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TPA → MDW
Which side of the plane to sit from Tampa International Airport (Tampa) to Chicago Midway International Airport (Chicago)?
Left Side of the Plane
The left side is superior for the arrival into Chicago Midway, often offering a direct, breathtaking view of the Chicago skyline and the Willis Tower as the plane turns for its final approach.
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Florida Gulf Coast
Aerial views of the white sand beaches and barrier islands of the Anclote Key and the Nature Coast during initial ascent.
Tennessee River
Dramatic views of the winding Tennessee River and Pickwick Lake as the flight crosses from Alabama into Tennessee.
Midwestern Farm Grids
Perfectly geometric agricultural patterns of Western Indiana, showcasing the classic American heartland landscape.
Chicago Skyline
On standard approaches to runways 31C or 4R, the left side provides an iconic view of the Willis Tower and downtown skyscrapers.
For the best experience, book a morning flight to have the sun at your back, illuminating the Florida coast and later the Chicago skyline. The left side is almost always better for the 'Midway Magic' approach where the city feels close enough to touch.
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Get eSIMs for United States
Ocala Lake Region
The hundreds of small, sparkling freshwater lakes of North-Central Florida visible shortly after reaching cruising altitude.
Nashville Cityscape
A clear view of the 'Batman Building' and the Cumberland River as the flight path passes near Tennessee's capital.
Ohio River Crossing
The wide span of the Ohio River and the bridges connecting Louisville, Kentucky to Southern Indiana.
Lake Michigan Shoreline
The vast, deep blue expanse of Lake Michigan and the Indiana Dunes appearing on the right during the descent into the Chicago area.
The right side offers great views of the Ohio River and the transition from the lush South to the flatter Midwest. In the winter, this side is excellent for spotting frozen lake edges near the Indiana-Illinois border.
Book Hotels in ChicagoDistance: 1,607 km (999 miles)
Approximate Flight Time: 2 hrs 9 min
Departure: TPA (27.975500106811523, -82.533203125)
Arrival: MDW (41.785999, -87.752403)
Route Type: Domestic
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