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Top 10 Best Illinois Unique Experiences

Found 488 Unique Experiences activities in Illinois. Sort by Popularity. - Page 10
 

Private Transfer from Chicago City to Chicago (MDW) Airport

(4.7 of 6 reviews)

Take the worry out of your departure to Chicago Airport and pre-book a private transfer to suit your group size (up to 14 people). Avoid the long lines for taxis at the hotel, and travel in the comfort of a Premium car or minivan.... More

Free Cancellation
Private Tour
Start From $140.14
 
Private Transfer from Chicago City to Chicago (MDW) Airport

Private Transfer from Chicago City to Chicago (MDW) Airport

  • Illinois
  • Superb6 reviews4.7

Take the worry out of your departure to Chicago Airport and pre-book a private transfer to suit your....

    Free Cancellation
    Private Tour
    Start From $140.14
 
 

Chicago Fireworks Dinner Cruise with Buffet

(3.8 of 77 reviews)

Our Signature Chicago 4th of July Fireworks Dinner Cruise is the ultimate way to kick off summer's biggest celebration. The spectacular Chicago fireworks will captivate you as you enjoy the show from your front row seats on the wa... More

Free Cancellation
Private Tour
Start From $193.94
 
Chicago Fireworks Dinner Cruise with Buffet

Chicago Fireworks Dinner Cruise with Buffet

  • Illinois
  • Very Good77 reviews3.8

Our Signature Chicago 4th of July Fireworks Dinner Cruise is the ultimate way to kick off summer's b....

    Free Cancellation
    Private Tour
    Start From $193.94
 
 

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

(5 of 60 reviews)

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 captain treat you to stunning views of Chicago’s spectacular skyline... More

Free Cancellation
Private Tour
Start From $483.96
 
Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago Likely to Sell Out

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chi....

  • Illinois
  • Superb60 reviews5

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....

    Free Cancellation
    Private Tour
    Start From $483.96
 
 

Chicago Private Sunset Sail on Lake Michigan

(5 of 24 reviews)

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 captain treat you to stunning views of Chicago’s spectacular skyline... More

Free Cancellation
Private Tour
Start From $483.96
 
Chicago Private Sunset Sail on Lake Michigan Likely to Sell Out

Chicago Private Sunset Sail on Lake Michigan

  • Illinois
  • Superb24 reviews5

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefro....

    Free Cancellation
    Private Tour
    Start From $483.96
 
 

Chicago River Architectural Lunch Cruise

(4.2 of 30 reviews)

Experience the best of Chicago with a Premier Plus Architectural Lunch Cruise and spend your afternoon on the Chicago River with dining, picturesque views, and a narrated architectural tour of the city. While onboard, you’ll enj... More

Free Cancellation
Private Tour
Start From $116.04
 
Chicago River Architectural Lunch Cruise Likely to Sell Out

Chicago River Architectural Lunch Cruise

  • Illinois
  • Exellent30 reviews4.2

Experience the best of Chicago with a Premier Plus Architectural Lunch Cruise and spend your afterno....

    Free Cancellation
    Private Tour
    Start From $116.04
 
 

Small-Group Sightseeing Boat Tour in Chicago

(5 of 72 reviews)

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldier Field, ... More

Free Cancellation
Private Tour
Start From $85.00
 
Small-Group Sightseeing Boat Tour in Chicago Likely to Sell Out

Small-Group Sightseeing Boat Tour in Chicago

  • Illinois
  • Superb72 reviews5

The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and ....

    Free Cancellation
    Private Tour
    Start From $85.00
 
 

Chicago Family Food and Bike Tour with Top Attractions

(4.8 of 86 reviews)

This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Biking is easy in Chicago beca... More

Free Cancellation
Private Tour
Start From $79.00
 
Chicago Family Food and Bike Tour with Top Attractions Likely to Sell Out

Chicago Family Food and Bike Tour with Top Attractions

  • Illinois
  • Superb86 reviews4.8

This tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just ....

    Free Cancellation
    Private Tour
    Start From $79.00
 
 

Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach

(4.8 of 20 reviews)

Paddle the calm, clean and turquoise waters of Lake Michigan at your own pace. Kayak the lakefront scenery in downtown Chicago on your own personal kayak, taking in the city skyline and lake views. Pull off at a nearby beachfront ... More

Free Cancellation
Private Tour
Start From $39.99
 
Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beach Likely to Sell Out

Chicago's Lake Michigan Downtown Kayak Rental at Ohio Street Beac....

