With places like New York and LA to travel to in U.S., sometimes the Windy City can get overlooked as a hot spot. But we just can't get enough of Chicago! The architecture is incredible, top chefs from everywhere come here because the food scene is out of this world, the shopping is on point and just walking around this beautiful city makes you feel good.
See & Do
The Bean | Duh! Also known as Cloud Gate, this is obviously a must see! Be sure to take as many cheesy pictures as possible. Oh and the hashtags are limitless #beantheredonethat #coolbeans #neverbeansobasic
Michigan Avenue | The shopping along this famous street is oh so tempting, but just walking down it will immediately have you falling in love with this incredible city. We wouldn't recommend too many restaurants around here though, it tends to be pretty touristy.
Chicago Cubs | Cubbies for the World Series win! Now, more than ever, you should make your way to a Cubs game anytime you're in Chi-town. One of our fave ways to do it is on a "Wrigleyville Rooftop" across the street from the actual field. You have a great view of the game, but there's catered food and an open bar. It's a win win in our book.
The Hancock Building | Although some like to argue that the Willis/Sears Tower is better, we tend to head up here when we're looking for views. Just ride the elevator up (for free!) and grab a drink at the lounge. It's not cheap but it's cheaper than the $25 you'll pay at the Sears. Pro tip: the Women's restroom actually has the best view, sorry guys!
The Art Institute of Chicago | One of the top museums in the country and for good reason! You'll want to spend all day here, but we love the Miniature Rooms, Picasso & Impressionist galleries.
Architectural Boat Tour | Really great way to see all the pretty buildings from the water. They only last a couple of hours and most have an open bar. Who doesn't love a good boat party??
Eat & Drink
Siena Tavern | Located in River North and owned by Top Chef Fan Favorite, Fabio Viviani. They have amazing meatballs & pastas, but we LOVE their brunch! The Lobster Hash, Avocado Toast & Truffle Scrambled Eggs are some of our faves. Also, you order your own mimosa and bloody mary bar :)
The Purple Pig | Located right off Michigan Ave., in a somewhat hidden alleyway, and is awesome for a girls night out. Their wine list is extensive and they have an amazing charcuterie menu. But our fave thing, hands down, is the roasted bone marrow.
Union Sushi & Barbecue Bar | We love sushi. We're basic like that. And what we love about Union is that it's different than anywhere else we're been. They wrap their rolls in things like collard greens and radishes. They also have amazing oysters, truffled tuna & prosciutto wrapped scallops. We crave their Hokkaido & Old City Market rolls, especially with black rice.
Cindy's Rooftop | A hidden gem located in the Chicago Athletic Association building, this is THE place to be for brunch. With amazing views of Millennium Park and Lake Michigan, it's quite a scene on the weekends, and we loved it, DJ and all. We ordered family style so we could try a little bit of everything - the Lox & Bagels, Buttermilk Pancakes, the Southern Belle Burger & the Quiche. We also loved their Santa Sangre (better known as a bloody mary), the Grey Garden & Kick in the Daisy cocktails.
Au Cheval | West Randolph is full of so many options for foodies. This is one of those you just have to try. First off - you're going to have to wait here, it's a tiny place! So put your name down, then go to one of the many bars around it to have a drink while you wait. Or hover annoyingly around the bar and wait for someone to get up. Once you do get seated, order a cheeseburger, with bacon, and enjoy every bite.
Little Goat | Another West Randolph hot spot and owned by Top Chef winner Stephanie Izard. Little Goat's menu is an Asian twist on your typical diner fare. Try the Pork Belly Pancake, Bullseye French Toast, Shrimp & Grits & the Goat Chili.
Pequod's Pizza | You can't come to Chicago and not eat pizza, amirite?? We like their deep dish, but we love their thin crust!
Portillo's | Another must - Chicago-style hot dogs. Portillo's knows how to make 'em and they're great for soaking up last night's dirty martinis.
Toast | Awesome breakfast place in Lincoln Park. Go early, it can get pretty packed on the weekends.
Dollop Coffee Company | Our fave when it comes to a morning necessity - coffee. They brew amazing coffee, but their seasonal flavored latte's are hard to resist.
Maude's Liquor Bar | While Maude's actually has really incredible food, we come here for the "smashes". What is a smash, you ask? The liquor of your choosing, with muddled herbs and fruit and amazing crushed ice (think Sonic!).
Three Dots & a Dash | We're definitely on the tiki drink band wagon right now and TDD has some of the best! It's tucked away in an alley in River North, but look for a blue light and a long line. Try and make a reservation in advance, as this place is tough to get into on the weekends.
Drumbar | Amazing rooftop bar, known for it's Whiskey selection, located in the heart of downtown. The bartenders are some of the top in the city so just tell them what kind of drinks you like and they'll make you something incredible. But our go-to is definitely a dirty martini ;)
Old Town Pour House | Located in Old Town, just north of downtown, this is one of our fave bars with a younger crowd.