Cheap flights from Midway (MDW) to the Cayman Islands from $161

This is the cheapest one-way flight price, found on 5/31. Prices may vary by date and flight preferences.
MDW — GCM
Jun 6 — Jun 131

Cheap flights from Midway to Cayman Islands in June, July 2023

The best prices found for MDW to Cayman Islands flights for June, July

Midway to Cayman Islands 2023 flight deals

Cheap flights to Cayman Islands from Midway found for this year

Cheap Delta flights from Midway to Cayman Islands

One-way flights to Cayman Islands from Midway

The cheapest one-way flights from Midway to Cayman Islands

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Fly from

Any airport

Fly to

Any airport

Budget

$391 - $557

Route

Depart

Return

Price

Chicago MidwayGeorge Town Owen Roberts Intl

MDW - GCM

MDWGCM

Chicago Midway

Mon 9/11

1 stop5h 54m

George Town Owen Roberts Intl

Fri 9/15

1 stop8h 29m

Chicago MidwayGeorge Town Owen Roberts Intl

MDW - GCM

MDWGCM

Chicago Midway

Mon 9/11

1 stop5h 54m

George Town Owen Roberts Intl

Fri 9/15

2 stops19h 16m

Chicago MidwayGeorge Town Owen Roberts Intl

MDW - GCM

MDWGCM

Chicago Midway

Fri 11/10

2 stops18h 56m

George Town Owen Roberts Intl

Tue 11/14

1 stop6h 57m

Chicago MidwayGeorge Town Owen Roberts Intl

MDW - GCM

MDWGCM

Chicago Midway

Thu 8/17

1 stop5h 30m

George Town Owen Roberts Intl

Mon 8/21

1 stop10h 57m

Chicago MidwayGeorge Town Owen Roberts Intl

MDW - GCM

MDWGCM

Chicago Midway

Fri 6/16

1 stop5h 24m

George Town Owen Roberts Intl

Fri 6/23

1 stop11h 07m

Chicago MidwayGeorge Town Owen Roberts Intl

MDW - GCM

MDWGCM

Chicago Midway

Sun 8/27

1 stop5h 30m

George Town Owen Roberts Intl

Sun 9/3

2 stops19h 47m

Chicago MidwayGeorge Town Owen Roberts Intl

MDW - GCM

MDWGCM

Chicago Midway

Thu 6/29

1 stop16h 02m

George Town Owen Roberts Intl

Mon 7/3

1 stop17h 00m

Chicago MidwayGeorge Town Owen Roberts Intl

MDW - GCM

MDWGCM

Chicago Midway

Sun 7/23

1 stop20h 18m

George Town Owen Roberts Intl

Sat 7/29

1 stop7h 54m

Chicago MidwayGeorge Town Owen Roberts Intl

MDW - GCM

MDWGCM

Chicago Midway

Thu 6/29

1 stop16h 02m

George Town Owen Roberts Intl

Sun 7/2

1 stop18h 30m

Flights are sorted by cheapest first

Deals found on 5/31

Reviews of Airlines Servicing Cayman Islands

Delta
8.0
Very good
2,382 reviews

Entertainment

7.8

Food

7.2

Overall

8.0

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 10

I really enjoyed my Virgin Atlantic flight from New York JFK to London. The boarding started early and was very well organized. The team made us feel welcomed and comfortable.

Delta
8.0
Very good
2,382 reviews
Delta
8.0
Very good
2,382 reviews

Entertainment

7.8

Food

7.2

Overall

8.0

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 10

I really enjoyed my Virgin Atlantic flight from New York JFK to London. The boarding started early and was very well organized. The team made us feel welcomed and comfortable.

WestJet
7.1
Good
630 reviews
Delta
8.0
Very good
2,382 reviews

Entertainment

7.8

Food

7.2

Overall

8.0

Crew

8.5

Comfort

7.9

Boarding

8.1

Reviews

1 / 10

I really enjoyed my Virgin Atlantic flight from New York JFK to London. The boarding started early and was very well organized. The team made us feel welcomed and comfortable.

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