Cheap train tickets from Chicago to Virginia Beach

Known for its innovative architecture, cultural contributions to jazz and house music, and of course that irresistible deep-dish pizza, the many sights and experiences in Chicago make it one of the best urban vacation destinations for millennials and a top destination in Illinois.

You can't beat the views of the city and Lake Michigan from the SkyDeck in the Willis Tower; at over 1,300 feet, this is the highest observation deck in the U.S. Snap that classic selfie with the Bean in Millennium Park, then wander the many museums in nearby Grant Park. Navy Pier is a popular tourist hotspot for its parks, restaurants, and attractions right on Lake Michigan, and baseball fans will find paradise in Wrigleyville, home to the Chicago Cubs' Wrigley Field and sports bars galore.

Chicago's enormous parks offer plentiful opportunities for outdoor activities in gorgeous urban settings. Many companies offer kayak rentals or boat tours on the Chicago River, with special tours running on Saint Patrick's Day, when the entire river is dyed green. When you’re ready to buy some souvenirs from your epic trip, hit the big brand stores on the Magnificent Mile, or shop local in neighborhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theater, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.

Chicago is one of the biggest transportation hubs in the Midwest, and provides easy access to nearby destinations ideal for day trips, as well as international travel from two airports. Thanks to plenty of bus and train stations throughout the city, getting to the Windy City is a breeze.

While boasting a suburban atmosphere that will make anyone jealous of an East Coast life, Virginia Beach is the largest city in Virginia by population and one of the state's best destinations. Positioned at the mouth of Chesapeake Bay, its primary focus has always been its oceanfront location.

In the record books as having the longest pleasure beach in the world, the soft golden sands of Virginia Beach stretch for miles. One of the best ways to enjoy it is to take a stroll or bike along the three-mile boardwalk lined with cafés.

A block back, Atlantic Avenue plays host to Virginia Beach's dining scene, which incorporates everything from well-known names to family-run restaurants specializing in the bay's seafood.

But for all the glitz and glamour of Atlantic Avenue, it's Virginia Beach's natural splendors that will have you coming back again and again. As it twists with the coastline to become Shore Drive, you'll reach First Landing State Park. It preserves the spot at which English colonists first arrived on U.S. soil in 1607 after a five-month voyage. Meanwhile, out to sea, there's a chance to spot humpback whales and bottlenose dolphins.

The city’s central location on the Atlantic coastline means there are many destinations you can visit from Virginia Beach for very cheap. The busiest terminus in Virginia Beach is on Northampton Boulevard. It sees buses reach New York City in around eight hours. Head to Norfolk, and you can also jump on Amtrak's Northeast Regional train service to Boston.