Halloween in Illinois (Updated 2026)

Illinois, USA
368 Results
Chicago's West Side Foodie Ride Bike Tour

Take a detour off the beaten path, and explore the flavors of Chicago’s delicious West Side with Bobbys's Bike Hike & Food Tours, America's longest …More

Likely to Sell Out
Likely to Sell Out

Take a detour off the beaten path, and explore the flavors of Chicago’s delicious West Side with Bobbys's Bike Hike & Food Tours, America's longest...

4 hours Free Cancellation
5.0 (113)
from
$99
Private Magnificent Mile Architecture Tour and 360 Chicago Ticket

Experience the story of Chicago through its skyline on a walking tour that stretches from the city’s 19th-century roots to its most striking modern towers. …More

Experience the story of Chicago through its skyline on a walking tour that stretches from the city’s 19th-century roots to its most striking modern towers....

2 hours Free Cancellation
4.9 (80)
from
$99
Chicago Full-Day Walking Food Tour with Free Bike or Kayak Rental

Get ready for the most complete adventure the city has to offer—an immersive Full Day Chicago Food Tour and Walking Tour that blends Chicago’s legendary …More

Likely to Sell Out
Likely to Sell Out

Get ready for the most complete adventure the city has to offer—an immersive Full Day Chicago Food Tour and Walking Tour that blends Chicago’s legendary...

5 hours Free Cancellation
5.0 (3)
from
$99
Chicago Architecture River Tour & Hop-on Hop-off Sightseeing Tour

Save 20% when you bundle these two iconic Chicago experiences! Discover Chicago by road and river with a 48-hour Hop-on Hop-off Ticket and Shoreline Architecture …More

Save 20% when you bundle these two iconic Chicago experiences! Discover Chicago by road and river with a 48-hour Hop-on Hop-off Ticket and Shoreline Architecture...

2 hours Free Cancellation
4.5 (46)
from
$99
Private Shooting and Spinning DIY Painting Class in Chicago

SHOOTING&SPINNING IS ALLOWED FROM 18 YEARS OF AGE. In case it is a group, everyone must be 18+ Whether you're a seasoned artist or just …More

Likely to Sell Out
Likely to Sell Out

SHOOTING&SPINNING IS ALLOWED FROM 18 YEARS OF AGE. In case it is a group, everyone must be 18+ Whether you're a seasoned artist or just...

45 minutes
5.0 (1)
from
$99
Express Chicago Photo Tour of Landmarks

Let’s take photos at one of Chicago’s most famous spots - the bright red CHICAGO sign at the Chicago Theatre! During this 30-40 minute photo …More

Let’s take photos at one of Chicago’s most famous spots - the bright red CHICAGO sign at the Chicago Theatre! During this 30-40 minute photo...

30 to 40 minutes Free Cancellation
5.0 (4)
from
$99
Downtown Chicago City Tour In a Lamborghini[60 Minute Experience]

Experience Chicago in unparalleled style with a 10-mile cruise through the city in a luxury or exotic vehicle. Glide through iconic streets, turning heads at …More

Experience Chicago in unparalleled style with a 10-mile cruise through the city in a luxury or exotic vehicle. Glide through iconic streets, turning heads at...

45 to 60 minutes
5.0 (2)
from
$99
Chicago Airport Luggage Services Same-Day Delivery and Storage

Unlike other providers that only offer storage, uniquely combines both storage and delivery services. Let your bags picked up curbside at the airport, securely stored …More

Unlike other providers that only offer storage, uniquely combines both storage and delivery services. Let your bags picked up curbside at the airport, securely stored...

30 minutes Free Cancellation
5.0 (1)
from
$99
Chinatown Food Tour

Experience the authentic flavors of Chinatown on a 3-hour guided food tour curated by Chicago Tribune Good Eating Award winner Z.J. Tong. As you explore …More

Experience the authentic flavors of Chinatown on a 3-hour guided food tour curated by Chicago Tribune Good Eating Award winner Z.J. Tong. As you explore...

