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

  • Navy Pier
  • Magnificent Mile Shopping
  • Skydeck Chicago Willis Tower

Hyatt Place Chicago River North

8.7View hotel
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2 days

Highlights

  • Chicago Architecture Foundation Center River Cruise
  • Millennium Park
  • Field Museum

Hyatt Regency Chicago

8.7View hotel

3 days

Highlights

  • Navy Pier
  • Deep Dish Pizza Experience
  • Chicago Riverwalk

Hampton Inn Chicago McCormick Place

8.6View hotel

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