Things To Do in Chicago This Weekend

Top Chicago Tours, Tickets & Activities with availability this weekend.

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Chicago Adventures

Attractions

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Chicago Exotic Auto Experience
Likely to Sell Out
Likely to Sell Out

Chicago Exotic Auto Experience

This tour offers a personalized and stress-free way to experience Chicago, combining comfortable transportation with local insights and flexible stops. Guests enjoy a private ride...

3 to 7 hours
3 to 7 hours
3 to 7 hours
$1,800
$1,799
Boating or Fishing Charter Chicago's Lake Michigan
Special Offer
Special Offer

Boating or Fishing Charter Chicago's Lake Michigan

JT and the team ensures a seamless, guided experience, whether you're a seasoned angler or a first-timer. Enjoy satellite entertainment and hi speed wifi for...

6 hours • Free Cancellation
6 hours • Free Cancellation
6 hours • Free Cancellation
$1,795
$1,794
Chicago Private Rental Yacht Charter
Special Offer
Special Offer
5.0 (1)

Chicago Private Rental Yacht Charter

S. Silvera Charters offers a unique luxury yacht rental for those looking to create unforgettable memories on the water. Perfect for special events or leisurely...

3 to 8 hours • Free Cancellation
3 to 8 hours • Free Cancellation
3 to 8 hours • Free Cancellation
5.0 (1)
$1,300
$1,299
Private Sedan Transfer between ORD and Indianapolis IN
Special Offer
Special Offer

Private Sedan Transfer between ORD and Indianapolis IN

Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates...

30 to 90 minutes • Free Cancellation
30 to 90 minutes • Free Cancellation
30 to 90 minutes • Free Cancellation
$1,300
$1,299
6-Hour Private SUV Transportation Service in Chicago
Special Offer
Special Offer
5.0 (2)

6-Hour Private SUV Transportation Service in Chicago

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city...

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
$1,200
$1,199
Chicago Private Tour to Lake Geneva and Anderson Japanese Gardens
Special Offer
Special Offer

Chicago Private Tour to Lake Geneva and Anderson Japanese Gardens

Discover the natural beauty of Lake Geneva and the tranquil Anderson Japanese Gardens on this private 10‑hour getaway from Chicago. Begin your day with convenient...

9 to 10 hours • Hotel pickup offered • Free Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
9 to 10 hours • Hotel pickup offered • Free Cancellation
$1,200
$1,199
Navy Pier Chicago: Private Sailboat Charter with Captain
Special Offer
Special Offer

Navy Pier Chicago: Private Sailboat Charter with Captain

On A Boat Sailing offers an all-inclusive, private VIP sailing experience departing from the brand-new Navy Pier Marina in Downtown Chicago. If you appreciate attention...

3 hours • Free Cancellation
3 hours • Free Cancellation
3 hours • Free Cancellation
$1,099
$1,098
Private Tour Art Institute of Chicago Guided Museum
Special Offer
Special Offer

Private Tour Art Institute of Chicago Guided Museum

Experience our Private Excursion tailored exclusively for you! Embark on a serene journey through the picturesque landscapes of USA as you make your way to...

5 hours • Hotel pickup offered
5 hours • Hotel pickup offered
5 hours • Hotel pickup offered
$1,050.19
$1,049.19
Chicago 6-Hour City Tour by Sedan
Special Offer
Special Offer
5.0 (1)

Chicago 6-Hour City Tour by Sedan

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city...

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
$960
$959
Private Cultural Walking Tour in Chicago with Lakefront Landmarks
Special Offer
Special Offer
5.0 (1)

Private Cultural Walking Tour in Chicago with Lakefront Landmarks

This private cultural walking tour in Chicago presents the city’s architectural heritage and lakefront legacy. You will begin in Millennium Park, where public art reflects...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
$869
$868
Private 45-Minute Chicago Skyline Helicopter Tour
Special Offer
Special Offer
4.9 (121)

Private 45-Minute Chicago Skyline Helicopter Tour

This tour is unique as it offers the ability for you and two of your friends or family (a total of 3 passengers) to experience...

