Frank Sinatra made a good point about Chicago.
It is a very fun town and it’s my kind of town. I’ve been there many times in just about every season and June is the best time to go. It’s like a mini New York, but with a slower pace and friendlier people.
The temperatures are just right in June… humidity isn’t (yet) too much, the cool cars are all usually on the road and if you can visit before school gets out, you can really enjoy this great city without an overload vacationing families.
This last trip, we stayed downtown, in the financial district at the City Center W Hotel. Good choice. This was a great location and was easy for me to get around during the day.
The downtown core is actually very easy to navigate, especially by cab! If you’re a walker, you can actually cover most of it on foot, which is great because there’s lots to see.
It is true what they say about this city, it IS windy. But in the summer months, this is a welcome characteristic.
Here are the top five things I think anyone should consider doing while in Chicago:
All of of these things would make for the basis of a great weekend in Chicago. Other notable, but not “top five” things to do would be seeing a show, visiting the Chicago Museum of Contemporary Art and catching some outdoor music in the beautiful Grant Park.
Getting to Chicago is easy from any North American city – Chicago O’Hare is a hub airport for much of the United States and is one of the busiest airports in the world.
Take a cab into town from the airport if you’re not going to leaving downtown Chicago – you can get by with out a rental car if you’re there on a conference or don’t want the hassle and don’t need to stray too far. Cabs are a little on the expensive side, but well worth the convenience.