Hotels in Chicago

Diverse, dynamic, and delightfully dazzling, Chicago hosts an assortment of accommodations sure to leave you spoilt for choice. Between the bustling Magnificent Mile or the scenic Millennium Park, you may find yourself in the luxurious clasp of The Peninsula or cosily tucked away in a homely bite of heritage at The Drake.

Be it a sophisticated suite overlooking the cityscape, a value-for-money hotel loaded with amenities or something unique for a memorable stay with friends, find your ideal holiday abode within the great city of Chicago with Lycafly. Ready for a slice of the windy city? Book your Chicago hotel with us today!

Loading Hotels

Learn more about hotels in Chicago

As the third largest city in the United States, Chicago brims with exceptional experiences, from pathbreaking architecture and professional sports teams to a vibrant cultural scene and some of the world's busiest airports. Home to an international hub for commerce, industry and education, this metropolis witnessed an exciting journey of growth and evolution since its incorporation in 1837. The Great Chicago Fire of 1871 may have ravaged the city, but it only served to fuel a spirit of rejuvenation and innovation that propelled Chicago to the top.

Conceived from the indigenous Miami-Illinois word "shikaakwa", the cosmopolitan city, also known as the "City Beautiful", is as diverse as its moniker, showcasing a multi-faceted economy and a fascinating mix of world-class landmarks like Navy Pier, and rich cultural vitality expressed through music, arts, and a broad-ranging culinary scene. Walking through the streets, you might find yourself weaving through echoes of history, from the time Jean Baptiste Point du Sable established the first permanent settlement to the Prohibition era's notorious gangsters and beyond.

When to visit Chicago

When it comes to choosing the perfect time to pack your bags for Chicago, mark April to June or September to early November in your calendar. These months offer pleasant weather that's just right for indulging in everything the city has to offer. Not only does the warm and dry September weather signify the arrival of a season packed with outdoor activities and festivals, but it also creates a beautiful backdrop for exploring the city on foot.

However, if budget is on your mind, consider adopting the winter chill as your travel buddy. With discounted prices and sensational snow-clad scenery, the winter months are a fantastic period to visit this resilient city. For families planning a grand summer outing, June to September promises an array of accessible activities to keep the young and young at heart entertained.

More Destinations

Travel more with LycaFly