15 days in Chicago, Baltimore & Virginia Itinerary

15 days in Chicago, Baltimore & Virginia Itinerary

Created using Inspirock United States itinerary planner

Make it your trip
1
Chicago
— 1 day
Fly
2
Baltimore
— 4 nights
Drive
3
Arlington
— 3 nights
Drive
4
Richmond
— 5 nights
Fly

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Chicago

— 1 day

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 1st (Sat): examine the collection at Richard H. Driehaus Museum, admire the striking features of Chicago Cultural Center, then explore the world behind art at The Art Institute of Chicago, and finally visit The Loop.

To find photos, other places to visit, maps, and tourist information, go to the Chicago trip planner.

If you are flying in from India, the closest major aiports are Chicago Midway International Airport, Chicago O'Hare International Airport and Gary Chicago International Airport. In May, plan for daily highs up to 25°C, and evening lows to 13°C. Cap off your sightseeing on the 1st (Sat) early enough to catch the flight to Baltimore.

Things to do in Chicago

Museums · Neighborhoods · Shopping

Baltimore

— 4 nights

City of Firsts

A major center for tourism and travel, Baltimore is famous as the city where amateur poet Francis Scott Key wrote the lyrics for the United States' national anthem.
Take a break from the city and head to Boat Tours & Water Sports and Rocky Point Beach and Park. Eschew the tourist crowds and head to Historic Ships in Baltimore and Sagamore Spirit Distillery. Get out of town with these interesting Baltimore side-trips: Gettysburg (Gettysburg Heritage Center, Devils Den, &more), Matapeake Clubhouse and Beach (in Stevensville) and Eastern Shore Brewing (in St. Michaels). There's still lots to do: admire the masterpieces at Baltimore Museum of Art, examine the collection at Geppi's Entertainment Museum, sample the tasty concoctions at Guinness Open Gate Brewery & Barrel House, and stop by Mount Vernon Cultural District.

To see ratings, photos, where to stay, and other tourist information, refer to the Baltimore road trip planning tool.

Traveling by flight from Chicago to Baltimore takes 3.5 hours. Alternatively, you can drive; or take a bus. You'll lose 1 hour traveling from Chicago to Baltimore due to the time zone difference. Traveling from Chicago in May, expect a bit warmer with lows of 17°C in Baltimore. Finish your sightseeing early on the 6th (Thu) to allow enough time to drive to Arlington.

Things to do in Baltimore

Museums · Breweries & Distilleries · Parks · Outdoors

Side Trips

Arlington

— 3 nights

National History, Local Flavor

Located just across the Potomac River from Washington, D.C., the county of Arlington blends big city and sprawling suburban environments.
Museum-lovers will get to explore Steven F. Udvar-Hazy Center and Stabler-Leadbeater Apothecary Museum. Step off the beaten path and head to The Tomb of the Unknown Soldier and John F. Kennedy Grave Site. There's lots more to do: steep yourself in history at Arlington House - The Robert E. Lee Memorial, appreciate the history behind Air Force Memorial, take an in-depth tour of Gadsby's Tavern Museum, and explore the landscape on two wheels at Mount Vernon Trail.

To find where to stay, traveler tips, maps, and other tourist information, read our Arlington sightseeing planner.

Drive from Baltimore to Arlington in 1.5 hours. Alternatively, you can do a combination of train and subway; or take a bus. In May, daily temperatures in Arlington can reach 28°C, while at night they dip to 17°C. Cap off your sightseeing on the 9th (Sun) early enough to go by car to Richmond.

Things to do in Arlington

Historic Sites · Museums · Trails · Parks

Side Trips

Richmond

— 5 nights

The River City

The capital city of Virginia, Richmond has diverse architecture, a large collection of monuments, and world-class museums that reveal the city's important role in American history.
Museum-lovers will get to explore White House of the Confederacy and Abby Aldrich Rockefeller Folk Art Museum. You'll discover tucked-away gems like Hollywood Cemetery and American Civil War Museum- Historic Tredegar. Explore the numerous day-trip ideas around Richmond: Newport News (U.S. Army Transportation Museum & The Mariners' Museum & Park), Williamsburg (DeWitt Wallace Decorative Arts Museum & Colonial National Historical Park) and Whitley's Peanut Factory (in Gloucester Point). The adventure continues: take a memorable tour with Tours, get engrossed in the history at Virginia Museum of History & Culture, stroll around Belle Isle, and admire the landmark architecture of Virginia Capitol Building.

To see more things to do, where to stay, ratings, and more tourist information, read Richmond route planner.

Getting from Arlington to Richmond by car takes about 2 hours. Other options: fly; or take a bus. In May, plan for daily highs up to 30°C, and evening lows to 16°C. Finish your sightseeing early on the 15th (Sat) to allow enough time to fly back home.

Things to do in Richmond

Museums · Parks · Historic Sites · Outdoors

Side Trips

Virginia travel guide

4.6
Historic Sites · Wineries & Vineyards · Gardens
Old Dominion
The home of the first permanent English colony in the New World, Virginia is a prime holiday destination for those looking to immerse themselves in American heritage. Proud of its colorful history, distinct culture, and southern drawl, Virginians see their state as the place where the imaginary line between the north and the south is drawn. With scenic beauties as diverse as its people, Virginia is a land of rolling hills, rugged mountains, lush valleys, dense forests, and secluded beaches along picturesque bays. Bordered on the east by the Atlantic and the west by the Appalachian Mountains, with rolling farmland in the middle, the state offers countless places to visit for history buffs, nature lovers, and passionate foodies.