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Get wind of the Windy City

Green Mill Cocktail Lounge, Chicago.

Chicago is often called the “most American” of the big cities, and for a traveler with your specific interests in aviation, rail history, and urban design, it is arguably the best destination in North America. Here is why Chicago is a “super destination” for your specific tastes. For example, The River Architecture Tour: This is widely considered the best city tour in the world. Taking a boat through the canyon of skyscrapers (like the Neo-Gothic Tribune Tower and the modernist Willis Tower) allows you to see how the city was rebuilt from the ground up after the Great Fire of 1871.

Esquire Theatre, 58 E Oak Street, Chicago. September 1994. Film scan. The theater is since converted to shopping.

The “L” Train Heritage: Chicago’s elevated rail system is a living piece of history. For a rail enthusiast, the Loop—the rectangular circuit of elevated tracks in the city center—is iconic. It’s one of the few places where you can see 19th-century transit infrastructure still serving as the heartbeat of a 21st-century city. The Museum of Science and Industry: This is a “must-visit.” It houses a United Airlines Boeing 727 suspended from the ceiling and a British Spitfire. More impressively, it’s home to the U-505, a real German submarine captured during WWII, which is displayed in a massive underground vault. The list goes on and on. Your editor had to wing it from London to Chicago many times when I worked for Expedia companies there.

Our affiliate partners, Viator have a packed agenda when you’re there. Make it easy on yourself To grab one of the Chicago CityPASS tickets. Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS®. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Chicago’s most famous aquarium and Skydeck Chicago, plus your choice of admission to three of the following attractions: Field Museum, Art Institute of Chicago, Museum of Science and Industry, 360 CHICAGO Observation Deck, Adler Planetarium, or Shoreline Sightseeing Architecture River Tour. This family-friendly pass includes a range of popular options You have up to nine days to use the pass This package provides a cost-saving way to see the city Discover only the attractions that interest you most. Read more about – Chicago CityPASS® and click to book. here

Chicago bound? Take the train! OMIO has rail tickets to Chicago and beyond. To book, click here

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