Rome2Rio

Plan your Chicago Itinerary with Real Train, Bus and Car Routes

Chicago travel plans with the routes already figured out

Rome2Rio itineraries for Chicago are made from a decade of travellers telling us their favourite ways to get from A to B. Personalise these itineraries to take you from A to B to C... and then all the way back home.

1 day

Highlights

  • Magnificent Mile Shopping
  • Museum of Science and Industry
  • Shedd Aquarium

55th Floor Penthouse with Award-Winning Views

2 days

Highlights

  • Adler Planetarium
  • Deep Dish Pizza Experience
  • Chicago Riverwalk

3F Vintage Graystone in Little Italy near loop UIC United Ct & McCormick Place

3 days

Highlights

  • Chicago Riverwalk
  • Art Institute of Chicago
  • Millennium Park

The Peninsula Chicago

Must-see United States

Plot your journey across United States, visiting its many must-see destinations. With just a short train ride or scenic drive, you can journey from one region to another.