One highlight of any great trip, and certainly any great trip to Chicago, is feeding your face. There is no shortage of quality venues that are up to the task, and there is even less of a shortage of venues that are eager to tell you that they are up to the task. Indeed, one’s challenge in Chi-Town is not finding a spot with reputation, but sifting among them to find the ones that deserve it. Here is what we found:
Giordano’s (4 stars out of 4)
About 700 North and Rush Street
Cost (per person): $12

Devon’s Seafood Grill (2 ½ stars out of 4)
39 E. Chicago Ave.
Cost: $20
The next day, while Randy was eating an overpriced sandwich at the eBay conference, I wandered into a little place called Devon’s Seafood Grill. It looked kind of swank, but not too swank to refuse service to a guy in a T-shirt and shorts, so I opted to venture inside. They sat me at the bar, and I ordered their chipotle grilled shrimp appetizer along with a bowl of spicy creole gumbo. The gumbo was great, and the grilled shrimp was quality, but far from “Top Five” status (more on that later). Overall, the food was good but mostly priced for the show. My only gripe was that every interaction I had with the bartender was kind of awkward. I really don’t know what his deal was. I was just trying to be friendly, but he kept acting like he wanted to hide under the bar, so I don’t know if he was just shy or if I reminded him of a bald-headed authority figure who used to make him do extra push-ups in his 8th grade gym class.
Which brings up another thing: I hate sitting at the bar, the counter, or whatever you want to call it. Just because I’m by myself doesn’t mean I want to sit up on some tall stool and let all my blood rush to my feet, especially after walking for blocks and blocks around the city. It totally blows, and I want my own stupid booth.
eBay Promotional Banquet #1 (2 stars out of 4)
McCormick Convention Center
Cost: Free
On Thursday night Randy and I attended a special banquet for the eBay “Voices”, a group of sellers that contribute to informative discussions with eBay employees about how to make their site run better. The upside was that it was free food; the downside was that you had to sit at big tables with people you didn’t know and listen to eBay topics the whole time. But like I said, more on that later. The food was pretty good, the desserts were better, etc. etc.
Buddy Guy’s Legends (2 stars out of 4)
About 700 South Wabash
Cost: $15

Ed DeBevic’s (2 ½ stars out of 4)
Somewhere by the Hard Rock Café…like 700 North and LaSalle or thereabouts
Cost: $17

eBay Conference Banquet #2 (At first ½ star, but later 3 stars out of 4)
McCormick Convention Center…different room
Cost: Free
Friday night’s food festivities were a potential disaster that turned into triumph. This little shindig was for the top-rated eBay Power Sellers, which of course meant I had no business being there. When we first arrived, a quick scan of the offerings led us to believe that the event was more of a finger-foods collection, consisting of pasta and four different types of mushrooms.
I was horrified.
But then I spied a meat station, where someone was dispensing turkey and roast beef. And then I saw a guy walk by with all kinds of jumbo shrimp on his plate, and things got way, way better. After ten jumbo shrimp and two Sierra Mist’s, we hit the dessert bar for some key lime things, some fruit tort things (good but not as good as the JSMBB—Ha!), and even a chocolate covered strawberry. I did not eat my roll.
Pizza Due (3 stars out of 4)
Somewhere between 700 North and Clark and 500 North and Rush Street
Cost: $8

Conrad Hilton Restaurant (2 ½ stars out of 4)
500 North and Rush Street (5th Floor)
Cost (without complimentary coupons): $20
When we checked in late Wednesday night, the concierge had given us complimentary breakfast coupon-things for every morning of our stay, but due to sleeping in or being rushed, the only time we used them was on Saturday morning. So around 10am on Saturday, Randy and I sauntered into a posh little restaurant on the 5th floor and tried to figure out what we could score off the menu for free. Well, actually that’s what I did, because I am cheap. Randy makes money, so he just ordered what he wanted and paid the difference. Over a fine spread of fresh fruit and bacon, Randy and I discussed some of the finer points of life, such as my tendency to throw my weight around when it comes to itineraries and how my bad fashion sense might be keeping me single. I realize that the last statement might make Randy sound like a jerk, but let me say first that the advice was solicited, and second, I think he might be right on both counts. Though in my defense, I don’t quite think it’s fair to judge my wardrobe based on what I brought on a trip to Chicago or what I usually wear when I stop by Casa Pinson, meaning: I don’t get dressed up for married guys.
Petterino’s (3 ½ stars out of 4)
150 North Dearborn
Cost: $40

1. BBQ Jumbo Shrimp, Deanies (French Quarter, New Orleans)
2. Old Bay Jumbo Shrimp, Bethesda Crab House (Bethesda, Maryland)
3. Jumbo Shrimp Cocktail, Petterino’s (Chicago)
4. Jumbo Shrimp Cocktail, Alioto’s (San Francisco)
5. Jumbo Shrimp Cocktail, McCormick and Schmick’s (Washington, DC)
What got Petterino’s on the top-five list was not just that the shrimp were really large, but they also had a meaty texture that set them apart from most other venues. It’s very hard to describe, but very obvious to the taste, so you may just have to trust me on this one. However, I doubt any shrimp will ever take over the top spot from Deanies.
Casa Jeffrey (4 stars out of 4)
Loras Drive, Freeport
Cost: Free
