW
George Town Owen Roberts Intl
Wed 1/22
2:04 pm-10:20 pm
1 stop9h 16m
Best time to book a flight from Cayman Islands to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Cayman Islands with our price prediction graph.
Travel insights for flights from Cayman Islands to Midway
Get recent, data-driven insights about flights from Cayman Islands to Midway including ideal travel times, pricing trends, and more.
Rainfall in Midway by month
Plan your trip to Midway by taking into account the average rainfall totals by month.
In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.
Temperature in Midway by month
Plan your trip to Midway by taking into account the average temperature totals by month.
If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. 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 Midway. Reviews last updated January 17, 2025.
Overall
Boarding
Food
Crew
Entertainment
Comfort
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.
Overall
Boarding
Food
Crew
Entertainment
Comfort
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.
Overall
Boarding
Food
Crew
Entertainment
Comfort
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.