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Things to do over the New Year's Day long weekend in Chicago (Updated 2025)

Chicago, USA
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Chicago Tours

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  • 90-Minute Chicago River Architecture Tour
    Likely to Sell Out

    90-Minute Chicago River Architecture Tour

    7,432

    Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $45
    Details
    from
    $45
    Details
  • Chicago Lake and River Architecture Tour
    Likely to Sell Out

    Chicago Lake and River Architecture Tour

    1,986

    An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $45
    Details
    from
    $45
    Details
  • 45-Minute Chicago River Architecture Tour from Magnificent Mile
    Likely to Sell Out

    45-Minute Chicago River Architecture Tour from Magnificent Mile

    2,043

    Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich...
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     45 minutes  Free Cancellation  Instant Confirmation
    from
    $28
    Details
    from
    $28
    Details
  • Chicago Crime and Mob Bus Tour
    Likely to Sell Out

    Chicago Crime and Mob Bus Tour

    2,766

    Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities....
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     90 to 120 minutes  Free Cancellation  Instant Confirmation
    from
    $49
    Details
    from
    $49
    Details
  • Chicago Architecture River Cruise

    Chicago Architecture River Cruise

    13,895

    Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of...
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     1 hour 15 minutes  Free Cancellation  Instant Confirmation
    from
    $48.78
    Details
    from
    $48.78
    Details
  • Chicago Architecture Center River Cruise aboard Chicago's First Lady

    Chicago Architecture Center River Cruise aboard Chicago's First Lady

    3,580

    The Chicago Architecture Center River Cruise aboard Chicago's First Lady has long been the gold standard among all Chicago tour experiences, and is the only...
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     1 hour 30 minutes  Instant Confirmation
    from
    $56
    Details
    from
    $56
    Details
  • Big Bus Chicago Hop-On Hop-Off Tour

    Big Bus Chicago Hop-On Hop-Off Tour

    1,779

    Discover Chicago's best on our Big Bus tour. Board our open-top, double-decker bus and see the city's iconic landmarks, from the Magnificent Mile to Millennium...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $52.20
    Details
    from
    $52.20
    Details
  • Chicago CityPASS — Save 40%

    Chicago CityPASS — Save 40%

    429

    Experience 5 must-see attractions and save up to 49% with Chicago CityPASS® tickets. One simple purchase removes the stress of planning, so you can relax...
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     9 days  Instant Confirmation
    from
    $142
    Details
    from
    $142
    Details
  • Chicago Sunset Cruise
    Likely to Sell Out

    Chicago Sunset Cruise

    1,144

    The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $45
    Details
    from
    $45
    Details
  • Lake Michigan Skyline Cruise in Chicago

    Lake Michigan Skyline Cruise in Chicago

    722

    Embark on an unforgettable journey along Lake Michigan and marvel at Chicago's iconic lakefront sights and attractions. Cruise along Lake Michigan and enjoy stunning views...
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     45 minutes  Free Cancellation  Instant Confirmation
    from
    $32.50
    Details
    from
    $32.50
    Details
  • Chicago Urban Adventure River and Lake Cruise

    Chicago Urban Adventure River and Lake Cruise

    334

    Our popular 90-minute daytime river and lake tour, the Urban Adventure Cruise, delights family members of all ages with incredible views of Chicago's world-renowned architecture...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $45
    Details
    from
    $45
    Details
  • Skydeck Chicago Admission Ticket
    Likely to Sell Out

    Skydeck Chicago Admission Ticket

    1,218

    Gaze upon the city sights from the pinnacle of Chicago, the Skydeck. Located on the 103rd floor of Willis Tower, formerly Sears Tower -- the...
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     30 to 90 minutes  Free Cancellation  Instant Confirmation
    from
    $44
    Details
    from
    $44
    Details
  • 30 Minute Lake Michigan Speedboat Ride
    Likely to Sell Out

    30 Minute Lake Michigan Speedboat Ride

    269

    Enjoy Chicago’s iconic skyline with an exciting speedboat Tour on Lake Michigan. Departing from Navy Pier, the Lakefront Speedboat Tour is the best way to...
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     30 minutes
    from
    $42.78
    Details
    from
    $42.78
    Details
  • Chicago Small-Group City Tour with Optional Architecture River Cruise
    Likely to Sell Out

    Chicago Small-Group City Tour with Optional Architecture River Cruise

    635

    Enjoy Chicago’s famous sights and fabulous views on this award-winning small-group sightseeing tour of the city. On this tour, you will travel through Chicago with...
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     2 to 4 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $48.95
    Details
    from
    $48.95
    Details
  • Chicago Favorites Ultimate Food & Walking Tour
    Likely to Sell Out

    Chicago Favorites Ultimate Food & Walking Tour

    1,515

    The perfect tour for first timers to Chicago or those who want to explore Chicago's famous foods along with the city's top attractions, all on...
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     3 hours  Free Cancellation  Instant Confirmation
    from
    $84.99
    Details
    from
    $84.99
    Details
  • Chicago Architecture Boat Tour

    Chicago Architecture Boat Tour

    1,344

    Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $37
    Details
    from
    $37
    Details
  • 2-Hour Guided Segway Tour of Chicago

    2-Hour Guided Segway Tour of Chicago

    434

    2 hours of being a kid again!!! Take a Segway tour with us and discover how beautiful Chicago truly is. Ride through some of Chicago's...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $65
    Details
    from
    $65
    Details
  • Chicago Architectural River Cruise

    Chicago Architectural River Cruise

    722

    Take in the views on this award-winning 90-minute Architectural Tour, a jaw-dropping excursion through a city that defies all expectations!...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $50
    Details
    from
    $50
    Details
  • Chicago City Minibus Tour

    Chicago City Minibus Tour

    346

    Enjoy Chicago’s famous sights and fabulous skyline views on this award-winning small-group sightseeing tour of the city. Travel through Chicago with an expert guide on...
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     2 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
    from
    $47.95
    Details
    from
    $47.95
    Details
  • Chicago Delicious Donut Adventure by Underground Donut Tour
    Likely to Sell Out

    Chicago Delicious Donut Adventure by Underground Donut Tour

    1,255

    We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $65
    Details
    from
    $65
    Details
  • Chicago Craft Brewery Barrel Bus Tour
    Likely to Sell Out

    Chicago Craft Brewery Barrel Bus Tour

    286

    There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery scene and many destination-worthy beer bars, is...
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     3 hours 45 minutes  Free Cancellation  Instant Confirmation
    from
    $99.60
    Details
    from
    $99.60
    Details
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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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American Museum of Natural History Admission Ticket

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