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Was going to suggest going up to the bar at the top of John Hancock Center for views, but looks like they closed back in Sept 2023.
Other than that, Walk up and down the Mag Mile. Go up Sears (now Willis) tower. Check out the Art Institute of Chicago, one of the great American art museums, if that's your thing. Ride the L train around the Loop, it's like the Skytrain but a lot slower and weaves in between downtown skyscrapers.
Can't in good conscious recommend any food spots, as it's been ages since I've visited but if you watched The Beef, it's apparently based on a real restaurant in the North side.
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