3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops
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3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops

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3h
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About this experience

Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captivating facts about the first high-rises, city planning, and construction history.

Get a unique chance to combine touring by foot and by L train, and see the city’s most iconic landmarks like The Rookery Building, Chicago Cultural Center, First Arts Building, and more 19th and early 20th-century masterpieces. Be ready to see the City by the Lake from a new perspective and get to know it even closer as you stroll down its streets and travel by train.

Enjoy the small-group experience and don’t miss a thing as you travel
Discover the downtown and historical building together with your local knowledgeable guide
Marvel at architectural landmarks of the City by the Lake and get to know the stories behind them
Combine a walking tour with a train to see more landmarks and iconic sights on one tour.

Available options

3 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops

What's included

Iconic places for photoshoot
Must see and off the beaten path
Transit tickets
All main architectural masterpieces of downtown Chicago
Small-group walking tour
All Fees and Taxes
Friendly local guide

Detailed itinerary

1

Get your Chicago journey started at Fine Arts Building, designed in 1885 by architect Solon S. Beman. After 2 years of construction, the building gained the title of one of Chicago’s architectural jewels. Initially built for the Studebaker company, in 1898 it became the Fine Arts Building after the renovation. Since that time the place has been a haven for artists. Be mesmerized by the style and design, paying attention to the façade details.

2
Stop 2

Admire the splendor of the Harold Washington Library Center. The rooftop of the building is decorated with Gothic-style sculptures which distinguish the building from the rest of Chicago’s architecture. The library was named after the first African-American Chicago mayor but it was open to the public only in 1991. At present, the library possesses a great number of rare books separated into periods. The building entered the Guinness Book as the largest public library building.

3

Take a chance to see one of the first buildings in Chicago to acquire the title of a skyscraper and at the same time the last high-rise, built according to traditional brick architecture. Be attracted to the structure’s strict design and monolithic tremendousness justifying the mountain it is named after. It was inspired by Mount Monadnock, a famous peak in southern New Hampshire. The term “monadnock” itself was used by American geographers to describe a “rocky mass”.

4
Stop 4

Head on to another skyscraper, built in Chicago during the 19th-century building boom. Fast city growth required building profitable high-rises turning them into machines that would make the land pay. Marvel at rich terra cotta ornamentation, decorative bronze reliefs, and sparking Tiffany mosaics. But don’t miss a fascinating story behind the building as told by your enthusiastic local guide.

5

Take a break and grab some delicacies at Revival Food Hall, a 24,000 square foot marketplace spotlighting the best of Chicago’s culinary scene under one roof. Located on the ground floor of The National Building it also gives a great feel of the time. You can choose any options hamburgers, pizza, Mexican food, and a lot more.

6
Stop 6

Take a look at the majestic Rookery Building, a must-see for all architecture geeks and photo amateurs. This is the first skyscraper that was built with the newest materials and engineering technologies, which laid a foundation for today’s high-rises all over the world. It was completed by architects Daniel Burnham and John Wellborn Root in 1888, having become one of their masterpiece buildings.

7

Make your way to Quincy station and get aboard the Chicago L train to have fast transportation to the last two landmarks on the tour. It was opened in 1897, which makes it one of the oldest surviving stations on the L system. Thanks to renovations of 1988 the station preserved its original look and authentic feel for its visitors to enjoy.

8

Shop till you drop at the iconic Macy’s State Street department store where you can find anything to buy and admire the architectural style of the building. It is situated inside the Chicago Loop and has become a true architectural monument of the 20th century. See the old elevators being museum exhibits themselves. Look up to admire the gorgeous ceiling with wonderful glass mosaic.

9
Stop 9

Let your tour culminate in the architectural pearl of Chicago, which is the Chicago Cultural Center. Enter the building and be carried to a completely another fabulous world. The Cultural Center was opened in 1897 and it claims to have the world’s largest Tiffany glass mosaic dome. Stroll through the halls and marvel at stupendous ceilings with ornaments, reliefs, and decorations. Chicago Cultural Center is home to many free music and art events, as well as some official ceremonies.

What's not included

Gratuities

Available languages

Guide guide
EN

Reviews breakdown

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Important information

Public transportation options are available nearby
Not recommended for travelers with spinal injuries
Not recommended for travelers with poor cardiovascular health
Travelers should have at least a moderate level of physical fitness

Meeting point

Meet the guide in the lobby

About Chicago

Chicago is a vibrant city known for its stunning architecture, rich cultural heritage, and world-class cuisine. Situated along the shores of Lake Michigan, it offers a unique blend of urban excitement and natural beauty, making it a must-visit destination for travelers from around the globe.

Top Attractions

Millennium Park

Millennium Park is a famous public park in downtown Chicago, known for its modern art and architecture. It's home to the iconic Cloud Gate sculpture, also known as 'The Bean'.

Park 1-2 hours Free

Art Institute of Chicago

One of the oldest and largest art museums in the United States, the Art Institute of Chicago houses an impressive collection of artworks from around the world.

Museum 2-3 hours $25 (adults), Free for children under 14

Skydeck Chicago

Located on the 103rd floor of the Willis Tower, Skydeck Chicago offers breathtaking views of the city and Lake Michigan. Visitors can step out onto The Ledge, a glass balcony extending out from the building.

