Laugh it up in the Windy City

Chicago is one of my favorite cities in the US, as long as you don't have to go there in the winter. Unfortunately they were experiencing Portland like weather last week, sideways rain, but colder. Luckily, we spent the day inside attending meetings with one of our new clients at the famous Second City improv and comedy club. It was amazing to be in the room where so many famous comedians got their start. I won't try to list them all, because that would take too long, but basically everyone from the original cast of Saturday Night Live to Tina Fey honed their skills on this stage.


After spending all day at Second City, we decided to go see the show that night. We were lucky to get in, there were only a few tickets left for a Tuesday night show. You need to get there by 7:30 for the 8:00 pm show, as it is first come first serve on the seating. We got a decent seat in the back area, but be warned, it is a small venue and there are a lot of seats with obstructed views and tight seats.

The show itself was amazing and had a heavy Chicago influence. They had a few skits about exiting Mayor Daley and incoming Mayor Emanuel that were great. There are two scripted sessions that are about 45-50 minutes each. The sketches are all work-shopped improv and when they are happy with the idea, they script it for the show. The third act is a 20 minute improv session with all the actors on stage, taking topic ideas from the audience. If you don't want to get pulled up on stage, don't try to volunteer another person, they will always pick you. It was great to see these young actors at work, and I am sure at least a couple of them will be on SNL or some sitcom in the near future. They were all very talented.

If you are looking for dinner before the show, I have a couple of suggestions. Just down the street from Second City is a place called the 33 Club. They have a great bar and a huge dinning room. We were there a little early, so it was pretty empty, but it was still a warm and welcoming room. I started with a tuna tare tare that was great and for entree had the seafood spaghetti. The salads and salmon entree were also very good. This would be a good place for a large party or to watch a game in the bar. The prices are pretty reasonable for Chicago.

You'd have to catch the late show on Friday or Saturday to eat at Gibson's Steak House. This is a classic Chicago steak house. The waiters all wear white coats and they bring out the raw steaks so you can pick what cut you want. I went with the NY Strip which was great and the guy with me got the Chicago cut which was also very good. The steak comes with a soup or salad, I got the green pea soup which was tasty and the salad looked good too. As sides we got a twice baked potato and some asparagus with hollandaise sauce, both were excellent. You better come hungry as the portions are really big.

Second City
1616 N. Wells St.
Chicag, IL 60610

(312) 337-3992

33 Club
419 N. Wells St.
Chicago, IL 60610

312-664-1419

Gibson's Steak House
1028 N. Rush St.
Chicago, IL 60611
(312) 266-8999