Chicago Holidays

Chicago Holidays

Nestled beside 26 miles of Lake Michigan beach, Chicago is known to many as the 'Windy City'. It's a vibrant place that boasts a thriving jazz scene, an excellent range of cultural and artistic events and massive green spaces for everyone to enjoy. The skyline is crowned with numerous skyscrapers, and you can be part of it at The Skydeck Ledge, where the panoramic views will stay with you for a lifetime. Back on the streets, you can find out more about the city's heritage on a tour, follow a crime trail or take a trip to the busy Navy Pier. We have a portfolio of spectacular hotels all over the Chicago area, each with its own unique style and each alive with that famous US hospitality. The opulent Wyndham Grand Chicago Riverfront, with its warm, sociable atmosphere, sits on the banks of the Chicago River, right amongst the tallest skyscrapers in town. 

Speak to one of our Chicago travel experts now on 0203 553 2122

Enquire Online

Chicago Travel Information

Nonstop flights to Chicago airport leave from the UK every day of the week.

  • Currency: US Dollar
  • Time difference: GMT -6
  • Flight from UK: 9 hours 
  • Visa: Not for British citizens
  • Language: English
  • National drink: Beer
  • National dish: Deep-dish pizza
Chicago is located at the start of the most iconic highway in America - Route 66.

Travel Tips & Advice for Chicago

Chicago Activities

To experience the real Chicago, get to the shores of its famous lake. The North Avenue Beach area is popular with a chic local crowd and offers outstanding views of the cityscape beyond. Lake Shore Drive has a more select feel and is flanked by lush green spaces; the Lakeside Trail is often busy with day-trippers, joggers and families having fun in the sun. The city's Navy Pier has recently been redeveloped into a thoroughly modern recreational space, with many fun attractions.

Chicago Food & Drink

Chicago is known across the globe for its deep-dish pizzas - baked in a deep round tin to get the dough tasting just right, and smothered in the toppings of your choice. You can test out examples in cafes, diners and pizza parlours all over Chicago, but there are also many fine dining establishments to be discovered. At Sixteen, a restaurant located appropriately on the 16th floor of the Trump International Tower, the high-end fare is French with an American twist.

Chicago Attractions

Chicago is an excellent city to explore on foot; it is small enough to walk around comfortably, but it also has excellent public transport links. There are many fascinating museums here, from the Art Institute of Chicago to the famous Field Museum, home to Sue, the largest Tyrannosaurus rex skeleton in the world. The area of town known as the Magnificent Mile is a magnet for people who love to shop - it's known across the US as a major retail destination.

Why choose Best At Travel?


We have first-hand knowledge of the destinations we sell. Travel is our passion.


We’re proud to have a high number of loyal customers and 98% of our customers consider our service to be excellent.


We constantly negotiate exceptional hotel deals and exclusives for our customers.


We are a privately owned family company with offices in the heart of London.

Search our site