Best Chicago Day Trips & Things to Do

the third most populous city in the united states is situated along the scenic lake michigan in northeastern illinois with nicknames including "the windy city" and "the second city." chicago, the world-class destination of unsurpassed beauty, was incorporated in 1837 and hosted the world's colombian exposition in 1893 in jackson park bringing more than 27 million people to the city. the city is known for many things such as deep dish pizza, chicago-style hot dogs, theater, outdoor art and its sports teams. attracting visitors from around the nation and the world, popular tourist chicago attractions include the willis tower (formerly sears tower), lincoln park, magnificent mile, grant park, millennium park, wrigley field, art institute of chicago, field museum of natural history, shedd aquarium and adler planetarium & astronomy museum. explore the world for joining new york tours, washington dc tours, hawaii tours, and much, much more.
Show All
8 Results
Filters
Places
Dates & Length
Chicago: The Hopper Heist
Daily Departure
5.0
Tour Code: 669678
Start / End City
Chicago
Duration
2.0 Hours
City & Attractions
Languages
English Live
Group Type
Standard Group
Tour Audience
Primarily English-Speaking Travelers
From
$11.56
Chicago City Day Tour: Millennium Park, Grant Park and 360 Chicago
Free Cancellation
4.6 ( 7 reviews )
Tour Code: 16763
Start / End City
Chicago
Duration
1.0 Day
City & Attractions
Chicago, Millennium Park, Grant Park +2 more
Languages
Chinese Live, English Live
Group Type
Standard Group
Tour Audience
Primarily Mandarin-Speaking Travelers
From
$99.00
Milwaukee Day Tour from Chicago: Harley Davidson Museum, Milwaukee Public Market
Free Cancellation
5.0 ( 5 reviews )
Tour Code: 716502
Start / End City
Chicago
Duration
1.0 Day
City & Attractions
Chicago, Milwaukee, Harley Davidson Museum +3 more
Languages
Chinese Live, English Live
Group Type
Standard Group
Tour Audience
Primarily Mandarin-Speaking Travelers
From
$119.00
Local Day Tour from Chicago:  Lake Geneva, Anderson Japanese Gardens
Free Cancellation
5.0
Tour Code: 736998
Start / End City
Chicago
Duration
1.0 Day
City & Attractions
Chicago
Languages
Chinese Live, English Live
Group Type
Standard Group
Tour Audience
Primarily Mandarin-Speaking Travelers
From
$99.00
Chicago Small Group Walking Tour with Skydeck and Boat Cruise
Daily Departure
5.0
Tour Code: 672702
Start / End City
Chicago
Duration
4.0 Hours
City & Attractions
Languages
English Live
Group Type
Standard Group
Tour Audience
Mixed International Travelers
From
Live
1-Day Chicago Round Trip: Milwaukee, Holy Hill Basilica and Lake Geneva Autumn Viewing
Free Cancellation
5.0
Tour Code: 713139
Start / End City
Chicago
Duration
1.0 Day
City & Attractions
Chicago, Milwaukee, Lake Geneva +2 more
Languages
Chinese Live, English Live
Group Type
Standard Group
From
Live
Charming Towns Day Tour from Chicago: Dubuque, Galena, Ulysses S Grant Home and Grant Park
Free Cancellation
5.0
Tour Code: 737010
Start / End City
Chicago
Duration
1.0 Day
City & Attractions
Chicago, Grant Park, Galena
Languages
Chinese Live, English Live
Group Type
Standard Group
Tour Audience
Primarily Mandarin-Speaking Travelers
From
Live
Chicago CityPASS: Experience 5 Must-See Attractions | Save 49% | Valid for 9 Days
5.0
Tour Code: 4077
Start / End City
Chicago
Duration
1.0 Day
City & Attractions
Chicago, Field Museum of Natural History, Shedd Aquarium +1 more
Languages
English Live
Group Type
Small Group
Tour Audience
Mixed International Travelers
From
Live
Why book with Tours4fun?
Best Price Guarantee
Transparent Pricing
Travel Safety Assurance
24/7 Multilingual Support

Chicago Tours: Fantastic Activities, Unique History and Amazing Views!

Some Great Ways To Experience Chicago

Hop-On Hop-Off Buses

Chicago Tours by Bike and Segway

Architecture Tours

Chicago – Your Gateway to the East Coast and Midwest

Some Great Ways To Experience Chicago

Exploring the city on a Chicago tour bus is, of course, one of the best ways to go! You can get caught up in being a part of the city’s inviting atmosphere, while enjoying the luxurious comforts of a modern, well-equipped tour bus.

The booming Millennium Park signifying the rebirth of Chicago’s downtown and the 13-block long Magnificent Mile are popular tourist stops on these tours.

Hop-On Hop-Off Buses

Of the many Chicago city tours hop on hop off buses offer the convenience of comfortable and dependable transportation around the city while letting you plan your own route. All the while, you are in are charge of where you hop off for a better look around and when to hop back on to make your way to the next must-see location.

Any visitor to Chicago must stop by John Hancock Center and its aptly named 360 Chicago Observatory. There is also the Chicago Children’s Museum, Chicago Shakespeare Theater, and the breathtaking views you get form the top of the 15 story high Ferris wheel at Navy Pier.

Chicago Tours by Bike and Segway

If you really want to get blown away by your tour of the Windy City, then there is no better way than to opt for one of the exhilarating Chicago tours by segway. Of course, a Chicago biking tour is another way to see the city in a different and exciting way.

These popular segway and bike tours include day and sunset options, with Lakefront Chicago and the spectacular Chicago skyline views being what most visitors rave about. Along with other attractions, you get the chance to ride through Grant Park, stop by Buckingham Fountain and visit Museum Campus.

Architecture Tours

Chicago’s skyline includes the Willis Tower (still commonly referred to as the Sears Tower and one of the tallest buildings in the world). This and other soaring skyscrapers mingle with Chicago’s well-preserved historic buildings.

• Hop aboard a luxurious streamliner that takes you out onto Lake Michigan. You will get the most panoramic and astounding views of South Side, Chicago’s rich and varied architectural style.

• For the more adventurous visitor, consider taking a ride on the Seadog speedboat to join a thrilling Chicago architecture boat tour. You’ll have exhilarating time on this architectural tour through the Chicago River Locks all the way up to the impressive Sears Tower.

• Join a Chicago Theater tour – This lavishly elegant theater opened on October 26, 1921 and has not lost any of its awe-inspiring appeal, thanks in part with its miniature replica of Paris' Arc de Triomphe adding to its lavish elegance.

Chicago – Your Gateway to the East Coast and Midwest

Being in Chicago makes it that much easier to plan day trips to other locations in the Midwest.

• Make your way through the Tennessee’s Great Smoky Mountains to visit the Lost Sea – an expansive underground lake.

• Explore the culture and heritage of Holland, Michigan and pay a visit to a real Amish farm.

• The Gateway Arch (the world’s tallest man-made monument) and the St. Louis Cathedral are definite must-sees on a multi-day Midwest tour from Chicago.

The East Coast of the USA is also readily accessible from Chicago. A great idea is to join a tour from Chicago to Niagara Falls. Your Chicago tour package will lead you to:

• Independence National Historical Park in Philadelphia

• Smithsonian National Air and Space Museum and the White House in Washington DC

• Historical and beautiful Harvard University in Cambridge, Massachusetts

• Niagara Falls for a ride on the enchanting Maid of the Mist

Insider Travel Offers

Sign up for early access to new tours, limited-time offers & travel perks.