Collected by Carolyn Stickney
201 E Randolph St, Chicago, IL 60602, USA
After walking the entire city I easily decided Millennium Park is hands-down Chicago's best attribute. I imagine the weather's not always as perfect as it was on my visit, but in the summer that attraction is unbeatable. (Ok, Central Park has it...
233 S Wacker Dr, Chicago, IL 60606, USA
100+ stories, on top of the world, at the skydeck of the Willis Tower in Chicago. The city is extremely beautiful, and especially awesome from up here. On a pretty clear day like this one was, you can see quite far in all directions. This is a...
5148 N Clark St, Chicago, IL 60640, USA
In the center of Andersonville, a trendy neighborhood on Chicago's far north side, you'll find a bar with 18 different Belgian beers on tap. One of my favorite memories at The Hopleaf (and let me stress, these are blurry memories) involves teasing...
804 N Rush St, Chicago, IL 60611, USA
I must admit...when I first heard of a" Chicago style hotdog" I said to myself "yuck". Viennia meat, relish, mustard, hot peppers, a pickle and celary salt. All I could think about was my belly in pain. I told myself be an adult and try it. I...
111 S Michigan Ave, Chicago, IL 60603, USA
Wow. The last time I was here was on a high school field trip 35 years ago, and the museum has definitely grown. What an amazing collection—I could have spent days here, but I only had two hours. I followed the museum's suggested top 10, and...
7705 N Eastlake Terrace, Chicago, IL 60626, USA
Pick up your morning coffee at one of the many local coffee shops, and walk to Rogers Beach (known by locals as Lighthouse Beach). The sunrise over Lake Michigan is stunning! Locals fish off the lighthouse pier in the early morning semi-darkness....
737 W Randolph St, Chicago, IL 60661, USA
A visit to Chicago's historic meat-packing district at any time is, in and of itself, a bit of an adventure. The area has certainly seen enough transitions to bring in the hip and happening in recent years. However the best reason to visit,...
2391 N Stockton Dr, Chicago, IL 60614, USA
3455 N Southport Ave, Chicago, IL 60657, USA
New to the scene on the Southport Avenue corridor in Lakeview is Crosby's Kitchen. For years, this neck of the Chicago woods has been in dire need of some good ol' fashioned cooking. This place is just that, but with a few more bells and whistles....
5700 S Lake Shore Dr, Chicago, IL 60637, USA
Anyone who's into model trains should visit the Museum of Science and Industry in Chicago. Originally opened in 1941, The Great Train Story was the largest model train of its day. After being briefly shuttered in 2002 for extensive additions, this...
1300 W Addison St, Chicago, IL 60613, USA
Hands down my favorite bar in Chicago and my go to bar for date night. If your looking for a laid back bar with a great beer list and a plethora of board games check out Guthries. Not to far from wriggleyville this place is perfect on its own or...
1314 W Wrightwood Ave #1, Chicago, IL 60614, USA
A Chicago institution since 1992, Rose Angeli's is a quaint establishment tucked away within a cute neighborhood in Lincoln Park. It's actually a house, which makes it that much more endearing, since as you stroll the tree-lined streets, you don't...
954 N California Ave, Chicago, IL 60622, USA
Rootstock crafts great drinks and bites with laid-back style and without pretension. Chef Duncan Biddulph pays attention to the details—he focuses on incorporating locally farmed produce whenever possible and produces their wine and beer in...
5491 S Shore Dr, Chicago, IL 60615, USA
With loads of green grass, trees and playgrounds, there is something for everyone at Promontory Point Park. Overlooking the swimmers and sunbathers on the rocks below, one can sit for hours looking at the skyline and Lake Michigan. Locals have...
2100 W Roscoe St, Chicago, IL 60618, USA
Victory's Banner is a lovely establishment tucked away in the Roscoe Village area of Chicago. It's zen-like vibe and cozy atmosphere will entice anyone to come for a coffee and end up staying for a full blown meal. VB also is totally vegetarian,...
