Does anyone have a recommendation for a good bike rental place in the city? I have a family member in town later in the month and he is looking for a good road bike (not a hybrid, etc) that can be rented for a day at a time.

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Bike and Roll rents road bikes.  They have a few locations. 

In Oak Park Greenline Wheels rent bikes too.

I think the two most common bike rental places are Bobby's Bike Hike and Lakeshore Bike. I zip by one of the Lakeshore Bike locations on the LFT. I'm never paying close attention to what they have out, but ISTR examples of what I would call road bikes.

The websites for the above shows some road bikes, though most of what they have is hybrids. 

You can try spinlister too. 

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