8 days in Chicago and Beyond Itinerary

8 days in Chicago and Beyond Itinerary

Created using Inspirock Chicago and Beyond trip itinerary planner

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Route & dates

8 days in Chicago and Beyond Itinerary

Start: Dallas
Fly:  6​h
1
Rockford
— 1 night
Drive:  1​h 45​min
2
Chicago
— 6 nights
Fly:  4​h 30​min
End: Dallas

1
night
Rockford

Rockford ©
Rockford is the third largest city in the U.S. Kick off your visit on the 8th (Sat): brush up on your knowledge of spirits at Whiskey Acres Distilling Co..

For maps, other places to visit, more things to do, and other tourist information, you can read our Rockford road trip planning app .

Dallas to Rockford is an approximately 6-hour flight. You can also drive. Expect slightly colder temperatures when traveling from Dallas in June; daily highs in Rockford reach 81°F and lows reach 60°F. Finish up your sightseeing early on the 9th (Sun) so you can travel to Chicago.

Things to do in Rockford

Parks Museums Childrens Museums

Side Trip

Whiskey Acres Distilling Co.
Highlights from your plan
Whiskey Acres Distilling Co. ©
Whiskey Acres Distilling Co.
Anderson Japanese Gardens ©
Anderson Japanese Gardens
Discovery Center Museum ©
Discovery Center Museum

6
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, historic sites, nightlife, zoos & aquariums, and childrens museums. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, take in the waterfront at Navy Pier, admire nature's wide array of creatures at Lincoln Park Zoo, and examine the collection at The Field Museum.

To find more things to do, where to stay, reviews, and tourist information, you can read our Chicago trip planner .

You can drive from Rockford to Chicago in 2 hours. In June in Chicago, expect temperatures between 81°F during the day and 63°F at night. Wrap up your sightseeing on the 15th (Sat) to allow time to travel back home.

Things to do in Chicago

Museums Parks Zoos & Aquariums

Side Trip

Frank Lloyd Wright Home and Studio
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Wrigley Field ©
Wrigley Field

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