Chicago Trip Guide · Experiences
Make your trip your own. Discover memorable tours, explore the details, and find the experience that feels right for you.
Explore the collectionYour next great day out
399 experiences
Explore experience ↗◷ 1 hr
Flytographer Private Vacation Photo Shoot Connect with a local hand-picked professional photographer in Chicago and capture your most m
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Explore experience ↗◷ 1 hr 15 min–1 hr 40 min
Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of
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Explore experience ↗◷ 2 hr
Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captivating facts about the first high-ris
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Explore experience ↗◷ 30 min
Your safety is our crew’s biggest priority. Before your journey even begins, your driver completely disinfects the vehicle and places f
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Explore experience ↗◷ 2 hr–5 hr
With over 10 years of birding, Wayne can not only identify birds out in the wild through sight, but also through their many calls! Inte
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Explore experience ↗◷ 2 hr
Step into the shadows of Chicago’s past on this adults-only haunted pub crawl, where ghost stories, historic landmarks, and legendary n
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Explore experience ↗◷ 30 min–1 hr
Exceptional Luxury SUV Chauffeur Services - When it comes to luxurious and reliable airport transfers, look no further than our elite p
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Explore experience ↗◷ 2 hr
We wrote the book(s) on Chicago ghosts! Now in our 26th year! Ursula Bielski, our founder, has published more than a dozen volumes on C
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Explore experience ↗◷ 30 min
Book your Private Arrival Transfer from Chicago Midway Airport (MDW) to Chicago hotel or address. Don't go through all the hassle of wa
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Explore experience ↗◷ 1 hr
Channel your inner Sherlock Holmes in this murder mystery hunt around The Chicago Loop. In the “Murder in The Chicago Loop” transports
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Explore experience ↗◷ 2 hr 30 min
Discover Chicago's iconic sights on this guided walking tour that highlights five scenic photo spots. With a local guide, enjoy stunnin
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Explore experience ↗◷ 4 hr
Discover the vibrant neighborhoods and cultural districts of Chicago on a private, fully personalized tour. Travel in comfort with your
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