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Chicago to Sir Captain Charles Kirkconnell International Airport flight
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Cheap Flights from Chicago to Sir Captain Charles Kirkconnell International Airport

  • One way
  • Round-trip
      • ORD08:48
        8h 2m
        1 stop
        CYB17:50
        Chicago - Cayman Brac|Thu, Dec 19|United Airlines
        US$415US$488
        15% OFF
        15% OFF
        US$488US$415

        Choose United Airlines flights from Chicago to Cayman Brac.The one-way connecting flight with United Airlines departs from O'Hare International Airport on Thu, Dec 19, arriving at Sir Captain Charles Kirkconnell International Airport.One-way Prices start from US$415 including taxes and charges.

      • CHI13:00
        3h 5m
        Nonstop
        CYB14:00
        Chicago - Cayman Brac|Sun, Dec 8|United Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Chicago to Sir Captain Charles Kirkconnell International Airport

Frontier Airlines
From US$270
American Airlines
From US$342
United Airlines
From US$415
Jetblue Airways
From US$675

Find more flights and airlines

There are 2 airport(s) in Chicago. Discover the top routes now!

  • 24.74 km from downtown ChicagoClosest
    O'Hare International Airport
    Tickets From
    US$342
  • 12.76 km from downtown ChicagoCheapest
    Midway International Airport
    Tickets From
    US$270
Flight Schedule from Chicago to Sir Captain Charles Kirkconnell International Airport
Flight info.
Departure
Arrival
Weekly Schedule

  1. UA2289

    United Airlines

    06:45

    ORD

    3.0h

    09:42

    IAH

    -M-----
    Search

  2. UA753

    United Airlines

    12:29

    IAH

    2.9h

    16:25

    GCM

    SMTWTFS

  3. KX4003

    Cayman Airways

    07:25

    GCM

    0.7h

    08:05

    CYB

    SMTWTFS

  4. AA1411

    American Airlines

    07:00

    ORD

    3.1h

    11:08

    MIA

    SMTWTFS
    Search

  5. KX105

    Cayman Airways

    15:30

    MIA

    0.7h

    16:10

    GCM

    -MTW-F-

  6. KX4009

    Cayman Airways

    17:10

    GCM

    0.7h

    17:50

    CYB

    SMTWTFS

  7. AA460

    American Airlines

    08:20

    ORD

    3.3h

    12:37

    MIA

    SMTWTFS
    Search

  8. KX109

    Cayman Airways

    18:00

    MIA

    0.7h

    18:40

    GCM

    ------S

  9. KX4003

    Cayman Airways

    07:25

    GCM

    0.7h

    08:05

    CYB

    SMTWTFS

  10. UA322

    United Airlines

    08:39

    ORD

    3.9h

    13:35

    GCM

    -----F-
    Search

  11. KX4003

    Cayman Airways

    07:25

    GCM

    0.7h

    08:05

    CYB

    SMTWTFS

  12. UA322

    United Airlines

    08:39

    ORD

    3.9h

    13:35

    GCM

    -----F-
    Search

  13. KX4011

    Cayman Airways

    20:10

    GCM

    0.7h

    20:50

    CYB

    -----F-

  14. UA322

    United Airlines

    08:39

    ORD

    3.9h

    13:35

    GCM

    -----F-
    Search

  15. KX4009

    Cayman Airways

    17:10

    GCM

    0.7h

    17:50

    CYB

    SMTWTFS

  16. UA322

    United Airlines

    08:39

    ORD

    3.9h

    13:35

    GCM

    -----F-
    Search

  17. KX4426

    Cayman Airways

    17:10

    GCM

    0.9h

    18:05

    CYB

    ----T--

  18. UA2448

    United Airlines

    08:45

    ORD

    3.0h

    11:42

    IAH

    -MTWTF-
    Search

  19. UA753

    United Airlines

    12:29

    IAH

    2.9h

    16:25

    GCM

    SMTWTFS

  20. KX4003

    Cayman Airways

    07:25

    GCM

    0.7h

    08:05

    CYB

    SMTWTFS

  21. UA545

    United Airlines

    08:55

    ORD

    1.8h

    11:43

    IAD

    S-----S
    Search

  22. UA220

    United Airlines

    12:55

    IAD

    3.7h

    16:35

    GCM

    -----F-

  23. KX4003

    Cayman Airways

    07:25

    GCM

    0.7h

    08:05

    CYB

    SMTWTFS

  24. AA3123

    American Airlines

    17:35

    ORD

    3.3h

    21:51

    MIA

    ---WTFS
    Search

  25. KX103

    Cayman Airways

    10:00

    MIA

    1.7h

    11:40

    GCM

    S---T--

  26. KX4007

    Cayman Airways

    14:45

    GCM

    0.7h

    15:25

    CYB

    SMTWTFS
Find more flights and airlines

Flight Info of Flights from Chicago to Sir Captain Charles Kirkconnell International Airport

Cheapest nonstop flight price$415
Off-season for travelDecember
Peak season for travelOctober

FAQs for Chicago to Sir Captain Charles Kirkconnell International Airport Flights

  • When are flight tickets from Chicago (CHI) to Cayman Brac (CYB) the cheapest?

    Airlines adjust prices for flights from Chicago to Cayman Brac based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Chicago (CHI) to Cayman Brac (CYB) cost?

    According to Trip.com's data, the lowest price is around $1,334.

  • What is the transportation method from the main airport to downtown in Cayman Brac?

    • The distance from Sir Captain Charles Kirkconnell International Airport to downtown is about 8 km. It takes about 20 minutes by taxi.

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