3 days in Chicago & Castle Rock Itinerary

3 days in Chicago & Castle Rock Itinerary

Created using Inspirock United States trip itinerary maker

This plan was created by another user. Make it your plan

Route & dates

Start: New York City
Bus + Fly:  4 h 45 min
1
Chicago
— 1 night
Fly + Drive:  5 h
2
Castle Rock
— 1 night
+2
Drive + Fly + Drive:  7 h 30 min
End: New York City

1
night
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 28th (Tue): meet the residents at Shedd Aquarium and then ponder the design of Buckingham Fountain. Get ready for a full day of sightseeing on the next day: enjoy breathtaking views from 360 Chicago Observation Deck, enjoy breathtaking views from Skydeck Chicago - Willis Tower, then stroll around Millennium Park, then appreciate the history behind Cloud Gate, and finally explore the world behind art at The Art Institute of Chicago.

To find photos, traveler tips, and other tourist information, read our Chicago trip tool.

New York City to Chicago is an approximately 5- hour combination of bus and flight. You can also fly; or drive. Traveling from New York City to Chicago, you'll gain 1 hour due to the time zone difference. Expect slightly colder evenings in Chicago when traveling from New York City in July, with lows around 67°F. Wrap up your sightseeing on the 29th (Wed) early enough to travel to Castle Rock.

Things to do in Chicago

Parks Zoos & Aquariums Museums
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Skydeck Chicago - Willis Tower ©
Skydeck Chicago - Willis Tower

1
night
Castle Rock

Castle Rock
Castle Rock is an affluent home rule municipality that is the county seat of Douglas County, Colorado, United States. On the 30th (Thu), explore by horseback at Hidden Mesa Open Space & Trail and then trek along Gateway Mesa Open Space Park.

For photos, traveler tips, more things to do, and tourist information, read Castle Rock trip maker app.

The Route module can help you plan travel from Chicago to Castle Rock. The time zone difference when traveling from Chicago to Castle Rock is minus 1 hour. Plan for slightly colder nights when traveling from Chicago in July since evenings lows in Castle Rock dip to 53°F. Wrap up your sightseeing by early afternoon on the 30th (Thu) to allow enough time to travel back home.

Things to do in Castle Rock

Wildlife Outdoors Trails

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