Things to do over the New Year's Day long weekend in Illinois (Updated 2026)

Illinois, USA
Chicago to Milwaukee City Highlights or Fall Foliage Day Trip

(For Non-foliage season tour)Visit Milwaukee’s top attractions: Harley-Davidson Museum, Public Market, Miller Brewery & Milwaukee Art Museum Seasonal upgrade available during autumn foliage season Enjoy …More

(For Non-foliage season tour)Visit Milwaukee’s top attractions: Harley-Davidson Museum, Public Market, Miller Brewery & Milwaukee Art Museum Seasonal upgrade available during autumn foliage season Enjoy...

1 day Free Cancellation
5.0 (4)
from
$125
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 …More

Likely to Sell Out
Likely to Sell Out

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
5.0 (1)
from
$999
Explore Chicago Black Culinary Heritage

The Experience is more than a food tour. It is an immersive cultural experience that combines food, history, architecture, and storytelling in one of Chicago’s …More

The Experience is more than a food tour. It is an immersive cultural experience that combines food, history, architecture, and storytelling in one of Chicago’s...

2 hours 45 minutes Free Cancellation
5.0 (6)
from
$75
Chicago Private Neighborhoods Tour to Lincoln and Hyde Park

Discover the vibrant neighborhoods and cultural districts of Chicago on a private, fully personalized tour. Travel in comfort with your English-speaking driver, who shares local …More

Likely to Sell Out
Likely to Sell Out

Discover the vibrant neighborhoods and cultural districts of Chicago on a private, fully personalized tour. Travel in comfort with your English-speaking driver, who shares local...

4 hours Hotel pickup offered Free Cancellation
5.0 (1)
from
$77
Chicago Architecture Gilded Interiors Walking Tour

Visit the most beautiful interiors in Chicago with a local guide bringing their stories to life. Step into stunning centuries-old architecture on a guided walking …More

Visit the most beautiful interiors in Chicago with a local guide bringing their stories to life. Step into stunning centuries-old architecture on a guided walking...

1 hour 30 minutes Free Cancellation
5.0 (4)
from
$28
City Cruises Chicago: Premier Lake Michigan Brunch Cruise

Enjoy a picturesque day dining on Lake Michigan with our Premier Chicago Brunch Cruise. You’ll indulge in a chef-prepared buffet meal featuring savory and sweet …More

Enjoy a picturesque day dining on Lake Michigan with our Premier Chicago Brunch Cruise. You’ll indulge in a chef-prepared buffet meal featuring savory and sweet...

2 hours Free Cancellation
4.3 (28)
from
$120
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, …More

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
5.0 (6)
from
$288
Learn To Make Mole The Real Mexican Way Before Lunch

With a deep knowledge of Mexican cuisine and a passion for cooking with authentic ingredients, Carla brings the art of Mole-making to your table. Each …More

With a deep knowledge of Mexican cuisine and a passion for cooking with authentic ingredients, Carla brings the art of Mole-making to your table. Each...

2 hours Free Cancellation
5.0 (4)
from
$186
Private Chicago Architecture Walking Tour

Discover the heart of Chicago’s architectural legacy on this guided walking tour through the historic Loop District. Step back in time as you explore some …More

Discover the heart of Chicago’s architectural legacy on this guided walking tour through the historic Loop District. Step back in time as you explore some...

3 hours Free Cancellation
4.8 (6)
from
$211
Chicago Local Brewery Expedition with Homemade Guacamole

We'll explore five (5) of our favorite, Handcrafted Local Micro Breweries in two special locations of the historic, Chicago landmark district, Fulton Market; which used …More

We'll explore five (5) of our favorite, Handcrafted Local Micro Breweries in two special locations of the historic, Chicago landmark district, Fulton Market; which used...

1 hour 30 minutes Free Cancellation
5.0 (4)
from
$53
PRIVATE Chicago-Style Pizza or Pasta Cooking Class Near Chicago

Enjoy a private and authentic cooking class and meal in a local Naperville home with your host Nancy. Nancy is one of those warm and …More

Enjoy a private and authentic cooking class and meal in a local Naperville home with your host Nancy. Nancy is one of those warm and...

3 hours Free Cancellation
4.8 (5)
from
$89
Cocktail Adventure Tour 21+

Sipping Our Way Through History Visit some of the best cocktail bars and tavern that line the streets of Galena. Galena once boasted over 60 …More

Sipping Our Way Through History Visit some of the best cocktail bars and tavern that line the streets of Galena. Galena once boasted over 60...

1 hour 30 minutes
4.9 (13)
from
$71
Chicago Shot Of Art After Dark Private Experience

SHOOTING&SPINNING IS ALLOWED FROM 18 YEARS OF AGE. In case it is a group, everyone must be 18+ Experience the enchantment of Shot of Art …More

SHOOTING&SPINNING IS ALLOWED FROM 18 YEARS OF AGE. In case it is a group, everyone must be 18+ Experience the enchantment of Shot of Art...

45 minutes Free Cancellation
5.0 (1)
from
$116
Private Transfer Chicago Airport MDW to Chicago Downtown

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 …More

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...

30 to 60 minutes Free Cancellation
3.9 (44)
from
$23
Chicago Scavenger Hunt Adventure

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to …More

Our very unique, immersive adventures are the only ones of their kind. We, unlike other companies, provide your very own remote, interactive, live host to...

2 hours Free Cancellation
5.0 (5)
from
$29
O'Hare Airport Transfer to Chicago with Inside Meet - Luxury SUV

Why Travelers Choose Echo Limousine Chicago’s Premier Private Car & Limo Service: Over 10 Years of Trusted Limousine Experience Top-Rated on City Balloon Tours, Yelp, …More

Why Travelers Choose Echo Limousine Chicago’s Premier Private Car & Limo Service: Over 10 Years of Trusted Limousine Experience Top-Rated on City Balloon Tours, Yelp,...

30 to 60 minutes Free Cancellation
5.0 (12)
from
$240
Meet and Greet Private SUV Transfer from ORD to Downtown Chicago

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

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
5.0 (12)
from
$300
Curbside SUV Transfer from ORD to Downtown Chicago

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

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
5.0 (10)
from
$240
Chicago Movie Locations Tour

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior …More

Discover iconic Chicago movie locations with a private tour, including transportation and hotel pickup and drop-off. Visit the Home Alone house exterior, Wrigley Field exterior...

3 hours Hotel pickup offered Free Cancellation
5.0 (11)
from
$315
Candle Making Experience Near Museums & Millennium Park

Step into our vibrant candle-making studio and unleash your creativity! Craft candles with friends and family, blending custom scents in a welcoming space. Take home …More

Step into our vibrant candle-making studio and unleash your creativity! Craft candles with friends and family, blending custom scents in a welcoming space. Take home...

2 hours Free Cancellation
5.0 (9)
from
$75
2 Hour Bronzeville, Chicago Tour

Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Bronzeville, led by Historian Dilla, …More

Explore the vibrant neighborhoods of Chicago with engaging tours that delve into the rich history and culture of areas like Bronzeville, led by Historian Dilla,...

2 hours Free Cancellation
5.0 (2)
from
$45
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