Sydney & Harrison

Sydney & Harrison

October 24, 2026 • Chicago, Illinois
159 Days To Go!
Sydney & Harrison

Sydney & Harrison

October 24, 2026 • Chicago, Illinois
159 Days To Go!

Activities

- Shop on Michigan Avenue or Oak Street!

- Take the Architectural Boat Tour along the Chicago River

- Visit Chicago's amazing Museums: the Field Museum, the Art Institute, the Museum of Science and Industry, or the Museum of Contemporary Art

- Explore at the Shedd Aquarium

- Did we mention the Lakefront Trail? It's a must!

Oak Street Beach

Oak Street Beach, Chicago, IL 60611, USA

The Lakefront Trail is our absolute favorite place to walk and run! We recommend entering at Oak Street and walking north for a beautiful view! Pure Magic!

Our Favorite Restaurants

- Doma Cafe for the best brunch, breakfast sandwiches, coffee, and pastries in Chicago

- Sushi San for amazing sushi

- Rose Mary, Monteverde, Trivoli Tavern, Ema, Galit, Small Cheval, Le Colonial, or Zarella Pizzeria for amazing dinner spots around the city

- Vacas for the best vegan ice cream

- Momotaro (specifically the basement Izakaya) if you want to check out our first date spot!