Cheap train tickets from San Antonio to Chicago

San Antonio is a fast-growing city located in the southwest corner of the Texas Triangle. In addition to the alluring year-round warm weather, San Antonio offers a blend of rich history with contemporary attractions and cuisine.

If there's one thing to remember from your trip to San Antonio, it’s the Alamo! This 18th century fortress is one of five Spanish missions in the San Antonio Missions National Historical Park, all of which are connected by a scenic hiking and biking trail. If history isn't your thing, the River Walk along the San Antonio River is a much livelier spot. This shaded path is lined with shops and restaurants, and you could spend an entire day strolling, shopping, and eating along the river. Don't sleep on the riverside bars, either – San Antonio is one of the cheapest drinking cities in the U.S. so you can bar-hop to your heart’s (and your wallet’s) delight.

Travelling with little ones? San Antonio is home to the San Antonio Zoo, SeaWorld, and Six Flags Fiesta Texas, any one of which will provide a thrilling adventure with no screen time required. Visitors of all ages will find treasures at Historic Market Square, the largest Mexican market in the U.S., where handcrafted art from local artisans is available alongside authentic Mexican food.

San Antonio is one of the biggest cities in the Lone Star State, so it is very easy to travel to other Texas destinations like Austin, Houston, and Dallas by coach or by train, or to destinations farther afield through the San Antonio International Airport.

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 holiday 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 neighbourhoods like Andersonville and Wicker Park. And don't miss the chance to laugh until you cry at The Second City comedy theatre, famous for launching the careers of comedians like Tina Fey and Stephen Colbert.

Chicago is one of the biggest transport 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 coach and train stations throughout the city, getting to the Windy City is a breeze.