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

Illinois, USA
Chicago Seasonal Stroll Walking Tour of Holiday Attractions

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour takes you straight into the heart of it. Journey through …More

There’s nothing more magical than Christmas in Chicago, & this 2hr guided Chicago Walking Tour takes you straight into the heart of it. Journey through...

2 hours Free Cancellation
5.0 (5)
from
$45
O'Hare Airport Transfer to Chicago by Luxury Sedan - Inside Meet

- Chicago's Highest Rated Limo And Car Service - 10 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe, …More

- Chicago's Highest Rated Limo And Car Service - 10 Years in the limousine business - Proven track of exceptional customer service - Professional, Safe,...

30 to 60 minutes Free Cancellation
5.0 (6)
from
$190
Private Chicago Highlights Photography Session

Visitors to Chicago who want to capture fantastic vacation photos shouldn’t settle for smartphone selfies when you can book a professional photographer. With this photo …More

Visitors to Chicago who want to capture fantastic vacation photos shouldn’t settle for smartphone selfies when you can book a professional photographer. With this photo...

1 hour 30 minutes Free Cancellation
5.0 (5)
from
$200
Photo Shoot in Chicago’s Urban Jungle Garden

Enjoy a private photoshoot in Chicago’s beautiful urban jungle at the Lincoln Park Conservatory. During this 40-minute session, I’ll help you feel confident and relaxed …More

Enjoy a private photoshoot in Chicago’s beautiful urban jungle at the Lincoln Park Conservatory. During this 40-minute session, I’ll help you feel confident and relaxed...

40 minutes Free Cancellation
5.0 (8)
from
$150
Chicago Suburbs Hidden Gems: Small-Group Exploration Tour

Experience a global adventure without leaving Chicagoland! This tour blends rich cultural landmarks, stunning natural beauty, and nostalgic favorites, creating a one-of-a-kind experience. *Hotel Pickup …More

Experience a global adventure without leaving Chicagoland! This tour blends rich cultural landmarks, stunning natural beauty, and nostalgic favorites, creating a one-of-a-kind experience. *Hotel Pickup...

8 to 12 hours Hotel pickup offered Free Cancellation
5.0 (6)
from
$149
Shameless TV Show Location Tour

Experience the ultimate Private Shameless TV Location Tour with the convenience of hotel pick and drop-off, allowing you to sit back, relax and enjoy the …More

Experience the ultimate Private Shameless TV Location Tour with the convenience of hotel pick and drop-off, allowing you to sit back, relax and enjoy the...

2 hours Hotel pickup offered Free Cancellation
5.0 (5)
from
$315
Chicago BYOT Screen Printing Workshop: Make Your Own Art Tee

Remade in Chicago is the upcycling studio where surplus textiles are transformed into one-of-a-kind wearable art, braided rugs, and hand-stitched quilts. We host public and …More

Remade in Chicago is the upcycling studio where surplus textiles are transformed into one-of-a-kind wearable art, braided rugs, and hand-stitched quilts. We host public and...

1 hour 30 minutes Free Cancellation
5.0 (5)
from
$65
Grandview Drive Postcard Tour Experience

Take the scenic route. Book a four-mile pedicab tour along the Illinois River bluffs of Grandview Drive. Faster than walking, slower than driving; Peoria Pedicab …More

Take the scenic route. Book a four-mile pedicab tour along the Illinois River bluffs of Grandview Drive. Faster than walking, slower than driving; Peoria Pedicab...

1 hour Free Cancellation
5.0 (8)
from
$75
Chicago City Tours See It All No Time Wasted

Skip the corny jokes and never-ending speeches — our shared tours are built for travelers who want the real Chicago, not a stand-up routine. ✔️ …More

Skip the corny jokes and never-ending speeches — our shared tours are built for travelers who want the real Chicago, not a stand-up routine. ✔️...

4 to 8 hours Free Cancellation
4.3 (20)
from
$150
Chicago in Spanish. Architecture. Mafia, Interiors, Underground

Discover the real Chicago with those who really know it! At ChicaGo Turismo we transform a simple tour into an unforgettable experience. More than visiting …More

Discover the real Chicago with those who really know it! At ChicaGo Turismo we transform a simple tour into an unforgettable experience. More than visiting...

3 hours Free Cancellation
5.0 (8)
from
$45
Outdoor Escape Room in Old Town Chicago

An immersive clue-solving adventure around Old Town. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule anytime …More

An immersive clue-solving adventure around Old Town. Search for real-world clues, solve puzzles, and discover the neighborhood with an experience you'll never forget! Reschedule anytime...

2 hours
4.8 (6)
from
$75
Custom Chicago Walking Tours

We create custom walking tours for groups of all sizes and interests, blending delicious food experiences with rich historical storytelling. From downtown explorations for high …More

We create custom walking tours for groups of all sizes and interests, blending delicious food experiences with rich historical storytelling. From downtown explorations for high...

1 to 3 hours Free Cancellation
5.0 (5)
from
$75
2 hr Tandem Guided Kayak Tour Near Chicago

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

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

2 hours Free Cancellation
4.8 (6)
from
$71
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
Original Chicago Prohibition Bus Tour

Our Original Bus Tour is a deep dive into Chicago's most notorious era. Taking you to neighborhood gems you may not find on your own, …More

Our Original Bus Tour is a deep dive into Chicago's most notorious era. Taking you to neighborhood gems you may not find on your own,...

Free Cancellation
5.0 (4)
from
$55
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

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
2-Hour Chicago Wine and Cheese Cruise

This Wine & Cheese Cruise is a world class Chicago experience for locals and visitors. Board our famous tour boats at Michigan Avenue, and enjoy …More

This Wine & Cheese Cruise is a world class Chicago experience for locals and visitors. Board our famous tour boats at Michigan Avenue, and enjoy...

2 hours Free Cancellation
4.8 (5)
from
$75
Chicago Private Night Skyline and Lakefront Scenic Tour

Experience Chicago’s glowing skyline and scenic lakefront on a private, fully personalized night tour. Travel in comfort with your English-speaking driver, who shares stories and …More

Likely to Sell Out
Likely to Sell Out

Experience Chicago’s glowing skyline and scenic lakefront on a private, fully personalized night tour. Travel in comfort with your English-speaking driver, who shares stories and...

2 hours Hotel pickup offered Free Cancellation
3.0 (2)
from
$34
Art Boom 3 in 1 : Adults-Only Private Art Experience in Chicago

Here's what you can expect during your 1.5-hour private room experience: Shooting/Spinning Art Experience: Collaborate with your group to create a masterpiece on a large …More

Likely to Sell Out
Likely to Sell Out

Here's what you can expect during your 1.5-hour private room experience: Shooting/Spinning Art Experience: Collaborate with your group to create a masterpiece on a large...

1 hour 30 minutes Free Cancellation
4.0 (1)
from
$195
Hyde Park Walking Tour History Race and Urban Change

Discover the rich history and dynamic transformation of Hyde Park on this engaging walking tour. Delve into the neighborhood's evolution from a lakeside retreat for …More

Discover the rich history and dynamic transformation of Hyde Park on this engaging walking tour. Delve into the neighborhood's evolution from a lakeside retreat for...

3 hours Free Cancellation
5.0 (1)
from
$5
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