whichsidetosit

Which side of the plane to sit on: Boston to Chicago?

Flying from Boston to Chicago? Here's where the sunrise, sunset, mountains, coastline and best views land, and which window to pick.

:
Boston (BOS)Chicago (ORD)1,391 km~2h 8mDep 9:00 AM daytimeArr 10:08 AM daytime

Sit on the LEFT: View of Blue Hill Range (mountain range)

Best overall window for this flight.

Confidence: high

Takeoff views

9:06 AM
Daytime

Climbing out of Boston toward the west, the left window looks out over the Blue Hill Range and the Noepe (mountain ridges and peaks), with the Metacomet Ridge and the Desert of Maine on the right.

  • rightView of Metacomet Ridge (mountain range)
  • leftView of Blue Hill Range (mountain range)
  • leftView of Noepe (island)
  • rightView of Desert of Maine (desert expanse)

Flight path features

10:01 AM
Daytime

Across the middle of the route, the left window looks out over the Moresville Range, Mount Tom Range and the Point Pelee National Park (mountain ridges and peaks), with the Plum Point on the right.

  • leftView of Moresville Range (mountain range)
  • leftView of Mount Tom Range (mountain range)
  • rightView of Plum Point (peninsula coastline)
  • leftView of Point Pelee National Park (national park)

Landing views

9:59 AM
Daytime

Descending into Chicago from the east, the right window looks out over the Ward Hills and the Gogebic Range (mountain ridges and peaks), with the Indiana Dunes National Park and the Waterfall Glen Forest Preserve on the left.

  • rightView of Ward Hills (mountain range)
  • rightView of Gogebic Range (mountain range)
  • leftView of Indiana Dunes National Park (national park)
  • leftView of Waterfall Glen Forest Preserve (waterfall)

Good to know

  • Based on the geometric great-circle route; real flight paths can differ with air-traffic routing and winds.
  • "Left/right" means facing the direction of travel. Left is the seat A side, right is the F/K side (varies by aircraft).
  • Glare advice assumes you want clear ground views; flip it if you'd rather watch the sunrise/sunset directly.

Frequently asked questions

Which side of the plane should you sit on from Boston to Chicago?

Sit on the LEFT: View of Blue Hill Range (mountain range). Across the middle of the route, the left window looks out over the Moresville Range, Mount Tom Range and the Point Pelee National Park (mountain ridges and peaks), with the Plum Point on the right.

What views will you get at takeoff from Boston?

Climbing out of Boston toward the west, the left window looks out over the Blue Hill Range and the Noepe (mountain ridges and peaks), with the Metacomet Ridge and the Desert of Maine on the right.

What about on the descent into Chicago?

Descending into Chicago from the east, the right window looks out over the Ward Hills and the Gogebic Range (mountain ridges and peaks), with the Indiana Dunes National Park and the Waterfall Glen Forest Preserve on the left.