Loading map...

MDW destination photo
SAN destination photo

MDWSAN

Our Recommendation
9.2

Right Side of the Plane

While both sides offer spectacular views of the American West, the right side wins for the iconic, low-altitude approach into San Diego, providing an unparalleled view of the downtown skyline and Balboa Park.

Right Side Highlights
9.2
🏙️

Chicago Loop

Breathtaking views of the Willis Tower and the dense Chicago skyline shortly after takeoff from MDW.

🏔️

Front Range Rockies

Direct views of the highest peaks in Colorado, including the majestic Pikes Peak.

🏜️

Grand Canyon North Rim

Stunning geological layers and the winding Colorado River visible from cruising altitude.

🏗️

Hoover Dam

The massive concrete arch-gravity dam on the border of Nevada and Arizona.

🦁

Balboa Park & Zoo

The final descent passes directly over the lush greenery of the world-famous San Diego Zoo.

🏢

Downtown San Diego

An incredibly close-up view of skyscrapers at eye-level during the final seconds of landing.

The right side is essential for the 'San Diego Arrival,' one of the most scenic landings in the world. Ask for a window seat away from the wing for an unobstructed view of the downtown buildings. During winter, look for the heavy snowpack on the Rockies to the north.

Left Side Highlights
8.8
🌽

Midwestern Patterns

Geometric crop circles and vast farmland stretches across Illinois, Iowa, and Nebraska.

🏔️

Sangre de Cristo Mountains

The southern tip of the Rocky Mountains with rugged peaks often dusted in snow.

🏜️

Monument Valley

Iconic red sandstone buttes and mesas rising from the desert floor near the Four Corners.

🌊

Salton Sea

A massive, shimmering turquoise endorheic rift lake in the middle of the California desert.

🚢

San Diego Bay

Aerial views of the Coronado Bridge and the Pacific fleet stationed at North Island.

The left side is superior for desert color depth, particularly as you cross into the Southwest. On a clear day, you can often spot the white sands of New Mexico or the deep blues of the Salton Sea. Note that on morning flights, this side will face the sun, which may cause glare.

Top Activities in San Diego
Route Information

Distance: 2,776 km (1,725 miles)

Approximate Flight Time: 3 hrs 42 min

Departure: MDW (41.785999, -87.752403)

Arrival: SAN (32.7336006165, -117.190002441)

Route Type: Domestic

Thank you for booking your travels through our travel partners. The commissions from your bookings keep this site running.