8 days in Pittsburgh, Cincinnati & Chicago Itinerary

8 days in Pittsburgh, Cincinnati & Chicago Itinerary

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Route & dates

8 days in Pittsburgh, Cincinnati & Chicago Itinerary

Start: Newark
Drive:  5​h 45​min
1
Pittsburgh
— 3 nights
Drive:  5​h
2
Cincinnati
— 1 night
Drive:  5​h
3
Chicago
— 2 nights
Drive:  12​h
End: Newark

3
nights
Pittsburgh

Pittsburgh ©
Known primarily for its steel-related heritage and 446 bridges, Pittsburgh sits at the confluence of the Monongahela and Allegheny Rivers, which meet to form the Ohio River.
Kick off your visit on the 4th (Thu): explore and take pictures at PNC Park and then indulge your thirst for a good beer at East End Brewing Company. Get ready for a full day of sightseeing on the 5th (Fri): take a stroll through The Strip District, then get some fabulous bargains at Tanger Outlets, and then take your sightseeing to a higher altitude at Mount Washington.

For photos, where to stay, reviews, and more tourist information, read Pittsburgh visit website .

Newark to Pittsburgh is an approximately 4-hour flight. You can also drive. Traveling from Newark in July, expect Pittsburgh to be little chillier, temps between 82°F and 65°F. Finish your sightseeing early on the 6th (Sat) so you can travel to Cincinnati.

Things to do in Pittsburgh

Neighborhoods Parks Nature

Side Trip

Tanger Outlets
Highlights from your plan
The Strip District ©
The Strip District
Mount Washington ©
Mount Washington
East End Brewing Company ©
East End Brewing Company

1
night
Cincinnati

Cincinnati ©
Situated on the north bank of the Ohio River, Cincinnati distinguished itself as the only U.S.
On the 6th (Sat), browse the eclectic array of goods at Findlay Market and then revel in the low prices at Cincinnati Premium Outlets. On the 7th (Sun), you'll have a packed day of sightseeing: try your luck at JACK Cincinnati Casino, then appreciate the extensive heritage of Mount Adams, and then sample the tasty concoctions at Rhinegeist Brewery.

To see more things to do, maps, photos, and other tourist information, read our Cincinnati driving holiday planning site .

Getting from Pittsburgh to Cincinnati by combination of flight and bus takes about 4 hours. Other options: drive; or take a bus. Expect a daytime high around 84°F in July, and nighttime lows around 64°F. Wrap up your sightseeing on the 7th (Sun) to allow time to travel to Chicago.

Things to do in Cincinnati

Shopping Breweries & Distilleries Fun & Games

Side Trip

Cincinnati Premium Outlets
Highlights from your plan
Cincinnati Premium Outlets ©
Cincinnati Premium Outlets
Findlay Market ©
Findlay Market
Mount Adams ©
Mount Adams

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
On the 8th (Mon), ponder the design of Crown Fountain, get to know the fascinating history of Millennium Park, then take a stroll through The Magnificent Mile, and finally admire the landmark architecture of Chicago Cultural Center. On your second day here, look for gifts at Albanese Candy Factory, then admire the majestic nature at Indiana Dunes State Park, then pause for some photo ops at Cloud Gate, and finally don't miss a visit to Skydeck Chicago - Willis Tower.

For other places to visit, more things to do, and other tourist information, refer to the Chicago online trip maker .

Traveling by flight from Cincinnati to Chicago takes 4 hours. Alternatively, you can fly; or drive. Traveling from Cincinnati to Chicago, you'll gain 1 hour due to the time zone difference. In July in Chicago, expect temperatures between 83°F during the day and 67°F at night. Wrap up your sightseeing on the 9th (Tue) to allow time to travel back home.

Things to do in Chicago

Shopping Neighborhoods Parks

Side Trips

Indiana Dunes State Park, Albanese Candy Factory
Highlights from your plan
Millennium Park ©
Millennium Park
The Magnificent Mile ©
The Magnificent Mile
Chicago Cultural Center ©
Chicago Cultural Center

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