Use the tab and enter or the arrow keys to change the current tab
Flight Flight + hotel Advanced search
 
 

Rooms

Skip to Navigation

Holidays in Chicago

Holidays in Chicago provide a city break with a difference. Walk along the famous Navy Pier, enjoy stunning views from the 103rd floor of the Skydeck at the Willis Tower, and try a famous local deep-dish or Chicago-style from Gino’s East Pizza.

Stroll along the Navy Pier with its amusements and entertainment, in the summer catching firework displays twice weekly. Then head to the Magnificent Mile for some of Chicago’s best shopping. Take full advantage of this prestigious location on Lake Michigan by hiring a car and venturing to the exclusive River North, with its famed galleries and boutiques or take the family to one of the 24 Chicago beaches. Chicago was the starting point to one of the world’s most famous roads – Route 66. Catch a play in the Theatre District, before retiring to one of our hotels. Or enjoy a romantic meal at the John Hancock observatory, taking in the stunning views, before seeking out the nightlife in the Rush & Division district.

Chicago hotels we recommend

Chicago fly-drive holidays

Find your Chicago holiday type

Luxury holidays in Chicago
Luxury holidays in Chicago

Chicago provides a perfect mix of top-end 5 star hotels, hip bars and luxurious restaurants, offering a wealth of international cuisines. Check in at the chic Nobu Hotel Chicago, situated in the West Loop, if modern luxury suits your style. Spend a cultural city break in Chicago and explore the vast collection of modern American and European art at The Art Institute of Chicago, before enjoying a glass of wine or fruity cocktails in trendy Wicker Park and Bucktown.

Choose a Chicago neighbourhood

River North
River North.

Across the Chicago River, immediately due North of the Loop, is a neighbourhood of densely packed galleries, with its requisite arts fairs and gallery walks. Wander around boutiques and speciality shops, including upscale antique stores and furniture dealers. It is a food lover’s paradise, with an amazing assortment of dining options to satisfy every palate and budget. After dark, young and hip club-goers descend on River North for its plentiful and vibrant nightlife.

Terms and Conditions

Why choose British Airways Holidays?

Enjoy these great benefits: