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Cheap flights from Grand Cayman to Midway (MDW) from $524

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/20. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
GCM — MDW
May 11 — May 181
From?
To?
Sat 5/11
Sat 5/18
1 adult, Economy
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What is the cheapest month to fly from Grand Cayman to Chicago Midway Airport?

The best pricing can be found in the month of November. Prices to Chicago Midway Airport from Grand Cayman average $577. You can even find prices in November for less than $577, as users have found deals to Chicago Midway Airport from as low as $373. The month of March appears to be one of the more expensive times to travel to Chicago Midway Airport from Grand Cayman. Flying in the targeted month can save you up to 83%.

When is the cheapest time to fly from Grand Cayman to Chicago Midway Airport (LAW - MDW)?

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Grand Cayman to Chicago Midway Airport as you normally would.

Cheap Delta flights from Grand Cayman to Midway

Explore cheap flight options specifically provided by Delta for the route between Grand Cayman and Midway. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Fri 8/212:50 pmGCM - MDW
2 stops19h 50mDelta
Mon 8/56:00 amMDW - GCM
1 stop5h 30mDelta
Deal found 5/6$744
Fri 8/212:50 pmGCM - MDW
1 stop8h 51mDelta
Mon 8/56:00 amMDW - GCM
1 stop5h 30mDelta
Deal found 5/6$759
Mon 5/2012:51 pmGCM - MDW
1 stop9h 10mDelta
Tue 6/46:00 amMDW - GCM
1 stop5h 31mDelta
Deal found 5/5$1,136

Cheap Grand Cayman to Midway flights in May & June 2024

Find cheap flight options from Grand Cayman to Midway specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Prices were last updated on May 6, 2024.
Fri 5/1012:51 pmGCM - MDW
1 stop9h 10mDelta
Tue 5/146:00 amMDW - GCM
1 stop5h 26mDelta
Deal found 5/6$938
Fri 5/1012:51 pmGCM - MDW
1 stop9h 10mDelta
Tue 5/149:32 amMDW - GCM
2 stops25h 54mDelta
Deal found 5/6$943
Fri 5/1012:51 pmGCM - MDW
1 stop21h 20mDelta
Tue 5/144:41 pmMDW - GCM
1 stop18h 45mDelta
Deal found 5/5$969
Fri 5/1012:51 pmGCM - MDW
2 stops27h 22mDelta
Tue 5/141:21 pmMDW - GCM
2 stops22h 05mDelta
Deal found 5/6$989

Grand Cayman to Midway 2024 flight deals

Discover exclusive flight deals for travel between Grand Cayman and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,689,106 searches. Data last updated May 6, 2024.
Fri 8/212:50 pmGCM - MDW
2 stops19h 50mDelta
Mon 8/56:00 amMDW - GCM
1 stop5h 30mDelta
Deal found 5/6$744
Fri 8/212:50 pmGCM - MDW
1 stop8h 51mDelta
Mon 8/56:00 amMDW - GCM
1 stop5h 30mDelta
Deal found 5/6$759
Fri 5/1012:51 pmGCM - MDW
1 stop9h 10mDelta
Tue 5/146:00 amMDW - GCM
1 stop5h 26mDelta
Deal found 5/6$938
Fri 5/1012:51 pmGCM - MDW
1 stop9h 10mDelta
Tue 5/149:32 amMDW - GCM
2 stops25h 54mDelta
Deal found 5/6$943
Fri 5/1012:51 pmGCM - MDW
1 stop21h 20mDelta
Tue 5/144:41 pmMDW - GCM
1 stop18h 45mDelta
Deal found 5/5$969
Fri 5/1012:51 pmGCM - MDW
2 stops27h 22mDelta
Tue 5/141:21 pmMDW - GCM
2 stops22h 05mDelta
Deal found 5/6$989

Find flights from Grand Cayman to Midway within your budget

Customize your flight search to find flights from Grand Cayman 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 2,689,106 searches. Data last updated May 6, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$524 - $1,136

