I visited Chicago for Lollapalooza 2025 and these are my favorite things and places I explored during my trip!
Map
Loved the crispy edges and thought the sauce was delicious
Pequod's Pizza
so yummy! My favorite deep dish in Chicago. Ambiance is super cool. I love the crispy edges on the pizza. Portions are huge so order less than you think
Pequod's Pizza
This was the best beef I had in Chicago! 10/10 recommend stopping here while in Chicago
Al's #1 Italian Beef
Chicago dog was good and the chocolate cake shake was fabulous. Beef sandwich was solid but not my favorite. Definitely worth checking out because the space is super cool and iconic!
Portillo's Buena Park
Cinnamon roll pancakes were the best thing I ate! Cookie dough waffles were yummy but a bit too rich.
Wildberry Pancakes & Cafe
absolutely worth the hype! my personal favorite is the caramel corn. it's the perfect souvenir to bring back to your loved ones after visiting.
Garrett Popcorn Shops
what a great tour! highly recommend taking the tour since it's a great way to explore the city. we learned a lot of Chicago history and fun facts.
Free Chicago Walking Tours - (Locally Owned & Operated)
i had so much fun attending the lollapalooza music festival. if you love live music, i highly recommend it's a really great time. Grant Park is a great location and super big. It can feel a bit overwhelming since there's a lot of people but the perfo...