  • Illinois
  • Superb20 reviews4.8

Paddle the calm, clean and turquoise waters of Lake Michigan at your own pace. Kayak the lakefront s....

    Free Cancellation
    Private Tour
    Start From $39.99
 
 

Chicago Small-Group Night Tour with Skydeck and Boat Cruise

(4.3 of 23 reviews)

This small-group Best of Chicago tour highlights the best ways to experience the Windy City's most prominent sites and attractions including the breathtaking Chicago architecture illuminated at night. You'll visit the tallest bui... More

Free Cancellation
Private Tour
Start From $209.00
 
Chicago Small-Group Night Tour with Skydeck and Boat Cruise Likely to Sell Out

Chicago Small-Group Night Tour with Skydeck and Boat Cruise

  • Illinois
  • Exellent23 reviews4.3

This small-group Best of Chicago tour highlights the best ways to experience the Windy City's most p....

    Free Cancellation
    Private Tour
    Start From $209.00
 
 

Small-Group Tour of Chicago Neighborhoods - North and South Side

(4.6 of 43 reviews)

This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and city parks. There is no other tour that tours multiple neighborhoods in Chicago. Some tours show 1 or 2 neighborhoods, we travel th... More

Free Cancellation
Private Tour
Start From $125.00
 
Small-Group Tour of Chicago Neighborhoods - North and South Side Likely to Sell Out

Small-Group Tour of Chicago Neighborhoods - North and South Side

  • Illinois
  • Superb43 reviews4.6

This unique tour of Chicago will allow for tourist to see most of Chicago’s 77 neighborhoods and c....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Chicago Seadog Fireworks Cruise

(4.6 of 16 reviews)

Enjoy Chicago’s iconic skyline at night and a fireworks display, with an exciting cruise on Lake Michigan. Experience a speedboat tour with a pause to enjoy the Navy Pier fireworks show. Our open-aired vessels provide uninterrup... More

Free Cancellation
Private Tour
Start From $61.82
 
Chicago Seadog Fireworks Cruise Likely to Sell Out

Chicago Seadog Fireworks Cruise

  • Illinois
  • Superb16 reviews4.6

Enjoy Chicago’s iconic skyline at night and a fireworks display, with an exciting cruise on Lake M....

    Free Cancellation
    Private Tour
    Start From $61.82
 
 

Private Speakeasy Pub Crawl in Chicago with Local Historian

(4.7 of 6 reviews)

Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or bachelorette parties, corporate events, or just a fun night out on the town to celebrate life and your friends. Hosted by a local... More

Free Cancellation
Skip The Line
Private Tour
Start From $880.00
 
Private Speakeasy Pub Crawl in Chicago with Local Historian Likely to Sell Out

Private Speakeasy Pub Crawl in Chicago with Local Historian

  • Illinois
  • Superb6 reviews4.7

Our Prohibition Era Speakeasy Pub Crawl is filled with cocktails and a perfect venue for bachelor or....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $880.00
 
 

Private Transfer Chicago Airport MDW to Chicago Downtown

(3.5 of 53 reviews)

Reliable and convenient transportation to and from the Pickup location. Our professional drivers ensure a smooth journey, providing a stress-free experience for travelers. On-time pickups and drop-offs, comfortable vehicles, and e... More

Free Cancellation
Skip The Line
Private Tour
Start From $50.00
 
Private Transfer Chicago Airport MDW to Chicago Downtown Likely to Sell Out

Private Transfer Chicago Airport MDW to Chicago Downtown

  • Illinois
  • Good53 reviews3.5

Reliable and convenient transportation to and from the Pickup location. Our professional drivers ens....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $50.00
 
 

Chicago: Culture and Architecture of the Prohibition Era

(4.8 of 77 reviews)

Tour the streets of Chicago to see the beauty and legacy left behind by the Prohibition Era. See the amazing architecture, iconic sights (both old and new), the city's best spots and try a local sweet treat along the way as you ex... More

