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MBJ → MDW
Which side of the plane to sit from Sangster International Airport (Montego Bay) to Chicago Midway International Airport (Chicago)?
Right Side of the Plane
The Right Side is superior for catching the final views of Jamaica, the diverse geography of Central Cuba, and the iconic Chicago skyline with Lake Michigan upon arrival.
Search flights from MBJ to MDW
Montego Bay
Stunning views of the Jamaican reefs and coastline immediately after takeoff.
Zapata Peninsula
Crossing over the massive biosphere reserve and wetlands on Cuba's southern coast.
Emerald Coast
Crystal clear waters and white sands of the Florida Panhandle near Destin.
Tennessee River
Winding blue waterways and lush green valleys of the southern Appalachian foothills.
Chicago Skyline
Breathtaking views of the Willis Tower and Lake Michigan during the final descent into Midway.
Sit on the right for the best chance of seeing the Chicago skyline. Mid-day flights offer the best clarity for Caribbean reefs, while winter flights often provide a clear view of the frozen Lake Michigan shoreline.
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Pinar del Río
The unique limestone hills and tobacco fields of western Cuba's lush interior.
Gulf Crossing
Expansive views of the Gulf of Mexico's deep blue waters and passing cargo ships.
Mobile Bay
The expansive bay and major industrial ports along the Alabama coastline.
Music City
Distant views of the Cumberland River and the urban center of Nashville, Tennessee.
The Heartland
The iconic agricultural grid patterns of southern Indiana and rural Illinois.
The left side is ideal for avoiding direct sun glare during afternoon northbound flights. On clear days, you may see the distant silhouette of the Appalachian Mountains to the far east as you cross Kentucky.
Get eSIMs for Jamaica
Get eSIMs for United StatesDistance: 2,752 km (1,710 miles)
Approximate Flight Time: 3 hrs 40 min
Departure: MBJ (18.503700256347656, -77.91339874267578)
Arrival: MDW (41.785999, -87.752403)
Route Type: International
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