4 days in Chicago, Washington DC & Philadelphia Itinerary

4 days in Chicago, Washington DC & Philadelphia Itinerary

Created using Inspirock United States sightseeing planner

Plan created by another user. Make it yours
1
Chicago
— 1 day
Drive
2
Washington DC
— 1 day
Drive
3
Philadelphia
— 1 day
Drive
4
Chicago
— 1 day

S M T W T F S
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28
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1
day
Chicago

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Start off your visit on the 27th (Sat): observe the fascinating underwater world at Shedd Aquarium, then admire the masterpieces at The Art Institute of Chicago, then walk around Millennium Park, and finally make a trip to Skydeck Chicago - Willis Tower.

For other places to visit, photos, reviews, and other tourist information, read our Chicago itinerary planner.

The Route module shows you travel options from your home to Chicago. In February, daytime highs in Chicago are 36°F, while nighttime lows are 20°F. Finish up your sightseeing early on the 27th (Sat) so you can travel to Washington DC.

Things to do in Chicago

Parks · Museums · Zoos & Aquariums

1
day
Washington DC

The capital of the United States, the District of Columbia contains the lion's share of the country's most treasured monuments, memorials, and public museums.
On the 28th (Sun), get a sense of history and politics at White House, pause for some photo ops at Washington Monument, appreciate the history behind Lincoln Memorial, then pause for some photo ops at Vietnam Veterans Memorial, then get engrossed in the history at United States Holocaust Memorial Museum, and finally pause for some photo ops at Jefferson Memorial.

To see photos, more things to do, other places to visit, and more tourist information, read our Washington DC road trip planning tool.

Traveling by flight from Chicago to Washington DC takes 4 hours. Alternatively, you can drive; or take a train. The time zone difference when traveling from Chicago to Washington DC is 1 hour. Plan for a bit warmer temperatures traveling from Chicago in February, with highs in Washington DC at 48°F and lows at 32°F. Cap off your sightseeing on the 28th (Sun) early enough to catch the train to Philadelphia.

Things to do in Washington DC

Museums

1
day
Philadelphia

The City of Brotherly Love

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S.
Kick off your visit on the 1st (Mon): pause for some photo ops at Rocky Statue, examine the collection at The Franklin Institute, hunt for treasures at Reading Terminal Market, then ponder the world of politics at Independence Hall, and finally get into the urban bustle at Kimmel Center for the Performing Arts.

To find where to stay, reviews, more things to do, and more tourist information, go to the Philadelphia day trip app.

You can take a train from Washington DC to Philadelphia in 2.5 hours. Alternatively, you can drive; or take a bus. When traveling from Washington DC in March, plan for little chillier days in Philadelphia, with highs around 50°F, while nights are about the same with lows around 33°F. Finish up your sightseeing early on the 1st (Mon) so you can travel to Chicago.

Things to do in Philadelphia

Museums · Shopping · Historic Sites · Nightlife

1
day
Chicago

Windy City

Start off your visit on the 2nd (Tue): take in panoramic vistas at 360 Chicago Observation Deck, admire the landmark architecture of Chicago Cultural Center, then try your luck at Horseshoe Hammond, and finally get in on the family fun at Fox in a Box Chicago.

To see more things to do, ratings, maps, and tourist information, you can read our Chicago trip planner.

You can fly from Philadelphia to Chicago in 4.5 hours. Other options are to drive; or take a bus. The time zone difference moving from Eastern Standard Time (EST) to Central Standard Time (CST) is minus 1 hour. When traveling from Philadelphia in March, plan for slightly colder days and about the same nights in Chicago: temperatures range from 45°F by day to 30°F at night.

Things to do in Chicago

Fun & Games · Casinos · Theme Parks · Museums

Side Trip