7 days in Detroit, Ohio & Chicago Itinerary

7 days in Detroit, Ohio & Chicago Itinerary

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Route & dates

7 days in Detroit, Ohio & Chicago Itinerary

Start: Newark
Fly:  4​h 15​min
1
Detroit
— 1 night
Drive:  3​h
2
Cleveland
— 1 night
Fly:  3​h 15​min
3
Chicago
— 3 nights
Fly + taxi:  3​h
4
Dayton
— 1 night
Fly:  4​h 15​min
End: Newark

1
night
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.
On the 18th (Sat), explore the world behind art at Detroit Institute of Arts and then appreciate the extensive heritage of Detroit Cultural Center Historic District. On the 19th (Sun), you'll have a packed day of sightseeing: immerse yourself in nature at Island Lake State Recreation Area, see the interesting displays at The Henry Ford, and then examine the collection at Greenfield Village.

To see photos, more things to do, maps, and tourist information, use the Detroit trip planner .

Newark to Detroit is an approximately 4.5-hour flight. You can also drive. In May, daytime highs in Detroit are 71°F, while nighttime lows are 51°F. Wrap up your sightseeing on the 19th (Sun) early enough to drive to Cleveland.

Things to do in Detroit

Museums Parks Beaches

Side Trips

Dearborn, Island Lake State Recreation Area
Highlights from your plan
The Henry Ford ©
The Henry Ford
Greenfield Village ©
Greenfield Village
Detroit Institute of Arts ©
Detroit Institute of Arts

1
night
Cleveland

Cleveland ©
A culturally diverse city situated on the shores of Lake Erie, Cleveland boasts many places to visit, such as world-class museums, popular amusement parks, and sprawling recreational areas.
Kick off your visit on the 20th (Mon): try to win big at JACK Cleveland Casino, shop like a local with West Side Market, and then see the interesting displays at Rock & Roll Hall of Fame.

To find reviews, more things to do, maps, and more tourist information, read our Cleveland trip website .

Getting from Detroit to Cleveland by car takes about 3 hours. Other options: do a combination of bus and train; or do a combination of bus and flight. Expect a daytime high around 69°F in May, and nighttime lows around 54°F. Finish up your sightseeing early on the 20th (Mon) so you can travel to Chicago.

Things to do in Cleveland

Fun & Games Museums Casinos
Highlights from your plan
JACK Cleveland Casino ©
JACK Cleveland Casino
Rock & Roll Hall of Fame ©
Rock & Roll Hall of Fame
West Side Market ©
West Side Market

3
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get a sense of the local culture at The Magnificent Mile and The Art Institute of Chicago. Museum-lovers will get to explore Museum of Science and Industry and The Field Museum. There's much more to do: make a trip to Millennium Park, take in the spiritual surroundings of Fourth Presbyterian Church, enjoy breathtaking views from Skydeck Chicago - Willis Tower, and steep yourself in history at Ernest Hemingway Birthplace.

To see where to stay, reviews, maps, and tourist information, go to the Chicago trip itinerary planning website .

Fly from Cleveland to Chicago in 3.5 hours. Alternatively, you can do a combination of flight, bus, and subway; or drive. You'll gain 1 hour traveling from Cleveland to Chicago due to the time zone difference. Expect a daytime high around 71°F in May, and nighttime lows around 52°F. Wrap up your sightseeing on the 23rd (Thu) to allow time to travel to Dayton.

Things to do in Chicago

Museums Childrens Museums Historic Sites

Side Trips

Oak Park, Horseshoe Hammond
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum
Museum of Science and Industry ©
Museum of Science and Industry

1
night
Dayton

Dayton ©
Home of airplane pioneers the Wright brothers, Dayton prides itself on its inventors, including Charles F.
Start off your visit on the 24th (Fri): steep yourself in history at Carillon Historical Park, then examine the collection at National Aviation Hall of Fame, then see the interesting displays at National Museum of the US Air Force, and finally sample the tasty concoctions at The Dayton Beer Company (Downtown).

To find ratings, photos, and tourist information, read Dayton trip planner .

Getting from Chicago to Dayton by combination of flight and taxi takes about 3 hours. Other options: drive; or do a combination of train and bus. You'll lose 1 hour traveling from Chicago to Dayton due to the time zone difference. May in Dayton sees daily highs of 74°F and lows of 53°F at night. Finish your sightseeing early on the 24th (Fri) to allow enough time to travel back home.

Things to do in Dayton

Museums Historic Sites Breweries & Distilleries
Highlights from your plan
National Museum of the US Air Force ©
Carillon Historical Park ©
Carillon Historical Park
National Aviation Hall of Fame ©
National Aviation Hall of Fame

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