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Things to Do in Chicago This Spring

Things to Do in Chicago This Spring

Spring in Chicago brings a gentle thawing of the winter snows, newly balmy temperatures, and more excuses than ever to go exploring. From bike tours to hop-on hop-off bus journeys, Lake Michigan cruises to foodie-frequented walking tours, here’s what to do during your springtime visit to the Windy City.

  • Admire Chicago’s ineffable skyline from the water’s edge during a Lake Michigan sightseeing cruise.

  • Take in stunning city views with a glass of prosecco in hand atop the 360 Chicago Observation Deck.

  • Zip through Chicago’s neighborhoods and enjoy the fresh spring breeze on a Windy City bike tour.

  • Pair local nibbles with a springtime stroll during a culinary walking tour of the Loop.

  • Dine and dance with abandon while taking a sunset cruise.

  • Score a seat on the top deck during a hop-on hop-off Chicago bus tour.

  • Plan your own cultural itinerary and explore Chicago’s many museums.

  • Fuel up with an indulgent visit to a Chicago-style pizzeria(or several).

  • See the neon-lit cityscape during a nighttime helicopter tour.

  • Trade the urban bustle for a day in southwest Michigan’s burgeoning wine region.

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6 Tours and Activities

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Big Bus Chicago Hop-On Hop-Off Tour

Big Bus Chicago Hop-On Hop-Off Tour

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901
Don’t spend time figuring out what to see in Chicago and how to get there—this hop-on hop-off tour provides a mapped-out itinerary of the city's top sights. With several strategically located stops, the tour allows you to explore the Windy City at your own pace. See the world-class Art Institute and landmark skyscrapers, while audio commentary onboard gives you insight into the city's colorful history.
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$26.10
From
$26.10
Taking safety measures

Chicago CityPASS

Chicago CityPASS

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334
Get the most out of your trip to Chicago as you enjoy discount access to five of the city’s top attractions with the CityPASS. This easy-to-use mobile ticket grants you free entry into top-tier sights including the Shedd Aquarium, Skydeck Chicago (Opening with reimagined experience in Spring 2021), and the Field Museum plus your choice of admission to 3 of the following attractions: Adler Planetarium, Art Institute of Chicago, Museum of Science and Industry, Chicago, and the 360 CHICAGO Observation Deck. Also enjoy a wealth of useful Chicago tips and savings at a variety of other venues and retailers.
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  • 9 days
  • Free Cancellation
From
$109.00
From
$109.00

Chicago Pizza Tour
Likely to Sell OutLikely to Sell Out

Chicago Pizza Tour

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240
Enjoy Chicago’s only bus guided neighborhood pizza tour.  Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza.  Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias.  In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.
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  • 3 hours 30 minutes
  • Free Cancellation
  • Taking safety measures
From
$60.00
From
$60.00
Taking safety measures

Chicago Sunset Dinner Cruise on Lake Michigan
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Chicago Sunset Dinner Cruise on Lake Michigan

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Make your evening in Chicago one to remember with this luxury sunset cruise featuring dinner, sightseeing and dancing along the shores of Lake Michigan. Feast your eyes on incredible views of iconic Windy City sights like Navy Pier, the Willis (Sears) Tower, Buckingham Fountain and Soldier Field, then fill your belly with a bountiful all-you-can-eat buffet. Continue the celebration with a live DJ who will mix up a selection of dance favorites.
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  • 3 hours
  • Taking safety measures
From
$115.46
From
$115.46
Taking safety measures

Lake Michigan Sightseeing Cruise
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Lake Michigan Sightseeing Cruise

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327
Take in iconic views of the beautiful Chicago lakefront and its many landmarks during this 40-minute Lake Michigan sightseeing boat cruise. Climb aboard your vessel for a laid-back ride, enjoying panoramic views of the Windy City's skyline from a unique perspective. Along the way, you'll listen to informative commentary and take in views of the John Hancock Center and Willis Tower, along with many other landmarks. Plus feel free to bring your own lunch or grab a drink at the onboard bar, during your ride.
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  • 40 minutes
  • Free Cancellation
  • Taking safety measures
From
$27.25
From
$27.25
Taking safety measures

The Original 1893 Chicago World's Fair Food Tour

The Original 1893 Chicago World's Fair Food Tour

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Travel back in time to the original 1893 World’s Fair in Chicago for this guided tasting tour. Led by Chicago’s ‘Gold Coast Queen,’ Bertha Palmer, hear her favorite memories from the great 1893 Columbian Exposition and enjoy various food tastings from around the Windy City.
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  • 3 hours
  • Free Cancellation
From
$74.50
From
$74.50