Top Illinois Private & Custom Tours

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Illinois Adventures

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

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
Chicago Private Tour to Lake Geneva and Anderson Japanese Gardens
Special Offer
Special Offer
Chicago, USA

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
Private Tour Art Institute of Chicago Guided Museum
Special Offer
Special Offer
Chicago, USA

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
$1,043.70
$1,042.70
Private Christmas Walking Tour in Chicago with Christkindlmarket
Special Offer
Special Offer
Chicago, USA
5.0 (1)

Private Christmas Walking Tour in Chicago with Christkindlmarket

This private Christmas walking tour in Chicago captures seasonal traditions within a historic urban setting. You will begin along Michigan Avenue, where architectural landmarks are...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (1)
$1,029
$1,028
Chicago 6-Hour City Tour by Sedan
Special Offer
Special Offer
Chicago, USA
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
Chicago, USA
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
Chicago, USA
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
Chicago, USA
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)
$819.60
$818.60
4-Hour Chicago City Tour by SUV
Special Offer
Special Offer
Chicago, USA
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 City Tour 6-10ppl
Special Offer
Special Offer
Chicago, USA
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
Chicago, USA

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
Chicago, USA

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
Chicago Private Custom City Tour with Hotel Pick Up
Special Offer
Special Offer
Chicago, USA
5.0 (197)

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 (197)
$539
$538
Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
Likely to Sell Out
Likely to Sell Out
Chicago, USA
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
Private Holiday City Tour
Special Offer
Special Offer
Chicago, USA
5.0 (3)

Private Holiday City Tour

Enjoy the city of Chicago during a magical time! This private experience takes you around Chicago in a private luxury vehicle with your own personal...

3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
3 hours • Hotel pickup offered • Free Cancellation
5.0 (3)
$499
$498
Personalized Private Driving Tour of Chicago for 1-3 People
Special Offer
Special Offer
Chicago, USA
5.0 (1)

Personalized Private Driving Tour of Chicago for 1-3 People

Looking for a convenient way to see Chicago rain or shine? Discover Chicago and its remarkable landmarks in a unique way with a private tour...

3 to 4 hours • Hotel pickup offered
3 to 4 hours • Hotel pickup offered
3 to 4 hours • Hotel pickup offered
5.0 (1)
$395
$394
Private Chicago City Minibus Tour
Special Offer
Special Offer
Chicago, USA
5.0 (1)

Private Chicago City Minibus Tour

Don’t miss Chicago’s famous sights and fabulous views on this award-winning private sightseeing tour of the city. Travel through Chicago with an expert guide on...

2 hours • Hotel pickup offered • Free Cancellation
2 hours • Hotel pickup offered • Free Cancellation
2 hours • Hotel pickup offered • Free Cancellation
5.0 (1)
$379
$378
Luxury SUV 4 Hour Sightseeing Tour
Special Offer
Special Offer
Chicago, USA
4.5 (2)

Luxury SUV 4 Hour Sightseeing Tour

Experience the best of the Chicagoland area in style and comfort with our exclusive SUV tours. Discover the city's iconic landmarks, including the breathtaking parks,...

2 to 4 hours • Hotel pickup offered
2 to 4 hours • Hotel pickup offered
2 to 4 hours • Hotel pickup offered
4.5 (2)
$350
$349
Field Museum of Natural History Chicago Tour with Tickets
Special Offer
Special Offer
Chicago, USA
5.0 (2)

Field Museum of Natural History Chicago Tour with Tickets

Skip the lines and uncover ancient wonders at Chicago’s Field Museum, home to SUE, the world’s most complete T. rex. Marvel at dazzling artifacts, real...

2 hours • Free Cancellation
2 hours • Free Cancellation
2 hours • Free Cancellation
5.0 (2)
$313
$312
Private Chicago Foodie Tour
Special Offer
Special Offer
Chicago, USA
5.0 (6)

Private Chicago Foodie Tour

Taste your way through Chicago on this private half-day walking food tour! Savor local favorites like Portillo’s hot dogs, Al’s Italian Beef, deep dish pizza,...

4 hours • Free Cancellation
4 hours • Free Cancellation
4 hours • Free Cancellation
5.0 (6)
$288
$287

Frequently Asked Questions

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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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Locate your Top10Adventures® Booking Number and the proof of the lower price you found.

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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.
  • If you find a lower retail or prepaid rate for the same adventure, offered on the same date, time and priced in the same currency as your original purchase, on any other website between the time you book on Top10Adventures® and 48 hours before your trip starts, we will refund the difference.
  • 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.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through Top10Adventures® over a 12-month period.

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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