Top Illinois Tours & Sightseeing

Q: What are the best options for Illinois Tours & Sightseeing?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best Illinois Tours & Sightseeing are: Outdoor Escape Room in Old Town Chicago Chicago Architecture, History and Culture Loop Walking Tour Hyde Park Walking Tour History Race and Urban Change 4-Hour Chicago City Tour by SUV Professional Photo Shoot in Chicago

Q: What are the best kid-friendly options for Illinois Tours & Sightseeing Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Illinois Tours & Sightseeing are: 5-Day Tour of Superior, Huron and Michigan from Chicago Great Lakes & Mackinac Island 4-Day Small Group Tour from Chicago Private and All-Inclusive Tour of Chicago Chicago Helicopter Tour: City to Shoreline Chicago Small Group City Tour View all kid-friendly Tours →

Q: Which Illinois Tours & Sightseeing have Instant Confirmation?

Illinois Tours & Sightseeing with Instant Confirmation include: Chicago Exotic Auto Experience Chicago Private Tour to Lake Geneva and Anderson Japanese Gardens Chicago 6-Hour City Tour by Sedan Private 45-Minute Chicago Skyline Helicopter Tour 4-Hour Chicago City Tour by SUV View all Tours with Instant Confirmation →

Q: I need a ride! Which Illinois Tours & Sightseeing have Hotel Pickup?

No problem. These Illinois Tours & Sightseeing include Hotel Pickup: Chicago Private Tour to Lake Geneva and Anderson Japanese Gardens Private Chicago City Minibus Tour Chicago 6-Hour City Tour by Sedan 4-Hour Chicago City Tour by SUV Private City Tour 6-10ppl View all Tours with Hotel Pickup →

Q: Got any more Illinois trip ideas?

We sure do. Check out our curated lists of hand-picked Illinois Tours. Top 10 Illinois 2026 Senior-friendly tours Illinois The best tours and activities for culture lovers in Illinois Top Day Trips from Illinois Things to do in Illinois this summer View all Illinois Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Illinois?

Based on our sales data over the past year, the most popular styles of tours and activities in Illinois are: Illinois Luxury & Special Occasions Illinois Luxury Tours Illinois Tours & Sightseeing Illinois Cruises, Sailing & Water Tours Illinois Boat Tours View all tour styles in Illinois →

The Serial Killer and Iconic Chicago Landmarks Bus Tour

Step into the darker side of Chicago’s history on an unforgettable journey where true crime and iconic landmarks intertwine. Discover the Windy City’s infamous past …More

Chicago, USA

5.0 (6)

The Serial Killer and Iconic Chicago Landmarks Bus Tour

Step into the darker side of Chicago’s history on an unforgettable journey where true crime and iconic landmarks intertwine. Discover the Windy City’s infamous past...

1 hour 30 minutes

5.0 (6)

from
$46

Chicago River 90 Minute Architecture Tour

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to …More

Chicago, USA

4.8 (11,096)

Chicago River 90 Minute Architecture Tour

Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to...

1 hour 30 minutes Free Cancellation

4.8 (11,096)

from
$45

Chicago Lake and River Architecture Tour

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years …More

Chicago, USA

4.8 (2,424)

Chicago Lake and River Architecture Tour

An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...

1 hour 30 minutes Free Cancellation

4.8 (2,424)

from
$45

The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago …More

Chicago, USA

4.7 (1,607)

Lake Michigan Sunset Cruise in Chicago

The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago...

1 hour 30 minutes Free Cancellation

4.7 (1,607)

from
$45

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

Chicago, USA

5.0 (2)

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,...

2 hours Free Cancellation

5.0 (2)

from
$45

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

Chicago, USA

5.0 (8)

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...

3 hours Free Cancellation

5.0 (8)

from
$45

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

Chicago, USA

5.0 (5)

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...

2 hours Free Cancellation

5.0 (5)

from
$45

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience! …More

Chicago, USA

5.0 (256)

Walkin' with Colin: Chicago History-Mystery-Comedy-Tragedy Tour

Embark on a profound, downtown walk-around, to discover incredible stories and secrets of the city on this not to miss feet on the street experience!...

2 hours Free Cancellation

5.0 (256)

from
$44

Museum of Ice Cream Chicago Admission Ticket

Step into a world of color, creativity, and sweetness at the Museum of Ice Cream in Chicago! This immersive, Instagram-worthy experience brings together art, interactive …More

Chicago, USA

3.6 (432)

Museum of Ice Cream Chicago Admission Ticket

Step into a world of color, creativity, and sweetness at the Museum of Ice Cream in Chicago! This immersive, Instagram-worthy experience brings together art, interactive...