2601 N Milwaukee Ave, Chicago, IL 60647, USA
Located in Logan Square, and featuring one of the more eclectic wine lists I've seen in a while, Telegraph Wine Bar is the perfect place to swing by for a leisurely bite to eat and drink. The antique fixtures and lights provide a bit of a...
163 W North Ave, Chicago, IL 60610, USA
Chicago may be known for its deep dish, but it's just as easy to rustle up a jumbo slice — without having to pay extra for a soda. The slices at Bacci Pizzeria are as big as any you'll find in New York City. A slice and soda cost $5, except on...
2548 N Halsted St, Chicago, IL 60614, USA
I always look forward to visiting Chicago, especially when it's work related and I'm encouraged to take customers out for dinner. A highlight of my last visit in November was dinner at Trattoria no. 10 on Dearborn. Holy Baby Cow Batman, that was...
Hyde Park, Chicago, IL, USA
“The Obama Kissing Rock” – Obamas First Kiss at 53rd & Dorchester in Chicago “On our first date, I treated her to the finest ice cream Baskin-Robbins had to offer, our dinner table doubling as the curb. I kissed her and said it tasted like...
6836 N Sheridan Rd, Chicago, IL 60626, USA
Ask any local where to try your first real deep-dish pizza and they'll say "Giordanos." It's obviously the best in town. Chicago-style pizza is unique and totally different than what you'll find in Italy. More like a pie, the crust is tall and...
1927 W North Ave, Chicago, IL 60622, USA
You like pizza? You like beer? You'll like Piece. If you're a lover of craft beers then you should be familiar with Piece Pizzeria & Brewery in Wicker Park, but just in case I haven't made it clear enough - you should. Sundays you can get a pie...
Magnificent Mile, Chicago, IL 60611, USA
Chicago’s Magnificent Mile runs along Michigan Avenue between the Gold Coast and the Loop. There are 460 retail stores, from high-end designers like Gucci, Cartier, and Louis Vuitton to local boutiques and trendsetting fashion stores. In between...
700 S Wabash Ave, Chicago, IL 60605, USA
Buddy Guy’s Legends is a legendary blues bar in Chicago and Buddy Guy himself is still alive, making music and appearances on his own stage. Legends has been open since 1989 and the stage has seen the eclectic likes of Eric Clapton, Keith...
401 N Franklin St, Chicago, IL 60654, USA
I have two pieces of advice for you regarding the Doughnut Vault: 1. Go early. They open at 8am Tuesday-Friday and 9:30am on Saturdays and if you want a breath of a hope of a chance of getting a doughnut before they sell out, you want to be there...
1601 N Clark St, Chicago, IL 60614, USA
The Chicago History Museum examines Chicago’s local history as well as its position in the larger scope of American history. The engaging exhibits cover a wide range of subjects such as Abraham Lincoln’s life and presidency, the first locomotive...
951 Chicago Ave, Oak Park, IL 60302, USA
Frank Lloyd Wright built 700+ houses all over this nation but he lived and worked in Oak Park, just a 45 minute train ride from the city center of Chicago. His house and studio are now a museum with guided tours that let you see the playroom he...
100 S Marion St, Oak Park, IL 60302, USA
The name "Marion Street Cheese Market" may be a bit misleading: Hawking cheese is just one thing this Oak Park establishment does. It also stocks wine, offers tastings of locally made spirits, and serves gourmet meals. In the restaurant part, the...
Logan Square, Chicago, IL, USA
By the end of a long weekend in the brilliant summer city that is Chicago; after soaking in the sites along the lakefront and beaches; after finding your culture in the park; after eating phenomenal food at the trendy restaurants and cafes in West...
6032 W Irving Park Rd, Chicago, IL 60634, USA
Don’t let the Chicago street address fool you; this neighborhood coffee shop lies just a few miles from Rosemont’s borders. Friendly service, free wi-fi, and locally sourced pastries make it easy to hang out here for longer than you meant to. Try...
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