Home of the Bean, several fountains, and other Chicago sights.
One of several great museums in the museum campus. Check public transit from the loop, there is a train that goes straight to the museums.
Check out the latest exhibit at the Art Institute!
Great friendly place to take the kids and family on a visit to Chicago!
Check out the beautiful plants and flowers! Kelson and I went to visit one time, but we ended up getting poured on.
Check out the conservatory for somewhere warm and tropical with beautiful greenery!
There's a couple of drops that do, but check out the Chicago architecture tours! It gives a lot of great insights about the city and how it was built. They also serve alcohol and snacks!
The Chicago Athletic Association is a beautiful building with a lot of history. It's near Millennium Park and has a bar on the rooftop.
Step outside the third tallest building in the Western Hemisphere. At 1,353 feet in the air, the Ledge’s glass boxes extend out 4.3 feet from the Skydeck. Hours shift depending on the season. October- February: 10am – 8pm
Don't want to pay to go to Willis Tour? Grab some cocktails in the Signature Room for skyline views of the city
Watch broadway shows while you're in town
Second City has improv throughout the week!
Check out the Green Mill for some nighttime jazz and cocktails.
Have a night on the town in Boystown, Chicago's LGBTQ+ neighborhood.
Famous Chicago Brewery, many great beers on tap, brewery tours, and board and bar games to play.
Awesome arcade bar! Games are free to play, and the beer selection is great!
Snakes and Lattes is a great boardgame bar that was originally owned by Cards Against Humanity. The bar has a small fee, but they have a game vault where you can rent out board games and buy drinks and snakes.
Several locations in Chicago, classic Chicago dogs and italian beef.
Several locations for our favorite deep dish pizza.
Another amazing place to check our improv in the city
Located in a restored factory from 1902 in River West, close to the West Loop, AIRE Chicago gives you access to this preserved structure brought back to its original splendor, where you can see the original exposed brick, wooden beams, and industrial columns of the building. Inside those walls a unique experience for the body and mind awaits, in a journey through the traditional Roman, Greek and Ottoman ancient experience of baths. The Ancient Baths has options to add massages and other experiences in addition to access to the 7-8 different baths and steam rooms available.
One of three most well-known speakeasys in Chicago. You can check out their weekend line-up.
Lincoln Karaoke has private karaoke rooms as well as food and drinks. We had our co-bach party in Chicago and ending the night singing together.
Moody Tongue Brewing Company offers a Michelin star dinner experience that's paired with their culinary beers. If you opt out of dinner, you can head to their bar to grab a beer. However, this place requires reservations typically in advance.
Three Dots and a Dash is a tropical tiki bar, craft cocktail destination, and speakeasy hidden below the bustling streets of River North. They offer some amazing tiki drinks as well as group drinks.
Wonderful dinner and jazz near downtown Chicago
Are you foodie and interested in spending $$$? Check out Alinea and their Michelin star restaurant. You can watch their episode of Chef's table before you go!
Chicago based donut shop!
Roka Akor offers an amazing chef's tasting menu that's great for larger groups. It's a mix of sushi, seafood, meats, and more!
We celebrated our anniversary at the Grillroom. They have an amazing steak that is topped by tons of garlic.
This is a great brewery down the road from Snakes and Lattes board games.
Amazing drinks with a simple brunch menu on the weekend!