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MDW destination photo
MBJ destination photo

MDWMBJ

Our Recommendation
8.5

Left Side of the Plane

The left side offers the most iconic views including the Chicago skyline on departure, the stunning turquoise waters of the Great Bahama Bank, and a scenic approach along the Jamaican coastline.

Left Side Highlights
8.5
🏙️

Chicago Skyline

Aerial views of the Loop, Willis Tower, and the Lake Michigan shoreline immediately after takeoff depending on the departure pattern.

🏖️

Florida Gold Coast

Detailed views of the Atlantic beaches and the dense urban corridor from West Palm Beach down to Miami.

💎

Great Bahama Bank

Breathtaking turquoise water and white sand patterns visible to the east as you fly past the Florida Straits.

⛰️

Sierra Maestra

The rugged, lush mountain ranges of eastern Cuba as the flight transits the island toward the Caribbean Sea.

🌴

Jamaica North Coast

Sweeping views of the green mountains and tropical coastline as the plane descends toward Sangster International.

Sit on the left for morning flights to keep the sun behind the plane, providing better lighting for photography. On departure from MDW, if the plane banks east, you will get a premier view of the downtown Chicago skyline. During the mid-flight crossing of the Caribbean, keep your eyes peeled for the distinct color change in the water near the Bahamas.

Right Side Highlights
7.9
🌽

Midwestern Patchwork

Geometric patterns of Illinois and Indiana farmland transitioning into the rolling hills of Kentucky and Tennessee.

🐊

The Everglades

The vast, shimmering wetlands of Southern Florida and the 'River of Grass' stretching toward the Gulf of Mexico.

🏝️

Florida Keys

Distal views of the island chain and the Seven Mile Bridge connecting the keys in the sparkling blue water.

🏘️

Central Cuba

Views of the rural landscapes, agricultural fields, and the southern coast of the island of Cuba.

🪸

Montego Bay Reefs

Stunning views of the coral reef systems and shallow lagoons surrounding the airport during the final approach.

The right side is excellent for catching the sunset on late afternoon flights. As you approach Montego Bay, the right side often gets a clearer view of the turquoise reef systems just before touchdown. Be aware that the afternoon sun can be quite intense on this side, so window shades may be necessary for part of the flight.

Top Activities in Montego Bay
Route Information

Distance: 2,752 km (1,710 miles)

Approximate Flight Time: 3 hrs 40 min

Departure: MDW (41.785999, -87.752403)

Arrival: MBJ (18.503700256347656, -77.91339874267578)

Route Type: International

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