3 hours Free Cancellation
5.0 (1)
from
$98
2 hr Single Guided Kayaking Tour near Chicago

Come see the beautiful Starved Rock Area as we wander through towering St. Peters sandstone bluffs with Bald Eagles soaring overhead. Great American Pelicans populate …More

Come see the beautiful Starved Rock Area as we wander through towering St. Peters sandstone bluffs with Bald Eagles soaring overhead. Great American Pelicans populate...

2 hours Free Cancellation
5.0 (5)
from
$97
City Cruises Chicago: Premier Plus Brunch Cruise on Chicago River

Sail along the magnificent skyline on our Premier Plus Chicago Brunch Cruise. A chef-curated menu of plated brunch specials will delight your palate while unparalleled …More

Sail along the magnificent skyline on our Premier Plus Chicago Brunch Cruise. A chef-curated menu of plated brunch specials will delight your palate while unparalleled...

2 hours Free Cancellation
4.6 (89)
from
$94
Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"

Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This is a relaxing sailing Adventure, that you will enjoy, …More

Likely to Sell Out
Likely to Sell Out

Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This is a relaxing sailing Adventure, that you will enjoy,...

1 hour 15 minutes
4.8 (30)
from
$91
Chicago Bulls Basketball Game at United Center

Whether this your last dance or your first dance when it comes to going to NBA games, watching the Chicago Bulls live at the United …More

Likely to Sell Out
Likely to Sell Out

Whether this your last dance or your first dance when it comes to going to NBA games, watching the Chicago Bulls live at the United...

2 hours
3.0 (1)
from
$90
Chicago Shoreline Adventure Boat Tour

This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military …More

This tour is the perfect way to experience the shoreline of Chicago in a new and exciting way! Our tour vessel is a former military...

1 hour 30 minutes Free Cancellation
5.0 (40)
from
$90
Lincoln Park Secrets: Private Enchanted Pedicab History Tour

Our knowledgeable and licensed guide will drive you between each location in an open air motorized pedicab! Also a great option for anyone with mobility …More

Our knowledgeable and licensed guide will drive you between each location in an open air motorized pedicab! Also a great option for anyone with mobility...

60 to 70 minutes Hotel pickup offered Free Cancellation
5.0 (1)
from
$90
Private Arrival Transfer from Chicago Airports (ORD) (MDW)

Why stress about finding a taxi at Chicago's busy airports when you can book a private car in advance? Ensure a smooth ride from Chicago …More

Why stress about finding a taxi at Chicago's busy airports when you can book a private car in advance? Ensure a smooth ride from Chicago...

1 hour Free Cancellation
3.9 (182)
from
$90
Private Departure Transfer to Chicago Airports (ORD)(MDW)

Why stress waiting for unreliable taxis or bus transfers to Chicago's busy airport? Ensure peace of mind with a private transfer from your downtown Chicago …More

Why stress waiting for unreliable taxis or bus transfers to Chicago's busy airport? Ensure peace of mind with a private transfer from your downtown Chicago...

1 hour Hotel pickup offered Free Cancellation
4.3 (76)
from
$90
Chicago Bike & Classic Food Tour: Bikes, Bites & Views - Adults

Taste all of Chicago’s classic eats on this 4 1/2 hr Adults-only guided food & bicycle tour! Join the expert guides of Bobby’s Bike Hike, …More

Likely to Sell Out
Likely to Sell Out

Taste all of Chicago’s classic eats on this 4 1/2 hr Adults-only guided food & bicycle tour! Join the expert guides of Bobby’s Bike Hike,...

4 hours 30 minutes Free Cancellation
5.0 (763)
from
$89
Chicago Pizza Tour

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 …More

Likely to Sell Out
Likely to Sell Out

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...

3 hours 30 minutes Free Cancellation
4.9 (489)
from
$89
River North Food Walking Tour

On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicious places. Tease your tastebuds as you savor …More

On our 3 hour food walking tour of Chicago, you will taste delectable foods from 5 different delicious places. Tease your tastebuds as you savor...

3 hours Free Cancellation
4.6 (96)
from
$89
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