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Window Seat

San Diego → Chicago

SAN–MDW · San Diego International Airport to Chicago Midway International Airport

Best bet

Left side

Good betA real difference, not a rounding error.

San Francisco Peaks leads it, with 3 more on the same side.

Flight paths move around. Treat this as the better bet, not a promise.

What you might see

In flight order, with distance measured from the representative route.

SAN to MDW: where each landmark sits relative to the routeA diagram of the representative route running left to right, with the departure airport at the left and the arrival airport at the right. Landmarks on the left side of the aircraft are plotted above the route line and landmarks on the right side below it, each at its distance from the route. The numbered list below this diagram carries the same information as text.SANMDWLEFT SIDERIGHT SIDE123456789
Distance from the route is to scale (up to 67 miles); the shaded ends are the 40-mile zones around each airport where the runway in use decides the view. Numbers match the list below. Hollow markers didn't count toward the recommendation.

  1. Salton Sea

    Either sideEarly2 mi off the route

    Salton Sea passes almost directly beneath early in the flight, which is the one place a window seat can't help you.

    Good possibility

  2. Sedona red rocks

    RightQuarter in17 mi off the route

    About a quarter of the way in, Sedona red rocks sits roughly 17 miles to the right.

    Distant possibility

  3. San Francisco Peaks

    LeftQuarter in10 mi off the route

    Look left about a quarter of the way in for San Francisco Peaks, about 10 miles out.

    Good possibility

  4. Grand Canyon

    LeftQuarter in67 mi off the route

    Grand Canyon is about 67 miles off the left, about a quarter of the way in.

    Distant possibility

  5. Painted Desert

    RightQuarter in20 mi off the route

    About a quarter of the way in, Painted Desert sits roughly 20 miles to the right.

    Good possibility

  6. Canyon de Chelly

    Either sideQuarter in7 mi off the route

    Canyon de Chelly passes almost directly beneath about a quarter of the way in, which is the one place a window seat can't help you.

    Good possibility

  7. Shiprock

    LeftQuarter in24 mi off the route

    Shiprock is about 24 miles off the left, about a quarter of the way in.

    Distant possibility

  8. Sangre de Cristo Mountains

    Either sideHalfway5 mi off the route

    Sangre de Cristo Mountains passes almost directly beneath around the halfway mark, which is the one place a window seat can't help you.

    Good possibility

  9. Great Sand Dunes

    LeftHalfway16 mi off the route

    Look left around the halfway mark for Great Sand Dunes, about 16 miles out.

    Good possibility

The sun

Flying soon? Add your date and departure time and we'll work out where the sun should be, and which side gets less of it.

Airport codes or city names. SEA, Seattle, and Seattle-Tacoma all work.

Skip the date and you still get the landmark answer. Add it and we work out where the sun will be, using the departure airport's local time.

The route we used

1,725 mi
Great-circle distance
60°
Course out of SAN
78°
Course into MDW
6
Landmarks that counted

That is the shortest path between the two airports, used as a representative corridor rather than a flight plan. The first and last 40 miles are treated as uncertain, because that part of the flight is shaped by the runway in use and the published departure or arrival procedure. Anything in those zones is listed and marked, never counted toward the recommendation.

Left and right, from where?

Left and right are from your perspective sitting in the cabin, facing the front of the aircraft. Seat letters are not a reliable guide to which side you are on, because aircraft are configured differently.

Why this isn't guaranteed

Flights don't follow the same path every day. Runway configuration, weather deviations, traffic, and air traffic control all move the track around, and none of it is knowable in advance. We also have nothing to say about cloud cover, which is the other thing standing between you and Mount Rainier. The full method.

Flying the other way?

Chicago → San DiegoRight side

Calculated from scratch, not by flipping this one. The landmarks arrive in the opposite order, the sun is somewhere else entirely, and the answer changes with them.

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