11 days in Chicago & Detroit Itinerary

11 days in Chicago & Detroit Itinerary

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Route & dates

11 days in Chicago & Detroit Itinerary

Start: Ashburn
Drive:  10​h 45​min
1
Chicago
— 5 nights
Drive:  4​h 45​min
2
Detroit
— 4 nights
Drive:  8​h
End: Ashburn

5
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
When in Chicago, make a side trip to see Whirlpool Compass Fountain in Saint Joseph, approximately 1h 40 min away. Next up on the itinerary: explore the world behind art at The Art Institute of Chicago, observe the fascinating underwater world at Shedd Aquarium, stroll around Millennium Park, and take in panoramic vistas at Skydeck Chicago - Willis Tower.

For traveler tips, other places to visit, photos, and tourist information, read our Chicago day trip planning tool .

Ashburn to Chicago is an approximately 8.5-hour combination of car and flight. You can also drive. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. In July in Chicago, expect temperatures between 83°F during the day and 67°F at night. Finish your sightseeing early on the 29th (Wed) so you can travel to Detroit.

Things to do in Chicago

Museums Childrens Museums Parks

Side Trip

Whirlpool Compass Fountain
Find places to stay Jul 24 — 29:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Navy Pier ©
Navy Pier

4
nights
Detroit

Detroit ©
Founded in 1701 by a French explorer and adventurer, Detroit exerted a profound impact on the world for most of the 20th century.
Explore Detroit's surroundings by going to Kalahari Waterparks (in Sandusky), Elizabeth Park (in Trenton) and Toledo Zoo (in Toledo). There's still lots to do: examine the collection at The Henry Ford, take in the waterfront at Detroit RiverFront, step off the mainland to explore Belle Isle Park, and contemplate the long history of Motown Museum.

To see where to stay, maps, ratings, and other tourist information, go to the Detroit road trip planning app .

Traveling by flight from Chicago to Detroit takes 4 hours. Alternatively, you can do a combination of flight and bus; or drive. The time zone difference when traveling from Chicago to Detroit is 1 hour. Expect a daytime high around 82°F in July, and nighttime lows around 65°F. Cap off your sightseeing on the 2nd (Sun) early enough to travel back home.

Things to do in Detroit

Museums Parks Theme Parks

Side Trips

Dearborn, Elizabeth Park, Kalahari Waterparks, Toledo Zoo, Kellogg Park
Find places to stay Jul 29 — Aug 2:
Highlights from your plan
Detroit Institute of Arts ©
Detroit Institute of Arts
Kalahari Waterparks ©
Kalahari Waterparks
Toledo Zoo ©
Toledo Zoo

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