The Most Instagrammable Places in Chicago

I can’t believe this was my first trip to the windy city! I made it a point to go to the most instagrammable places in Chicago while I was there.  I covered main attractions and found some cooler under the radar locations where you’ll be sure to get some amazing photos too!

1. Cloudgate aka “The Bean”

LOCATION: Millennium Park

The sculpture opened in 2004 and is now one of the most photographed spots in the city! I went in the early morning and the light reflecting off the sculpture as well as the skyline was just so pretty! Definitely a spot you want to get there early for if you don’t want to compete with other photographers.

girl sitting in front of the bean

The Bean, Millennium Park

2. Chicago Theatre 

LOCATION: City centre, North State Street, The Loop

There’s something about old school signs and lights that make them so photo worthy!  The iconic venue hosts events from sport and music to theatre and comedy.  I didn’t have time for a show but definitely had time for a photo!

girl standing outside Chicago theatre

Chicago theatre

3. Hampton Social

LOCATION: River North, 353 West Hubbard St.

A Hamptons themed bar and restaurant known for its’ “Rose’ all day” sign.  I had to go for the Frose in the summer heat! The airy interior makes for a beach vibe.

Rose All day

Hampton Social

4. Beatnik

LOCATION: Westtown or The Loop

If you want to add some tropical vibes to your feed head to Beatnik. I went to the one in Westtown and did not want to leave! From the gorgeous interior, to the colourful food and drinks, this place won’t let you down. It actually did taste as good as it looks! At night they even have DJ’s to get your party on!

5. Chicago’s First Lady River Cruise on Chicago River

LOCATION: Entrance at Northeast corner of Michigan Avenue and Wacker Drive (look for blue awning)

The First Lady cruise was one of the first things I did in Chicago and it was a great way to start the trip. Seeing the city from the river gives a unique perspective and the docent was so full of information. There’s nothing like learning about a city while your floating by.  The photo opportunities are amazing, but it’s also a great educational activity.

girl standing at side of boat

First Lady River Cruise


6. Sky Deck – The Ledge at the Willis Tower 

LOCATION: The Loop, Willis Tower, 233 S Wacker Dr.

The Sky Deck Ledge experience was something I definitely had to do. It actually ended up being pretty scary! Even if you’re afraid of heights, you must grin and bear it for the photo!  This location tops the most instagrammable places in Chicago list. Would you go out on the Ledge?

7. Michigan Ave.

LOCATION: Lower Michigan Ave, across the river from the Wrigley Building

Most of the bridges going over the Chicago river are metal but if you walk to the side of Michigan street you will spot the stone section. It has a view of the river and a few of Chicago’s skyscrapers including the Wrigley Building over my right shoulder. It’s really cool how the river creates a gap between the buildings and makes it easier to get a full view of them.

View over river in Chicago

Michigan Street

8. Cindy’s Rooftop

LOCATION: The Loop, 12 S Michigan Ave.

Cindy’s Rooftop is classic rooftop in the Athletic Association Hotel. Walk out on to their terrace for a sweeping view of Millennium Park. We had no problem walking into the bar and grabbing a photo, no reservation needed!

Cheers cocktails at Cindy's Rooftop

Cheers at Cindy’s Rooftop

9. Garfield Park Conservatory

LOCATION: North Central Park Ave. and Lake St.

Check out thousands of plants and even a Moroccan Fountain at the Garfield Park Conservatory. This activity is donation based and you’ll feel like you were transported to a tropical paradise! I’ve always been a fan of greenhouses and this was was even better because it’s free

girl in a conservatory

Fern Room, Garfield Park Conservatory

10. Maison Marcel 

LOCATION: Lincoln Park, 2008 North Halsted

Maison Marcel has two locations, both which are adorable. This shot is at their takeaway window in Lincoln Park. Unfortunately, it was closed when I arrived. Make sure you check the business hours so your can actually try the coffee!


girl standing at to go window

Maison Marcel takeaway windows


Map of the Most Instagrammable Places in Chicago


Other Locations you should check out for the most instagrammable places in Chicago:

  • Navy Pier
  • Wrigley Field
  • North Avenue Beach-from here you’ll get an amazing view of the Chicago Skyline.
  • Lake Michigan
  • Starewell at the Rookery building
  • State and Roosevelt Street
  • John Hancock Observatory
  • Promontory Point
  • La Salle Flower Shop

Heading to Chicago? You an find a full Chicago travel guide here.

 Check out my other Photo guides to:




I agree to have my personal information transfered to MailChimp ( more information )
Join now and receive a FREE downloadable 4 Day NYC Pocket Itinerary
We hate spam. Your email address will not be sold or shared with anyone else.