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

  • Garfield Park Conservatory
  • Chicago Riverwalk
  • Navy Pier

Hyatt Regency Chicago

2 days

Highlights

  • Navy Pier
  • Wrigley Field Tour
  • Art Institute of Chicago

Hyatt Place Chicago River North

3 days

Highlights

  • Millennium Park
  • Skydeck Chicago Willis Tower
  • Chicago Riverwalk

Hyatt Centric The Loop Chicago