Itinerary: Chicago


The Musts: Chicago


Another place I've been to twice and loved more the second time around: Chicago!


TO DO
Chicago River

The River

Conveniently situated in downtown's North River neighborhood. If you get the chance to come here on a warm summer day, I would. Better yet, go for happy hour. Even with drizzle, the outdoor cafe's were buzzing and it's a vibe.

Second City

The Second City

I went to "Grinning from Fear to Fear" [2 written scenes and 1 improv] and it.was.hilarious. I'd bet money on all of their other feature shows being just as amazing. And yes, this is where Vince Vaughn went in "The Breakup".


TO EAT
Cabra

Cabra

I had the best (only) Peruvian dinner I've ever had on top of the Hoxton Hotel, compliments of Top Chef's Stephanie Izard. Order everything, except the himachi tiradito - go tuna here.

Hampton Social

Hampton Social

The cutest brunch spot! Okay, okay - Chicago is all about "cute" places to eat. I chose this place over Somerset (better food) and I'm happy I did because it actually belongs in the Hamptons + live music.

Paradise Park

Paradise Park

This place is pretty young, BUT, maybe thats the fun in it. Embrace the gimics like: Prosecco's with popsicles, a bathtub full of White Claw, and Instagram worthy backdrops! Neighborhood: Wicker Park

Big Star

Big Star

SKIP

Do not eat here unless your starving, and even then, just order the chips. Bottomless and oddly similar to origital Fritos. Neighborhood: Wicker Park


TO DRINK
Big Star

Big Star

The food might not be good here, but the drinks are strong. Careful with those pitchers of margarita! Neighborhood: Wicker Park

Machine

Machine

Correction, Machine: Engineered Dining & Drink*. So you can guess what's going on here right? Neighborhood: Wicker Park


TO WEAR

Layers are the name of the game here. Even in the summer, temperatures drop quickly at night.






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