Skip Navigation

Chicago, much to do?

Travel Forums North America Chicago, much to do?

1. Posted by Monkey74 (Budding Member 65 posts) 9y Star this if you like it!


So I got a few days to kill while in Canada so I thought I'd fly down to Chicago and have a look around, been looking on web and Chicago coming across really bland n borin, is this really the case? is it not worth the visit or have they got it wrong? Is there much to do? Any input would be good.

Thanks in advance

2. Posted by Sander (Moderator 5107 posts) 9y Star this if you like it!

Depends on what you're looking for, really. Strolling around as a tourist, you'll have seen the city center in a day; there's not really that many "attractions". Navy Pier and going up to the observation platform on the Sears Tower or Hancock Building (hint: much better to go to the bar in the Hancock Building and drink one of their overpriced drinks; that works out cheaper, as entrance to that is free), and that's about it.
But Chicago has an awesome live music scene which could keep you entertained all year round (pick up a copy of the free newspaper the Reader for a listing), plus this time of the year (June through August) downtown is filled with festivals of any kind. Several of the Chicago museums are also world-class (try the Art Institute), or if you're a person who likes shopping, you can spend half of eternity on Michigan Avenue without getting bored. There's truly superb restaurants (just Greek town will keep you happily trying them for a month), and musicals and ... and ....
And that's not even touching on the things to do in the suburbs and other towns which together form the Chicago Metropolitan area.

3. Posted by Monkey74 (Budding Member 65 posts) 9y Star this if you like it!

Cheers Sander

think Ill pop down there for 3days, Im always a sucker for good music n food!

4. Posted by lschofield (Budding Member 11 posts) 9y Star this if you like it!

This weekend is the Blues festival (Chicago is famous for this), but you'll probably miss it. If you get a chance to head out to the suburbs, be sure to go to Arlington International Race track ( Its great fun and really cheap.

My sister-in-law is a Dubliner and can't get enough of Chicago. She enjoys the shopping, but prefers State Street to Michigan Ave. (less pricey). She usually refers to the Reader to figure out what to do when in town. Its online at'

Chicago does have some interesting history, we have a Chicago History Museum (that I haven't been to yet). Their website is at There's always the Gangster history - Biograph Theatre (Dillinger was shot there - recently we had film crews and that street meticulously redone circa 1930s for a Johnny Depp film, the effects are down now I believe) and of course there are some old Al Capone haunts if you're into that thing.

My husband would agree with the comment about the Hancock building and getting a drink in the cocktail bar rather than go up only one floor and pay more money (no drink included) to the observation deck. He took his mother there and thats what they did.

Enjoy your stay - the weather is finally warm here and summertime is the only good time to visit Chicago!