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

  • Deep Dish Pizza Experience
  • Chicago Architecture Foundation Center River Cruise
  • Navy Pier

Hyatt Place Chicago River North

8.7View hotel
See full itinerary

2 days

Highlights

  • Wrigley Field Tour
  • Navy Pier
  • Adler Planetarium

Hyatt Regency Chicago

8.7View hotel

3 days

Highlights

  • Shedd Aquarium
  • Adler Planetarium
  • Chicago Architecture Foundation Center River Cruise

Hyatt Centric The Loop Chicago

8.7View hotel

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.

Popular cities in United States to visit