1. Day 1

    1. Nobu Hotel ChicagoNobu Hotel Chicago, North Peoria Street, Chicago, IL, USA
    2. Doughnut VaultDoughnut Vault, North Franklin Street, Chicago, IL, USA
    3. Architectural cruise (Shoreline)10:00 AMShoreline Sightseeing, North Michigan Avenue, Chicago, IL, USA
    4. Stroll along the Chicago RiverwalkChicago Riverwalk, Chicago, IL, USA
    5. Deep dish pizza @ Lou Malnati'sLou Malnati's Pizzeria, North Michigan Avenue, Chicago, IL, USA
    6. Stroll along Michigan Avenue ('the Magnificent Mile')Magnificent Mile, Chicago, IL, USA
    7. Museum of Contemporary ArtMuseum Of Contemporary Art Chicago, East Chicago Avenue, Chicago, IL, USA
    8. Oak Street BeachOak Street Beach, Illinois, USA
    9. ART on the MARTArt on The Mart, West Merchandise Mart Plaza, Chicago, IL, USA
    10. Baseball (Cubs), basketball (Bulls) or Football (Bears) game

  2. Day 2

    1. Nobu Hotel Chicago
    2. Ride the loopWashington/Wabash, Chicago, IL, USA
    3. The Art Institute of ChicagoThe Art Institute of Chicago, South Michigan Avenue, Chicago, IL, USA
    4. Brunch @ Revival Food HallRevival Food Hall, South Clark Street, Chicago, IL, USA
    5. Millennium ParkMillennium Park, Chicago, IL, USA
    6. Pick up Divvy bicycleChicago Yacht Club, East Monroe Street, Chicago, IL, USA
    7. Cycle along the Lakefront Trail (Chicago Yacht Club → North Avenue Beach Pier)North Avenue Beach Pier, Unnamed Road, Chicago, IL, USA
    8. Skyline views from North Avenue Beach PierNorth Avenue Beach Pier, Unnamed Road, Chicago, IL, USA
    9. Cycle North Avenue Beach Pier → The Bloomingdale Trail - East Trailhead. Follow trail.The Bloomingdale Trail - East Trailhead - Ashland Ave - 1600 W, North Ashland Avenue, Chicago, IL, USA
    10. Coffee @ Ipsento 606Ipsento 606, North Milwaukee Avenue, Chicago, IL, USA
    11. Deep dish pizza @ PequodsPequod's Pizza, North Clybourn Avenue, Chicago, IL, USA
    12. Return Divvy bike
    13. LH Rooftop (city views)LH Rooftop, East Wacker Drive, Chicago, IL, USA