Route

Depart

Return

Price

George Town Owen Roberts IntlChicago Midway

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Mon 5/20

1 stop8h 57m

Chicago Midway

Mon 6/3

1 stop20h 47m

$524

George Town Owen Roberts IntlChicago Midway

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Fri 8/2

2 stops19h 50m

Chicago Midway

Mon 8/5

1 stop5h 30m

$744

George Town Owen Roberts IntlChicago Midway

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Fri 8/2

1 stop8h 51m

Chicago Midway

Mon 8/5

1 stop5h 30m

$759

George Town Owen Roberts IntlChicago Midway

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Sun 5/19

1 stop13h 11m

Chicago Midway

Thu 5/23

1 stop21h 23m

$794

George Town Owen Roberts IntlChicago Midway

GCM - MDW

GCMMDW

George Town Owen Roberts Intl

Mon 5/20

1 stop9h 10m

Chicago Midway

Tue 6/4

1 stop5h 31m

$1,136

Flights are sorted by cheapest first

Deals found on 5/5

No data available for this route at this time. Please check back soon.

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 May 6, 2024.
Delta
8.1
Very good
10,818 reviews
Check prices

Entertainment

8.0

Overall

8.1

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Delta
8.1
Very good
10,818 reviews
Delta
8.1
Very good
10,818 reviews
Check prices

Entertainment

8.0

Overall

8.1

Food

7.4

Comfort

7.9

Boarding

8.2

Crew

8.6

Reviews

1 / 10

When I was going to board, one of the staff members told me that I could not board with my passport bag because it was tree items and I would need to check a bag. This was so stupid ! The bag was small. So I had to put my things in my pockets, put the funny bag inside the other bag. Then go throw it. Then in the plane put everything back again in my funny bag.

Related info for your journey

Find useful and relevant information for your journey from Grand Cayman to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find flights from Grand Cayman to Chicago Midway Airport for under $600 on Cheapflights?

    Yes, there are multiple flights from Grand Cayman to Chicago Midway Airport for under $600. The cheapest flight booked recently is on Multiple Airlines for just $524, but on average you can expect to pay $791.

  • What does GCM to MDW mean?

    GCM and MDW are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. GCM to MDW refers to a flight route from George Town Owen Roberts Intl Airport to Chicago Midway Airport.

  • Can I find deals for flights from Grand Cayman to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your Grand Cayman to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from Grand Cayman to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter Grand Cayman to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from Grand Cayman to Midway that include hotel bookings?

    Yes. In addition to deals on Grand Cayman to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Grand Cayman to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Grand Cayman to Midway.

  • Can I find deals for business class flights from Grand Cayman to Midway?

    Yes. Cheapflights offers flight deals from Grand Cayman to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from Grand Cayman to Midway that allow pets onboard?

    Many airlines flying from Grand Cayman to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from Grand Cayman to Midway?

    Yes, you can often find last-minute deals on Grand Cayman to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the Grand Cayman to Chicago Midway Airport flight deals updated?

    The Grand Cayman to Chicago Midway Airport flight deals you see on this page were last updated on 5/6.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.

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Search flights from Grand Cayman to Midway by cabin class

Find flights from Grand Cayman to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
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Fly with Cheapflights

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How does Cheapflights help users find flights from Grand Cayman to Midway?

When you search for this flight from Grand Cayman to Midway, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Grand Cayman to Midway?

Millions of users choose and trust Cheapflights to book the best flight deals from Grand Cayman to Midway for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Grand Cayman to Midway with no change fees?

Need flexible booking options for your flight to Midway from Grand Cayman? Don’t worry, Cheapflights have you covered. Use our search filter to only show flights with no change fees.

Can Cheapflights notify me if prices for flights from Grand Cayman to Midway become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Midway from Grand Cayman today and book when prices fit your budget.

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