If you’re a first-time visitor or a seasoned Chicagoan, the city skyline never ceases to impress. Our advice is to go between May and September. That’s when the city comes alive with outdoor food and music festivals.
Holiday Deals
If you can dream it, we can make it happen...
From €974pp
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Chicago Summer
You'll be spilt for choice of things to do in this fantastic city. Enjoy 4 nights on this Chicago City Break.
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From €1039pp
Christmas in Chicago
Chicago transforms into a festive wonderland during the holiday season, and we have curated the ultimate experience j...
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From €3835pp
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Historic Route 66 Escorted Tour
Explore America's most iconic road trip, taking in Chicago, the Old West in Oklahoma or kick up your heels in Albuque...
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From €1422pp
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Chicago & Washington, DC
From the world-class museums, amazing shopping and vibrant nightlife of Chicago to the history and iconic sights of W...
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From €6169pp
Eagle Rider Route 66 Self Guided Motorcycle Tour
A 15 day journey riding along the world famous “Mother Road” highway from Chicago to Los Angeles by motorcycle
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From €3097pp
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Historic Route 66 Fly Drive
Get your kicks along America’s mother road and most historic highway, Route 66! Stroll through quaint small towns o...
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From €1327pp
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Chicago & New York
Chicago and New York City, with rich histories and vibrant atmospheres, attract global visitors seeking dynamic urban...