Luxury holidays to Chicago
Feel like pushing the boat out? Our luxury holidays to Chicago line up lots of little touches to make your getaway extra special.
Top luxury hotels
If you fancy treating yourself to a swish Chicago getaway, you’re in luck, as we’ve got loads of hotels that really ramp up the luxury factor. Plenty of them are in central locations, so you’ll be within easy reach of all the sights. Plus, first-rate service and top-notch rooms come as standard.
Tailored to you
Whether you want to take it easy or squeeze in loads of action, Chicago has something for you.
From sightseeing trips to lazy days at your own pace, you can have your pick.
Further information
We’ve got a whole host of swish Chicago holidays to choose from – you can check out a few of our top picks here.
Find Luxury Holidays in Chicago
Waldorf Astoria Chicago
in Chicago, United States of America
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TUI experiences
TUI experiences help you get more out of your holiday. And we've got thousands of experiences worldwide.
![Wendella’s 90 minute Chicago River architecture tour]()
Wendella’s 90 minute Chicago River architecture tour
16 ReviewsEnjoy a 90-minute comprehensive boat cruise of Chicago's legendary architectural wonders from the best seat in the house, the river.
![45-Minute Chicago Architecture River Cruise]()
45-Minute Chicago Architecture River Cruise
4 ReviewsDiscover Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire.
Duration: up to 1 hour![Chicago CityPASS®]()
Chicago CityPASS®
12 ReviewsSee amazing animals, incredible views, fascinating science, world-class art, and more with Chicago CityPASS tickets.
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