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From shopping and sailing to Michelin stars and spas, the Midwest’s biggest city has it all.

Sample gourmet Ukrainian food, watch a comedy show with puppets, and catch an all-ages jazz show.

The St. Regis Chicago is big on indulgence—but tucked in a corner most tourists never reach.

Celebrate 100 years of Route 66 with a scenic 301-mile road trip from Chicago to Madison, filled with historic sites, local eats, and small-town charm in Illinois.

Halloway is a new private railcar company that is offering journeys along some of the most scenic routes in America.

Never mind the weather, Chicago has a host of possibilities indoors and outside.

“Dots Obsession” will occupy the entire atrium of the museum.

The history- and nature-themed itineraries include Amtrak train rides, hotel accommodations, sightseeing tours, and activities in destinations along the coasts and in national parks, major cities, and historic sites.

We’ll tell you five locations, but it’s up to you to find the secret hotel keys and passcodes.

Whether you’re craving Mediterranean beaches, U.S. national parks, or the Canadian wilderness, United has you covered with its newly released summer 2024 flight roster.

If a nonstop flight isn’t an option, consider one of these well-oiled transfer hubs, airports that make connections seamless via a robust lineup of incoming and outgoing flights that are conveniently coordinated.

The reduced airlift could affect a wide swath of routes throughout the country.

Diners and cafés along the Mother Road dish out nostalgic sweet treats, good enough to stay on menus for nearly 100 years.

Amtrak predicts the new train will welcome more than 200,000 passengers aboard within its first year of service, and it’s expected to greatly reduce car use along the Midwestern route.

While some restaurants with views coast on their good looks, these eateries across the country serve food as impressive as the scenery.