America’s ‘Windy City’ has plenty to impress. With its mighty skyline, vast lakes and swinging blues music scene, a holiday in Chicago is guaranteed to blow you away. Chicago holidays are all about culture and art; home to Hemingway, its very own blend of soulful blues and a generous spattering of high-flying architecture from Frank Gehry's futuristic Pritzker Pavilion to Frank Lloyd Wright's stained-glass Robie House, Chicago is nothing short of a cultural treasure trove. Wander along the streets and stop to admire whimsical public art or duck into one of the many art museums housing everything
from impressionist masterpieces to psychedelic paintings. As well as culture, the city boasts an eclectic array of nature from long stretches of coastline studded with beaches and recreational areas to hills blanketed in orchards and vineyards. And don’t miss a visit to The Great Lakes - so vast they could be mistaken for inland seas; explore quaint resort towns, climb substantial sand dunes and stop off to snap a shot of a picturesque lighthouse.

Contact one of our USA specialists + 44 (0) 20 3958 6120

Enquire now

Chicago Holiday Ideas

A few suggestions to get the holiday planning process started
A few of the benefits of travelling with us
What our clients say about us
USA customer reviews (6 reviews)
Overall the trip was a great success and I have no doubt that we will use Original Travel again. Your local Concierge team exceeded all expectations!
Contact one of our USA specialists