Things to do on President's Day in Chicago (Updated 2026)

Chicago, USA
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
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 Key West Private Charters, …More

Why Travelers Choose Echo Limousine Chicago’s Premier Private Car & Limo Service: Over 10 Years of Trusted Limousine Experience Top-Rated on Key West Private Charters,...

30 to 60 minutes Free Cancellation
5.0 (12)
from
$240
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
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
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
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
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 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
Roundtrip Shuttle to South Side and Obama Presidential Center

Discover more of Chicago beyond downtown with this convenient South Side open-top shuttle transfer. Travel from central Chicago to some of the city’s most important …More

Discover more of Chicago beyond downtown with this convenient South Side open-top shuttle transfer. Travel from central Chicago to some of the city’s most important...

30 minutes Free Cancellation
4.5 (20)
from
$10
Spanish Paella Cooking Class in Chicago (Includes 3-Course Meal)

Tapas, paella and flan – this hands-on Spanish cooking class in Chicago, hosted through Cozymeal, which connects you with top-rated local chefs, takes you through …More

Tapas, paella and flan – this hands-on Spanish cooking class in Chicago, hosted through Cozymeal, which connects you with top-rated local chefs, takes you through...

2 hours 30 minutes Free Cancellation
5.0 (1)
from
$110
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 (5)
from
$35
Chicago Foods Tour with The Loop, Skyline, Millennium Park

Delve into Chicago’s one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most …More

Delve into Chicago’s one-of-a-kind cuisine and learn something that you would never expect on this small-group Secret Food Tour. Eat your way through the most...

3 hours Free Cancellation
4.6 (5)
from
$145
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
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 Haunted Ghost Tour GPS Self-Guided Walking Tour

Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on …More

Explore haunted Chicago at your own pace and schedule. Go anytime. Why take this tour? -It's like an in person tour guide, only it's on...

60 to 75 minutes Free Cancellation
4.8 (6)
from
$10
The Art Institute in Chicago Highlights Tour & Photoshoot

Discover the Art Institute in a unique way that blends art, storytelling, and photography. After a warm welcome, we'll head inside with tickets included & …More

Discover the Art Institute in a unique way that blends art, storytelling, and photography. After a warm welcome, we'll head inside with tickets included &...

1 hour 15 minutes Free Cancellation
5.0 (5)
from
$101
Private Sedan Transfer from Chicago Downtown to O`Hare airport

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 (8)
from
$220
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
$20
Chicago Hidden Gem: Mid-Century Cocktail Bars Walking Tour

-First, we will meet at the first location. -Then, we will enter a nice cozy lovely bar that offers local beers and affordable cocktails. -Then, …More

-First, we will meet at the first location. -Then, we will enter a nice cozy lovely bar that offers local beers and affordable cocktails. -Then,...

1 hour 30 minutes Free Cancellation
5.0 (7)
from
$51
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