Looking forward to eating outside? Your table at Big Star will be ready in two hours
Planning a leisurely stroll on the lakefront path? It'll be ruined by the Tour de France wannabe, or the gaggle of teens walking three deep
A magical place where there are no crowds.
Where you can spend your days inside eating and drinking all day, guilt-free!
Being able to use any item in your closet for layering means your choice of outfits have miraculously doubled
Want to grow your nest egg? Winter in Chicago can help with that
Little to no weddings in winter means more going out money
Not that you actually want to leave your home, but if you manage to talk yourself into it, restaurants/hotels/clubs offer deep discounts during nasty weather. Which means you'll be ballin' when you go out.
Judge all you want but winter means getting your money's worth on those daily/weekly/monthly CTA rides and taking the bus two blocks when it's snowing
So stop being dramatic about the impeding arrival of winter