Monday with Mac – Chicago Weekend

Guys I’m back with a breakdown of my girls’ weekend in Chicago! Chi-town is another cool city that I think everyone should take a trip to at some point! It was the perfect city for a three day weekend. My friends and I took an early flight on Friday morning out of Boston, and were in Chicago in 2h40m. It’s a super quick trip!


There is a lot to do in Chicago that you could definitely spend a whole week there. But for 4 girls looking to have a fun spring weekend, we did a lot of walking around, enjoying outdoor activities, cute brunch spots and rooftop bars! Here’s what we were able to fit into 3 days.

Activities we did:

  • SkyDeck Chicago in the Willis Tower (this can get pretty crowded, but it’s a must walking out on the glass deck 103 floors above the city!
  • Grant Park
  • Millenium Park (beautiful outdoor theater – close to the Art Institute of Chicago which is a great art museum!)
  • The Bean
  • The Riverwalk
  • Navy Pier (a fun carnival atmosphere with a ferris wheel, swings, and lots of fun shops and restaurants!)


Processed with VSCO with c1 presetIMG_8755

Places we Drank:

  • Cerise Rooftop Bar (on top of the Virgin Hotel- great views and vibes all around)
  • Raise Rooftop (on top of the Marriott Renaissance – great view of the river!)
  • City Winery (on the chicago riverwalk- great place to grab a glass of Rose on a sunny evening and watch the boats pass by!)
  • Joy District (very fun nightclub vibe with a great dance floor and adorable rooftop!)


Places we Ate:



I would recommend anyone who is curious, to take a trip to Chicago! It is well worth the visit! Thanks for reading 🙂

Leave a Reply

Fill in your details below or click an icon to log in: Logo

You are commenting using your account. Log Out /  Change )

Facebook photo

You are commenting using your Facebook account. Log Out /  Change )

Connecting to %s

%d bloggers like this: