5 days in Philadelphia & Chicago Itinerary

5 days in Philadelphia & Chicago Itinerary

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Route & dates

5 days in Philadelphia & Chicago Itinerary

Start: New York City
train:  1​h 30​min
1
Philadelphia
— 1 night
Fly:  4​h
2
Chicago
— 3 nights
Fly + bus:  4​h 45​min
End: New York City


1
night
Philadelphia

Philadelphia ©
Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
On the 22nd (Mon), explore the world behind art at Barnes Foundation, try your luck at Harrah's Philadelphia, and then appreciate the history behind Liberty Bell Center. Get ready for a full day of sightseeing on the next day: admire the local landmark of Longwood Gardens, then admire the masterpieces at Philadelphia Museum of Art, and then get a sense of history and politics at Independence Hall.

To find ratings, where to stay, traveler tips, and tourist information, use the Philadelphia trip builder website .

New York City to Philadelphia is an approximately 1.5-hour bus ride. You can also take a train; or drive. In April in Philadelphia, expect temperatures between 65°F during the day and 45°F at night. Wrap up your sightseeing on the 23rd (Tue) early enough to travel to Chicago.

Things to do in Philadelphia

Museums Parks Nightlife

Side Trips

Longwood Gardens, Harrah's Philadelphia
Highlights from your plan
Philadelphia Museum of Art ©
Philadelphia Museum of Art
Longwood Gardens ©
Longwood Gardens
Independence Hall ©
Independence Hall

3
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, explore and take pictures at Wrigley Field, see the interesting displays at The Field Museum, and meet the residents at Shedd Aquarium.

For ratings, other places to visit, traveler tips, and other tourist information, use the Chicago online road trip planner .

Getting from Philadelphia to Chicago by flight takes about 4 hours. Other options: do a combination of train and flight; or drive. The time zone changes from Eastern Standard Time (EST) to Central Standard Time (CST), which is usually a -1 hour difference. In April, Chicago is a bit cooler than Philadelphia - with highs of 59°F and lows of 40°F. Finish up your sightseeing early on the 26th (Fri) so you can travel back home.

Things to do in Chicago

Museums Childrens Museums Parks
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Museum of Science and Industry ©
Museum of Science and Industry

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