Flights from Grand Cayman Island to Chicago (GCM → MDW)

GCM
Grand Cayman Island
Grand Cayman, Cayman Islands
MDW
Chicago
Chicago Midway International, USA
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No direct flights found. Here are the 18 fastest 1-stop options.
viaAtlanta(ATL)
GCM→ATL+1h 30mATL→MDW
4h 32m
viaTampa(TPA)
GCM→TPA+1h 30mTPA→MDW
4h 32m
viaOrlando(MCO)
GCM→MCO+1h 30mMCO→MDW
4h 35m
viaMiami(MIA)
GCM→MIA+1h 30mMIA→MDW
4h 36m
viaFort Lauderdale(FLL)
GCM→FLL+1h 30mFLL→MDW
4h 37m
viaCharlotte(CLT)
GCM→CLT+1h 30mCLT→MDW
4h 41m
viaDetroit(DTW)
GCM→DTW+1h 30mDTW→MDW
4h 56m
viaMontego Bay(MBJ)
GCM→MBJ+1h 30mMBJ→MDW
5h 10m
viaBaltimore(BWI)
GCM→BWI+1h 30mBWI→MDW
5h 18m
viaHouston(IAH)
GCM→IAH+1h 30mIAH→MDW
5h 24m
viaPhiladelphia(PHL)
GCM→PHL+1h 30mPHL→MDW
5h 33m
viaDallas(DFW)
GCM→DFW+1h 30mDFW→MDW
5h 34m
viaAustin(AUS)
GCM→AUS+1h 30mAUS→MDW
5h 44m
viaNew York(EWR)
GCM→EWR+1h 30mEWR→MDW
5h 45m
viaMinneapolis(MSP)
GCM→MSP+1h 30mMSP→MDW
5h 45m
viaBoston(BOS)
GCM→BOS+1h 30mBOS→MDW
6h 21m
viaDenver(DEN)
GCM→DEN+1h 30mDEN→MDW
6h 57m
viaLos Angeles(LAX)
GCM→LAX+1h 30mLAX→MDW
9h 31m
Search all options on Kiwi.com → Total times include an estimated 90-minute layover. Actual times vary by airline and connection.

Frequently asked questions

Are there direct flights from Grand Cayman Island to Chicago? Currently, there are no direct flights from GCM to MDW. You may need to connect through another airport.

Related guides for this route

Sibling pages from across Flightmaps — fares, visa rules, country aggregations, and per-airline routes for Grand Cayman Island → Chicago.

Cheap flights from Grand Cayman Island to Chicago Cheapest month to fly to Chicago Flights from Cayman Islands Flights to USA Visa-free with Cayman Islands passport All airports in USA

Or try a nearby airport to Chicago

Flights from Grand Cayman Island (GCM) to other airports within 350 km of Chicago.

GCM → ORD 25 km from MDW Grand Cayman Island → Chicago USA · 282 destinations GCM → SBN 119 km from MDW Grand Cayman Island → South Bend USA · 22 destinations GCM → RFD 121 km from MDW Grand Cayman Island → Rockford USA · 8 destinations GCM → MKE 130 km from MDW Grand Cayman Island → Milwaukee USA · 34 destinations GCM → BMI 175 km from MDW Grand Cayman Island → Bloomington USA · 6 destinations

Other flights from Grand Cayman Island (GCM)

Atlanta (ATL) Austin (AUS) Baltimore (BWI) Boston (BOS) Cayman Brac Island (CYB) Charlotte (CLT) Chicago (ORD) Dallas (DFW) All 30 destinations →

Other flights from Chicago (MDW)

Aguascalientes (AGU) Albany (ALB) Albuquerque (ABQ) Asheville (AVL) Atlanta (ATL) Austin (AUS) Baltimore (BWI) Birmingham (BHM) All 97 destinations →