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Explore Some of the Most Beautiful Sights of the City on Your Hop on Hop off Bus Tour. Explore Chicago at Your Own Pace With This Highly Flexible Hop on Hop off Tour Ticket.
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Skideals incl. liftpass with up to 100% child reduction at Europe's No. 1 for ski holidays. Book cheap ski trips - Skideals incl. lift pass in up to 2000 accommodations & 500 resorts
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Winter is one of the most magical times of the year in Chicago, when snow gives the city an added sparkle. Embrace the season and set off on a wintry adventure, from ice skating in the shadow of Cloud Gate (aka “The Bean”) to sledding and snowshoeing within view of the snowy lakefront.
- Browse and Shop Magnificent Mile. Chicago’s Magnificent Mile is a 13-block stretch of shopping, dining, restaurants, hotels, and attractions. Found in the heart of Downtown Chicago on North Michigan Avenue, you will find 460 stores, 275 restaurants, 60 hotels, as well as unique entertainment options sprinkled throughout its length.
- Visit Millennium Park. Millennium Park is the epicenter of fun in Chicago as this is where you’ll find Cloud Gate (“The Bean”), Crown Fountain, Maggie Daley Park, and the unique BP Pedestrian Bridge.
- Go Ice Skating. Though I’m not familiar with sledding in Chicago, one of the best things to do during winter in Chicago is to go ice skating! Chicago has a multitude of seasonal ice skating rinks that pop up around the city during its winter months offering fun and enjoyment to both locals and visitors alike.
- Go to Navy Pier | Ride the Centennial Wheel. There are so many awesome attractions at Navy Pier Chicago, and most of them are open year-round! Despite the gray skies and floating ice chunks, the harbor of Lake Michigan in which Navy Pier sits is surprisingly beautiful and serene in the winter!
Sep 12, 2024 · Winter (December – March) Chicago’s winter is known for its chilly cold weather, with January being the coldest month. If you don’t mind bundling up, you can enjoy the city with fewer tourists and often at a lower cost.
Feb 22, 2024 · Winter in Chicago is the best time traipse through shimmering holiday lights with a mug of hot mulled wine, glide around one of the city’s many outdoor ice rinks, or cozy up in a museum cafe. Besides, everyone knows hot chocolate tastes better while walking down snow-covered streets!
Oct 11, 2023 · There’s even a real, live holiday evergreen tree culled from a local’s land that towers over Michigan Avenue. From an authentic German market to an indoor winter wonderland, to free days at the city’s world class museums, Chicago’s a cold-weather destination that will warm your heart.
Jan 14, 2022 · From a movie theater with come interesting winter programming to a cocktail bar that boasts two roaring fireplaces, we've found 11 Chicago attractions are even better in the winter.
Nov 3, 2020 · Find the best things to do in Chicago in winter including Christmas markets, ice skating rinks, holiday-themed events, & indoor attractions.
9.0/10 (83020 reviews)
Find Your Perfect City Break In Chicago, With ATOL Protection & Flexible Flying. All TUI City Breaks Come With Hotel & Flights In One Handy Package.
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