Chicago Itinerary

Context: 2 friends, 5-day, 6-night trip to Chicago in July 2017

Airline: Jetblue

Hotel: Autograph Collection, Chicago

Takeaway: Downtown Chicago is a fun city where the attractions live up to the hype.

Fave spots:

  • Wabash Arts Corridor

  • Improv show

  • Taste of Chicago Food Festival - only for 1 week in the summer if you time it right

  • Wrigley

  • Jeni’s Ice Cream

Thursday

  • Flight

Friday

  • Brunch at Eggy's

  • Planetarium

  • Aquarium

  • Deep dish at original Uno's

  • Willis/Sears Tower

Saturday

  • Brunch at Grand Lux Cafe

  • Museum of Contemporary Art

  • Art Institute of Chicago

  • Taste of Chicago

  • Architecture Tour

  • Ferries Wheel & spinning ride

  • Fireworks

  • Dinner at Tiny Tavern

Sunday

  • Brunch at Yolk

  • Cubs v Pirates

  • Jeni's Ice Cream

  • Shopping

  • Cloud gate

  • Bub City BBQ for dinner

Monday

  • Brunch at Nookies in Old Town Triangle

  • Lincoln Park Zoo

  • Magnificent Mile

  • Steak dinner at Wildfire

  • "Having it all" improv show

  • Drinks & guac at John Hancock 96th floor

Tuesday

  • Breakfast at Goddess & the Baker

  • Wabash street art

  • Old Town

  • Sushi

  • Shopping

  • Ride the brown line loop for the picture

  • Donuts

  • Back to Boston!