1 hour 30 minutes

3.6 (432)

from
$43

Chicago River Floating Tiki Bar Cruise Friday and Saturday

Set sail for an unforgettable evening aboard the River Star or Island Time, where the drinks are flowing and the views are unmatched. Enjoy a …More

Chicago, USA

4.9 (26)

Chicago River Floating Tiki Bar Cruise Friday and Saturday

Set sail for an unforgettable evening aboard the River Star or Island Time, where the drinks are flowing and the views are unmatched. Enjoy a...

1 hour 15 minutes

4.9 (26)

from
$42

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into …More

Chicago, USA

4.9 (207)

Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into...

2 hours Free Cancellation

4.9 (207)

from
$40

Art Institute of Chicago Admission Ticket

See why the Art Institute of Chicago is the only museum in the world to be top-ranked by Cool Shore Excursions five years in a …More

Chicago, USA

4.9 (186)

Art Institute of Chicago Admission Ticket

See why the Art Institute of Chicago is the only museum in the world to be top-ranked by Cool Shore Excursions five years in a...

3 hours Free Cancellation

4.9 (186)

from
$40

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

Experience the best Chicago kayak rentals and Chicago SUP & paddleboard rentals from our unbeatable location at Ohio Street Beach, just steps from Navy Pier …More

Chicago, USA

5.0 (25)

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

Experience the best Chicago kayak rentals and Chicago SUP & paddleboard rentals from our unbeatable location at Ohio Street Beach, just steps from Navy Pier...

1 to 2 hours Free Cancellation

5.0 (25)

from
$40

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of …More

Chicago, USA

4.9 (16,682)

Chicago Architecture River Cruise

Experience the stunning beauty of Chicago on a captivating cruise along the historic Chicago River. This architectural tour takes you down the main branch of...

60 to 75 minutes Free Cancellation

4.9 (16,682)

from
$39

Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional …More

Chicago, USA

4.9 (1,958)

Chicago River 90-Minute Architecture Boat Tour

Marvel at the magnificent architecture on the Chicago River with expert tour guides! All ages welcome. Each architecture river tour is narrated by a professional...

1 hour 30 minutes Free Cancellation

4.9 (1,958)

from
$37

Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

Gain entry into one of the largest interactive torture museums in the USA with this attraction ticket. Explore the museum with an audio guide and …More

Chicago, USA

4.9 (1,070)

Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting

Gain entry into one of the largest interactive torture museums in the USA with this attraction ticket. Explore the museum with an audio guide and...

1 hour 30 minutes Free Cancellation

4.9 (1,070)

from
$36

Original Chicago Architecture Interiors Tour: Dazzling Interiors

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's …More

Chicago, USA

5.0 (1,871)

Original Chicago Architecture Interiors Tour: Dazzling Interiors

UPDATE 2024: Don't be fooled by the copycats out there offering shady copies of our award-winning tours for $1 cheaper! There's only one company that's...

2 hours Free Cancellation

5.0 (1,871)

from
$35

Chicago Architecture Tour: Underground Pedway and the Loop

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to …More

Chicago, USA

4.9 (594)

Chicago Architecture Tour: Underground Pedway and the Loop

This tour explores some of the best hidden details, secret buildings and spaces, and untold stories that add wonderful bits of color and texture to...

2 hours Free Cancellation

4.9 (594)

from
$35

Chicago Walking Tour: Art Deco Skyscrapers Loop

View Art Deco masterpieces built in the heart of Chicago’s financial district during the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism …More

Chicago, USA

4.9 (197)

Chicago Walking Tour: Art Deco Skyscrapers Loop

View Art Deco masterpieces built in the heart of Chicago’s financial district during the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism...

1 hour 30 minutes Free Cancellation

4.9 (197)

from
$35

Chicago Architecture Walking Tour: Incredible Art Deco Interiors

Though the Art Deco style throws us back in time, it’s actually a futuristic style — it’s meant to make people in the 1920s think …More

Chicago, USA

5.0 (141)

Chicago Architecture Walking Tour: Incredible Art Deco Interiors

Though the Art Deco style throws us back in time, it’s actually a futuristic style — it’s meant to make people in the 1920s think...

2 hours Free Cancellation

5.0 (141)

from
$35

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Illinois Tours & Sightseeing?

What are the best kid-friendly options for Illinois Tours & Sightseeing Tours?

Which Illinois Tours & Sightseeing have Instant Confirmation?

Which Illinois Tours & Sightseeing have Free Cancellation?

Illinois Tours & Sightseeing with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Illinois Tours & Sightseeing have Hotel Pickup?

Got any more Illinois trip ideas?

What are the most popular styles of Tours and Activities in Illinois?