Take a trip to the Windy City

Dizzying skyscrapers. Amazing food. Serious sports pedigree. There are so many amazing things about Chicago, that modern metropolis on the shores of Lake Michigan. This bustling city is surprisingly low-key and relaxed. But there’s so much to discover during your American holidays to Chicago.

Browse Selected offers to Chicago

Refine your choice


Departures Between


Number of Nights

5 to 10

Number of Adults

Chicago Quick Facts


When to go

Things to do in Chicago
If you’re looking for things to do during your American holidays to Chicago, look no further. You have to visit Millennium Park. Not far from the Art Institute of Chicago, this huge open space showcases some amazing architecture including the Cloud Gate, better known as The Bean. Stroll through the Lurie Garden and see the Boeing Galleries too. Go the stunning green space of Grant Park, full of museums, an aquarium and outdoor attractions. The Lincoln Park Zoo is a major attraction for the city and worth a visit. Navy Pier by the shores of Lake Michigan offers fun for all, it’s especially fun for families. Enjoy the gardens, restaurants and shops along The Riverwalk. And you have to see the skyline – best viewed from SkyDeck Chicago or John Hancock 360 Observatory.
Dining out
This city boasts a thriving food scene. You sure won’t go hungry during your American holidays to Chicago! Dining out in Chicago is synonymous with Chicago-style pizza. This deep-dish deliciousness is just something you have to try. Another specialty is the Chicago hot dog. Beyond that you’ll find all the wide menu of dining options you’d expect from a world city like this one. Cuisine from across the world, barbecue, steakhouses, authentic Italian and so much more.
Holidays to Chicago aren’t complete without a taste of the nightlife. This city truly comes alive at night. Heading to those aforementioned viewing decks by dark results in stunning views, as does a walk along the Riverwalk. See a live performance in the Theatre District or catch a live band. Or, if you’d like to simple relax with a drink, discover chilled-out pubs and rooftop bars with everything in between. If you’re looking for a party look no further than the city’s clubs where revellers celebrate all night long. For something a bit different, how about an after-hours ghost tour taking you around the city’s spooky sites?
Your American holidays to Chicago mean endless entertainment. Take in a show on Chicago’s very own Broadway – it’s not just NYC that boasts amazing musical theatre! World-famous crowd pleasers Blue Man Group host many shows in Chicago throughout the year, they’re really a fixture of the entertainment scene here. And the city has an amazing sports heritage and the residents are genuine sports fanatics. It is, after all, home of the White Sox! Baseball is a local pastime – soak up the atmosphere at a game in iconic Wrigley Field.