45 minutes • Free Cancellation
45 minutes • Free Cancellation
45 minutes • Free Cancellation
4.9 (121)
$849
$848
Private Chicago Guided Tour with Hotel Pickup
Special Offer
Special Offer
5.0 (4)

Private Chicago Guided Tour with Hotel Pickup

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour...

4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (4)
$820.31
$819.31
4-Hour Chicago City Tour by SUV
Special Offer
Special Offer
5.0 (2)

4-Hour Chicago City Tour by SUV

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city...

4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
$800
$799
Private SUV Transfer Between O'Hare airport & Downtown Madison WI
Special Offer
Special Offer
5.0 (4)

Private SUV Transfer Between O'Hare airport & Downtown Madison WI

Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates...

140 to 175 minutes • Free Cancellation
140 to 175 minutes • Free Cancellation
140 to 175 minutes • Free Cancellation
5.0 (4)
$800
$799
Private City Tour 6-10ppl
Special Offer
Special Offer
5.0 (2)

Private City Tour 6-10ppl

PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 10 PASSENGERS TOTAL.  Thank you for contacting Chicago Private Tours! We would love to help...

3 to 4 hours • Hotel pickup offered • Free Cancellation
3 to 4 hours • Hotel pickup offered • Free Cancellation
3 to 4 hours • Hotel pickup offered • Free Cancellation
5.0 (2)
$770
$769
Private and All-Inclusive Tour of Chicago
Special Offer
Special Offer

Private and All-Inclusive Tour of Chicago

Experience the best of Chicago on this private full-day city tour designed for a fun, stress-free day of exploring. Enjoy comfortable hotel pickup, ride in...

6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
6 hours • Hotel pickup offered • Free Cancellation
$750
$749
4 Hours of Chicago City Tour Sedan
Special Offer
Special Offer

4 Hours of Chicago City Tour Sedan

Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city...

4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
4 hours • Hotel pickup offered • Free Cancellation
$640
$639
Private SUV Transfer Between O'Hare airport & Downtown Milwaukee WI
Special Offer
Special Offer
5.0 (2)

Private SUV Transfer Between O'Hare airport & Downtown Milwaukee WI

Reliable and luxury airport transfers Best and most professional Chauffeurs in the industry Up-to-date luxury vehicles High quality of service Smart rates...

75 to 100 minutes • Free Cancellation
75 to 100 minutes • Free Cancellation
75 to 100 minutes • Free Cancellation
5.0 (2)
$600
$599
Chicago Private Custom City Tour with Hotel Pick Up
Special Offer
Special Offer
5.0 (198)

Chicago Private Custom City Tour with Hotel Pick Up

PRICE IS PER VEHICLE AND YOU MAY BRING UP TO 5 PASSENGERS.  Thank you for contacting Chicago Private Tours! We would love to help your...

3 to 4 hours • Hotel pickup offered • Free Cancellation
3 to 4 hours • Hotel pickup offered • Free Cancellation
3 to 4 hours • Hotel pickup offered • Free Cancellation
5.0 (198)
$539
$538
Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
Likely to Sell Out
Likely to Sell Out
5.0 (68)

Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (68)
$507.96
$506.96

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We guarantee the lowest price on all the adventures available to book on our site. We'll refund the difference if you find the exact adventure cheaper online until 48 hours before your adventure starts.

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The following conditions apply to all lowest price guarantee refund requests:

  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
  • The lowest price guarantee covers retail and prepaid rates available to the general public. This does not include discounts or promotions you may receive (or be eligible for) from third-party sites or organizations such as AAA or AARP or special offers made as part of a membership program, corporate discount, daily deal, group, or rewards program.
  • Top10Adventures® promotions cannot be combined with the lowest price guarantee.
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  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased adventure into one or more parts sold separately.
  • Top10Adventures® reserves the right to verify the lower price details. Examples of acceptable forms of verification include a web screenshot or a web address.
  • All refund decisions will be made at the sole discretion of Top10Adventures®.

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Top10Adventures® wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

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The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.

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