3 Days in Chicago

Become a Chicagoan!
3 days
from $387


All magic in Chicago is provided by creativity and unique design of the best architects in the world. Sprinkle it all with the stories that will make your blood freeze, and you’ll get this 3-day tour in Chicago, that will become a lifetime experience for you. 


*The itinerary depends on how many stops you want to make during the tour, and may be revised.

*The tour can be modified to meet your preferences.


Day 1

1. Magnificent Mile

2. John Hancock Center

3. Historic Water Tower

4. Holy Name Cathedral

5. Wrigley building

6. St James Cathedral

7. Tribune Tower

8. Dusable Bridge

9. Marina Towers

10. Merchandise Mart


Day 2

11. Loop

12. Willis Tower

13. Monadnock Building

14. Flamingo Sculpture

15. Chagall’s Mosaics

16. Picasso Statue

17. Chicago Board of Trade Building

18. Chicago Temple

19. Aqua Tower

20. Chicago Riverwalk


Day 3

21. Pilsen

22. South Michigan Avenue

23. Grand Park

24. Agora Sculptures

25. Millenium Park

26. Cloud Gate

27. Crown Fountain

28. Chicago Skyline

29. Lake Point Tower

30. Navy Pier


  • 3-day Chicago tour with your friendly local guide;
  • Discover the main Chicago’s attractions and the best things to do;
  • Feel the endless energy of the Loop;
  • Explore authentic Pilsen;
  • Walk along Chicago’s Champs Elysees;
  • Check out public art in Chicago;
  • Admire the highest buildings in the whole USA;
  • See the most original and famous skyscrapers;
  • Have some rest at beautiful parks;
  • Experience the combination of old and modern elements.

Tour Itinerary:

Day 1

Magnificent Mile

Plunge into the world of luxury while walking along the legendary Magnificent Mile. The Chicago’s version of Champs Elysees beats many records as the most beautiful and the most expensive avenue in the world. The area of 290000m2 offers the best shops, restaurants and hotels in Chicago.

John Hancock Center

100 floors, elegant construction, amazing observation deck with 360’ panoramic view, the highest ice rink and swimming pool in the world – this is all about John Hancock Center which is surely one of the most significant skyscrapers in Chicago. You have to see it yourself!

Historic Water Tower

Built in 1869, the Water Tower is one of the oldest constructions in Chicago which was saved during the destructive Great Chicago Fire in 1871. This neo-gothic building creates a unique combination with modern-looking buildings around and proves that Chicago has interesting historic places to show.

Holy Name Cathedral

One of the most significant places of Chicago is the city’s Cathedral which was built in 1875. This influential religious center attracts not only locals but also tourists who come here to see this beautiful cathedral and its impressive interior with bronze statues, wonderful paintings and mosaics.

Wrigley Building

Built in 1924 as a headquarter of chewing gum corporation and named after its leader, Wrigley building is still considered to be one of the most beautiful buildings in Chicago. And you will see why: dazzling whiteness, elegant lines and two rising towers connected by passageway make this building a real architectural masterpiece.

St James Cathedral

Standing among majestic skyscrapers, St James Cathedral is an essential harmonic part of Chicago’s urban landscape. Founded in 1834, this neo-gothic church is one of the oldest in Chicago and is famous by amazing colorful stained-glass windows.

Tribune Tower

In the end of North Michigan Avenue your attention will be definitely caught by a 141-m tall skyscraper called after the famous Tribune newspaper. The building represents a wonderful mix of contemporary architecture of 1920s and gothic elements. In the basement you can have a unique opportunity to see the unique collection of stones from famous places including the stone from Moon.

DuSable Bridge

And now we are going to see the most famous bridge across Chicago River – the 122-m long DuSable Bridge which attracts with its towers and stunning bas-reliefs and sculptures. This bridge is also famous for being the oldest duplex bridge in the world.

Marina Towers

Two 179-m tall corncob-shaped towers built in 1964 will surely attract your attention by its original architecture. Switch on your cameras to capture the scene of this iconic residential complex.

Merchandise Mart

While having a stroll along Chicago River you can’t skip this outstanding building. Having a floor area of 372000 m2, Merchandise March is one of the largest buildings in the world and is considered a pearl of Chicago art-deco architecture.

Day 2


Business and entertainment – this is how the Loop district can be described in a few words. Loop is the place where you will be amazed by dynamic atmosphere, feel the rhythm of real Chicago and admire the magnificent scene of the bustling megapolis.

Willis Tower

Do you want to see one of the highest buildings in the world? We are sure you do! We are also sure that you will get speechless when you see fantastic Willis Tower which is the tallest building in Illinois with the spire reaching the height of 527m. Breathtaking moment!

Monadnock Building

Having a height of only 60m, Monadnock building became the biggest office buildings in the world when it was completed 1873. Nowadays this elegant building doesn’t lose its significance and has been listed as the Chicago Landmark and the Historic Place in the National Register.