Free Cancellation
Skip The Line
Private Tour
Start From $54.14
 
Chicago: Culture and Architecture of the Prohibition Era Likely to Sell Out

Chicago: Culture and Architecture of the Prohibition Era

  • Illinois
  • Superb77 reviews4.8

Tour the streets of Chicago to see the beauty and legacy left behind by the Prohibition Era. See the....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $54.14
 
 

Chicago Skyline Tiki Chic Party Cruise on Lake Michigan

(3.7 of 11 reviews)

Our flagship vessel boasts a Tiki Chic vibe, two climate controlled decks, two bars, two bathrooms, premium sound system, outdoor and indoor viewing areas. You can upgrade to our upscale "Admirals Lounge"which features top-shelf a... More

Free Cancellation
Skip The Line
Private Tour
Start From $35.00
 
Chicago Skyline Tiki Chic Party Cruise on Lake Michigan Likely to Sell Out

Chicago Skyline Tiki Chic Party Cruise on Lake Michigan

  • Illinois
  • Very Good11 reviews3.7

Our flagship vessel boasts a Tiki Chic vibe, two climate controlled decks, two bars, two bathrooms, ....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $35.00
 
 

Chicago's West Side Foodie Ride Bike Tour

(5 of 104 reviews)

Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side with Bobbys's Bike Hike, America's longest running city bike tour company, who recently ranked as Top 20 Food Tours in the World by TripAd... More

Free Cancellation
Skip The Line
Private Tour
Start From $89.00
 
Chicago's West Side Foodie Ride Bike Tour Likely to Sell Out

Chicago's West Side Foodie Ride Bike Tour

  • Illinois
  • Superb104 reviews5

Take a detour off the beaten path, and explore the flavors of Chicago’s vibrant West Side with Bob....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $89.00
 
 

Chicago in a Day: Food and Architecture Private Walking Tour

(5 of 50 reviews)

Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish! Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architect... More

Free Cancellation
Skip The Line
Private Tour
Start From $272.50
 
Chicago in a Day: Food and Architecture Private Walking Tour Likely to Sell Out

Chicago in a Day: Food and Architecture Private Walking Tour

  • Illinois
  • Superb50 reviews5

Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Fo....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $272.50
 
 

Drunk Shakespeare Ticket – Chicago

(4.6 of 147 reviews)

One actor has five shots of whiskey and then attempts to perform in a Shakespeare play. New York Times Critics' Pick!... More

Free Cancellation
Skip The Line
Private Tour
Start From $29.00
 
Drunk Shakespeare Ticket – Chicago Likely to Sell Out

Drunk Shakespeare Ticket – Chicago

  • Illinois
  • Superb147 reviews4.6

One actor has five shots of whiskey and then attempts to perform in a Shakespeare play. New York Tim....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $29.00
 
 

Round Trip Private Transfer ORD Airport to Chicago City Oak Brook

(4.5 of 13 reviews)

Reliable and convenient transportation to and from the Pickup location. Our professional drivers ensure a smooth journey, providing a stress-free experience for travelers. On-time pickups and drop-offs, comfortable vehicles, and e... More

Free Cancellation
Skip The Line
Private Tour
Start From $91.66
 
Round Trip Private Transfer ORD Airport to Chicago City Oak Brook Likely to Sell Out

Round Trip Private Transfer ORD Airport to Chicago City Oak Brook

  • Illinois
  • Exellent13 reviews4.5

Reliable and convenient transportation to and from the Pickup location. Our professional drivers ens....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $91.66
 
 

Chicago Cubs Baseball Game Ticket at Wrigley Field

(4.7 of 6 reviews)

One of the oldest and most iconic franchises in Major League Baseball and a founding member of the National League, the Chicago Cubs’ legacy dates all the way back to 1876. The tradition and heritage is felt throughout Wrigley F... More

Free Cancellation
Skip The Line
Private Tour
Start From $44.33
 
Chicago Cubs Baseball Game Ticket at Wrigley Field Likely to Sell Out

Chicago Cubs Baseball Game Ticket at Wrigley Field

  • Illinois
  • Superb6 reviews4.7

One of the oldest and most iconic franchises in Major League Baseball and a founding member of the N....

    Free Cancellation
    Skip The Line
    Private Tour
    Start From $44.33
 
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