10 days in Chicago & Pennsylvania Itinerary

10 days in Chicago & Pennsylvania Itinerary

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Route & dates

10 days in Chicago & Pennsylvania Itinerary

Start: New York City
bus + Fly:  4​h 45​min
1
Chicago
— 2 nights
Fly:  4​h
2
Pittsburgh
— 1 night
Drive:  1​h 30​min
3
Ohiopyle
— 1 night
Drive:  3​h
4
Gettysburg
— 2 nights
Drive:  1​h 15​min
5
Lancaster
— 1 night
train:  1​h 15​min
6
Philadelphia
— 2 nights
train:  1​h 45​min
End: New York City

2
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Satisfy your inner culture vulture at The Art Institute of Chicago and Museum of Science and Industry. The adventure continues: get to know the fascinating history of Millennium Park, examine the collection at The Field Museum, pause for some photo ops at Cloud Gate, and take a stroll through The Magnificent Mile.

For more things to do, where to stay, other places to visit, and more tourist information, go to the Chicago day trip planning site .

New York City to Chicago is an approximately 5-hour combination of bus and flight. You can also fly; or drive. The time zone difference moving from Eastern Standard Time to Central Standard Time is minus 1 hour. In June, plan for daily highs up to 81°F, and evening lows to 63°F. Wrap up your sightseeing on the 16th (Sun) early enough to travel to Pittsburgh.

Things to do in Chicago

Museums Childrens Museums Neighborhoods
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Field Museum ©
Field Museum

1
night
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.
Start off your visit on the 17th (Mon): admire nature's wide array of creatures at Pittsburgh Zoo & PPG Aquarium, explore and take pictures at Point State Park, and then take a stroll through The Strip District.

For more things to do, reviews, maps, and other tourist information, refer to the Pittsburgh road trip app .

Traveling by flight from Chicago to Pittsburgh takes 4 hours. Alternatively, you can drive; or take a train. Traveling from Chicago to Pittsburgh, you'll lose 1 hour due to the time zone difference. In June, plan for daily highs up to 79°F, and evening lows to 62°F. Finish your sightseeing early on the 17th (Mon) to allow enough time to travel to Ohiopyle.

Things to do in Pittsburgh

Parks Zoos & Aquariums Neighborhoods
Highlights from your plan
Point State Park ©
Point State Park
The Strip District ©
The Strip District
Pittsburgh Zoo & PPG Aquarium ©
Pittsburgh Zoo & PPG Aquarium

1
night
Ohiopyle

Ohiopyle ©
Ohiopyle is a borough in Fayette County, Pennsylvania, United States. Kick off your visit on the 18th (Tue): contemplate the long history of Fallingwater, then admire the majestic nature at Ohiopyle State Park, and then witness the site of a historic battle at Fort Necessity National Battlefield.

To find more things to do, maps, traveler tips, and other tourist information, go to the Ohiopyle road trip planner .

Drive from Pittsburgh to Ohiopyle in 1.5 hours. Expect a bit cooler temperatures when traveling from Pittsburgh in June; daily highs in Ohiopyle reach 70°F and lows reach 56°F. Finish your sightseeing early on the 18th (Tue) so you can travel to Gettysburg.

Things to do in Ohiopyle

Parks Nature Historic Sites

Side Trips

Fort Necessity National Battlefield, Fallingwater
Highlights from your plan
Ohiopyle State Park ©
Ohiopyle State Park
Fallingwater ©
Fallingwater

2
nights
Gettysburg

Gettysburg ©
Located near the memorial park marking the site of one of the largest Civil War battles, the town of Gettysburg sits in a landscape of rolling green hills with views of the Blue Ridge Mountains in the distance.
Kick off your visit on the 19th (Wed): appreciate the extensive heritage of Shriver House Museum, steep yourself in history at Little Round Top, contemplate the long history of Eisenhower National Historic Site, then witness the site of a historic battle at Gettysburg National Military Park, and finally stroll the grounds of Gettysburg National Cemetery. Get ready for a full day of sightseeing on the next day: contemplate the long history of Jennie Wade House, then have some family-friendly fun at Victorian Photography Studio, then examine the collection at Gettysburg Museum of History, and finally take in the history at Confederate Trails of Gettysburg.

To find traveler tips, other places to visit, maps, and tourist information, use the Gettysburg trip planner.

Traveling by car from Ohiopyle to Gettysburg takes 3 hours. In June, Gettysburg is somewhat warmer than Ohiopyle - with highs of 81°F and lows of 62°F. Finish your sightseeing early on the 20th (Thu) to allow enough time to drive to Lancaster.

Things to do in Gettysburg

Historic Sites Museums Tours
Highlights from your plan
Shriver House Museum ©
Shriver House Museum
Little Round Top ©
Little Round Top
Gettysburg National Cemetery ©
Gettysburg National Cemetery

1
night
Lancaster

Lancaster ©
The heart of Pennsylvania's famous "Dutch Country," Lancaster is one of the nation's oldest inland cities, founded in 1730.
Kick off your visit on the 21st (Fri): examine the collection at Railroad Museum of Pennsylvania, relax in the rural setting at The Amish Farm and House, and then get in on the family fun at Dutch Wonderland.

For photos, more things to do, traveler tips, and more tourist information, read our Lancaster trip maker tool .

Traveling by car from Gettysburg to Lancaster takes 1.5 hours. Alternatively, you can do a combination of bus and train. In June, daily temperatures in Lancaster can reach 81°F, while at night they dip to 62°F. Wrap up your sightseeing on the 21st (Fri) to allow time to take a train to Philadelphia.

Things to do in Lancaster

Theme Parks Historic Sites Museums

Side Trip

Railroad Museum of Pennsylvania
Highlights from your plan
Dutch Wonderland ©
Dutch Wonderland
The Amish Farm and House ©
The Amish Farm and House
Railroad Museum of Pennsylvania ©
Railroad Museum of Pennsylvania

2
nights
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Kick off your visit on the 22nd (Sat): take an in-depth tour of National Constitution Center, admire the masterpieces at Philadelphia Museum of Art, then get to know the fascinating history of Independence National Historical Park, and finally get a sense of history and politics at Independence Hall. On the 23rd (Sun), you'll have a packed day of sightseeing: contemplate the long history of Christ Church, identify plant and animal life at The Scott Arboretum of Swarthmore College, then witness the site of a historic battle at Valley Forge National Historical Park, and finally contemplate in the serene atmosphere at Cathedral Basilica of Saints Peter and Paul.

To see reviews, more things to do, maps, and tourist information, read Philadelphia trip website .

Take a train from Lancaster to Philadelphia in 1.5 hours. Alternatively, you can drive; or take a bus. In June in Philadelphia, expect temperatures between 84°F during the day and 65°F at night. Finish up your sightseeing early on the 23rd (Sun) so you can catch the train back home.

Things to do in Philadelphia

Parks Historic Sites Nature

Side Trips

The Scott Arboretum of Swarthmore College, Valley Forge National Historical Park
Highlights from your plan

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