Observation Deck 1-2 hours $28 (adults), $20 (children 3-11)

Navy Pier

Navy Pier is a 3,300-foot-long pier on the Chicago shoreline of Lake Michigan. It offers a variety of attractions, including shops, restaurants, and rides.

Entertainment 2-4 hours Free to enter, individual attractions have varying costs

Wrigley Field

Wrigley Field is a historic baseball park located on the North Side of Chicago. It's home to the Chicago Cubs and offers a unique atmosphere for sports fans.

Sports 2-4 hours (game duration varies) Ticket prices vary depending on the game and seating

Must-Try Local Dishes

Deep-Dish Pizza

A thick, buttery crust filled with layers of cheese, toppings, and tomato sauce. It's a Chicago classic and a must-try for pizza lovers.

Dinner Contains gluten and dairy. Vegetarian and vegan options are available at some restaurants.

Chicago-Style Hot Dog

A steamed or grilled all-beef hot dog topped with yellow mustard, chopped white onions, bright green sweet pickle relish, a dill pickle spear, tomato wedges, pickled sport peppers, and a dash of celery salt, all served on a poppy seed bun.

Snack Contains gluten and dairy. Vegetarian and vegan options are available at some hot dog stands.

Italian Beef Sandwich

Thinly sliced beef cooked in its own juices and served on an Italian roll. It's typically dipped in the juices and topped with sweet or hot peppers.

Lunch/Dinner Contains gluten and beef. Vegetarian and vegan options are available at some Italian beef restaurants.

Chicago-Style Popcorn

A sweet and savory snack made with caramel and cheese-flavored popcorn, often sold in colorful boxes at street corners and ballgames.

Snack Contains dairy. Vegetarian and vegan options are available at some popcorn stands.

Popular Activities

Kayaking on the Chicago River Biking along Lake Michigan Rock climbing at First Ascent Picnicking in Millennium Park Yoga in the park Spa treatments at The Peninsula Chicago Visiting the Art Institute of Chicago Attending a performance at the Chicago Symphony Orchestra

Best Time to Visit

May to September

This is the best time to visit Chicago for outdoor activities, festivals, and sightseeing. The weather is warm and pleasant, making it ideal for exploring the city's parks and attractions.

15°C to 30°C 59°F to 86°F

Practical Information

Language

  • Official: English
  • Widely spoken: Spanish, Polish, Chinese
  • English: Widely spoken

Currency

United States Dollar (USD)

Time Zone

Central Time Zone (CT) (GMT-6)

Electricity

120VV, 60HzHz

Safety Information

Overall Safety Rating: Generally safe

Chicago is generally safe for tourists, but visitors should be aware of their surroundings and take precautions to protect themselves and their belongings. Some areas of the city have higher crime rates, and visitors should research their destinations before traveling.

Important Precautions:
  • • Be aware of your surroundings and keep valuables secure
  • • Use licensed taxis or ride-sharing services
  • • Avoid walking alone in isolated or poorly lit areas, especially at night

Getting there

By air
  • O'Hare International Airport • 27 km (17 miles) from city center
  • Midway International Airport • 13 km (8 miles) from city center
By train

Union Station, Ogilvie Transportation Center

By bus

Greyhound Station, Megabus Terminal

Getting around

Public transport

The 'L' is a convenient and affordable way to get around Chicago. It consists of eight color-coded lines.

Taxis

Available • Apps: Uber, Lyft

Rentals

Car, Bike, Scooter

Neighborhoods

The Loop Lincoln Park Wicker Park Magnificent Mile Pilsen

Day trips

Navy Pier
2 km (1.2 miles) • Half day to full day

Navy Pier is a 3,300-foot-long pier on the Chicago shoreline of Lake Michigan. It offers a variety of attractions, including shops, restaurants, and rides.

Wrigley Field
10 km (6.2 miles) • Half day to full day

Wrigley Field is a historic baseball park located on the North Side of Chicago. It's home to the Chicago Cubs and offers a unique atmosphere for sports fans.

Museum Campus
3 km (1.9 miles) • Half day to full day

The Museum Campus is a 57-acre park located on the southern tip of Grant Park in Chicago. It's home to several world-class museums, including the Field Museum, the Shedd Aquarium, and the Adler Planetarium.

Festivals

Lollapalooza • Early August (4-day festival) Chicago Jazz Festival • Late August to early September (weekend festival) Chicago Food Festival • Early September (weekend festival)

Pro tips

  • Visit popular attractions early in the morning or late in the afternoon to avoid crowds and long wait times
  • Use the Ventra card for easy and convenient payments on public transportation
  • Explore the city's diverse neighborhoods and culinary scene to get a true sense of Chicago's character and culture
  • Take an architecture river cruise to see the city's stunning skyline and learn about its architectural history
  • Visit the city's many parks and outdoor spaces to enjoy nature and outdoor activities, even in the heart of the city
From $25 per person

Price varies by option

Adults
Age 18-100
1
Booking requirements:
  • Min travelers: 1
  • Max travelers: 10
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Free cancellation available
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