Flamingo Sculpture

In Chicago you can see art objects not only in museums: it’s enough just to have a walk through the city’s streets. In Loop district you can’t skip the eye-catching abstract Flamingo Sculpture colored in red and looking extremely cheerful and bright with skyscrapers on the background.

Chagall’s Mosaics

Just near the First National Bank of Chicago you can notice a large panel with images made of colorful mosaics by legendary Mark Chagall. Over 250 different colors were put together to create a marvelous masterpiece called “Four seasons”.

Picasso Statue

The 15-m tall unnamed statue created by a world-famous artist has become one of the most popular attractions in Chicago. Let’s look at the Picasso’s creation and try to discover the meaning of this sculpture.

Chicago Board of Trade Building

The highest building in Chicago till 1965, Board of Trade impresses with its majesty. One of the highlights here is the steel statue of the Roman Goddess Ceres on the top. This famous building has been shown in many films such as The Untouchables, Batman Begins and Transformers.

Chicago Temple

A temple is not always an old building of traditional architectural styles. And Chicago Temple proves it. Being home to the First United Methodist Church, this 173-m tall skyscraper with neo-gothic spire rises above the city and amazes with its sophistication.

Aqua Tower

Now we are going to see one of the most remarkable buildings in the city – Aqua Tower. Its unique architecture makes this 262-m high building look like a huge waterfall. Unforgettable scene!

Chicago Riverwalk

One of the best places to have a promenade in Chicago is undoubtedly Chicago Riverwalk. It is a large recreation area which provides lots of entertainment and an opportunity to enjoy picturesque views of the city and the river.

Day 3


Let’s start our day with exploring one of the most authentic neighborhoods in Chicago. Pilsen has a status of the district of art, where real masterpieces of street art can be seen almost everywhere. Plenty of galleries, museums, painted buildings and lots of places to have fun make Pilsen a perfect place to spend a great time in Chicago.

South Michigan Avenue

After exploring distinctive Pilsen we are coming closer to the city center. Michigan Avenue is considered to be the main artery of Chicago and today we will take a walk along its southern part with iconic skyscrapers, lots of shops and iconic parks.

Grant Park

The 1.29 km2 green area is an oasis of relaxation and entertainment in the heart of Chicago. Beautiful gardens, modern installations, famous sights such as Buckingham Fountain and numerous facilities make this place perfect for spending time.

Agora Sculptures

Being one of the most original examples of Chicago’s public art, Agora is an installation of 106 headless iron statues standing in chaotic manner. Let’s guess what the artist Magdalena Abakanowicz wanted to say by this extraordinary creation.

Millenium Park

Being a part of Grant Park, Millenium Park is extremely popular among Chicagoans and tourists and welcomes more than 4 million visitors a year. Numerous art objects, interesting sights and significant events and exhibitions taking place here will not leave you indifferent.

Cloud Gate

If you ask people about their favourite sculpture in Chicago, they will surely tell you about the Cloud Gate. This sculpture has a shape of bean and made of polished steel that helps to reflect the area around. Just imagine: Chicago’s landscape can be seen in one sculpture! This is one of the best places for perfect photo ops.  

Crown Fountain

In Millenium Park you have a unique chance to be a witness of how 15-m faces of Chicagoans stream the water from their mouths. There is nothing impossible thanks to high technologies! This fountain will fascinate you by its originality.

Chicago Skyline

From the point near Millenium Park you can see incredibly picturesque scene of Chicago skyline with all the main skyscrapers and the highest buildings. This fantastic view will make you fall in love with the city and the photos taken here will be postcard-perfect.

Lake Point Tower

The 197-m tall Lake Point Tower proudly stands on the embankment of Lake Michigan. This is the building which provides the most prestigious and expensive dwelling in Chicago and is considered to be the tallest residential building in the city.

Navy Pier

Navy Pier is a concentration of beautiful nature, scenic views of Lake Michigan and a great variety of entertainments and places to have fun including famous 45-m tall Ferris Wheel which is a must-do experience here. The great mood is guaranteed when you are at Navy Pier!


  • * The itinerary is subject to change


Extra costs (per person):

Entrance fees


Activity Level: moderate
Maximum travelers: 5
Meet up & End location: lobby of your hotel
Start time: any time
Extra hours: If you are having a good time and want your Chicago 3-day tour last a little bit longer, you are welcome to do that. Please note: You will be charged 25 USD per an extra hour.
Tipping suggestions: If you feel like you had a good experience, your guide would appreciate a tip. It's not mandatory. It's your decision whether you want to give your guide a tip.

What you get:

  • + A friend in Chicago.
  • + Private & customized tour.
  • + An exciting pastime, not just boring history lessons.
  • + An authentic experience of local life.
  • + Flexibility during the tour: changes can be made at any time to suit individual preferences.
  • + Amazing deals for breakfast, lunch, and dinner in the very best cafes & restaurants. 
  • + A photo session amongst spectacular Chicago scenery that can be treasured for a lifetime.
  • + An expert advice on what to do, where to go, and how to make the most of your time.

*This three-day tour in Chicago can be modified to meet your preferences.