Destination Chicago

Destination Chicago


Chicago is one of the biggest cities in the US, sitting on the shores of Lake Michigan in Illinois. It is known globally for its iconic skyline, filled with skyscrapers, such as John Hancock Center and Willis Tower. But, its architecture is not only in the high rise buildings, entire city core is a statement of history of American architecture, with many styles designed by several notable architects.

Read more about Chicago in our City Spotlight.

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17-Mile Drive Akaka Falls State Park Akatsuka Orchid Gardens Alcatraz Island Angels Landing Ansel Adams Wilderness Area Antelope Canyon Arches National Park Arlington National Cemetery Artist’s Palette Badwater Basin Barstow Outlets Bellagio Hotel and Casino Beverly Hills Boeing Factory Boston Common Boston Harbor Bridalveil Fall Brooklyn Bridge Bryce Canyon Bunker Hill Monument Canyonlands National Park Capitol Hill Cave of the Winds Central Park Charging Bull Charles River Chihuly Garden and Glass Chinatown SF Chinese Theatre Coeur d’Alene Colorado River Corning Museum of Glass Dante’s View Death Valley National Park Devil’s Golf Course Diamond Head Disney World – Magic Kingdom Disneyland Park Eagle Point El Capitan Empire State Building Epcot Center Ethel M. Chocolate Factory and Botanical Cactus Gardens FDR Memorial Fisherman’s Wharf Freedom Trail Glacier National Park Glen Canyon Dam Golden Gate Bridge Golden Gate Park Grand Canyon Grand Canyon National Park Grand Canyon of the Yellowstone Grand Canyon Skywalk Grand Canyon West Rim Grand Teton National Park Griffith Park Observatory Half Dome Halona Blowhole Hanauma Bay Harvard Square Harvard University Hawaii State Capitol Hawaii Volcanoes National Park Hearst Castle Hershey’s Chocolate World Hole in the Rock Hollywood Sign Hollywood Walk of Fame Hoover Dam Horseshoe Bend Hualapai Nation Reservation Iao Valley Independence Hall Intrepid Sea Air & Space Museum Iolani Palace Jackson Hole Kaimu Black Sand Beach Kapalua Bay Kilauea Iki Crater King Kamehameha Statue Korean War Veterans Memorial Lahaina Lake Mead Lake Michigan Lake Powell Lake Tahoe Las Vegas Strip Lava Tree State Monument Leavenworth Liberty Bell Library of Congress Lincoln Memorial Lombard Street Madame Tussauds Washington D.C. Mammoth Hot Springs Mammoth Lakes Market Street Martin Luther King Jr. Memorial Maui Tropical Plantation Mauna Loa Macadamia Nut Visitor Center Maunalua Bay Metropolitan Museum of Art Mojave Desert Monterey Bay Monument Valley Mt. Rainier Mt. Rushmore National Memorial Nani Mau Gardens National Air and Space Museum National Mall National Museum of American History Navajo Nation Niagara Falls Norris Geyser Basin NYC Trinity Church Olympic National Park Olympic Sculpture Park One World Trade Center Oue Skyspace Palace of Fine Arts Pearl Harbor Pearl Harbor National Memorial Pike Place Market Pilgrim Monument Polynesian Cultural Center Punaluu Black Sand Beach Quincy Market Rainbow Falls Red Rock Canyon Richardson Black Sand Beach Ripley’s Believe It or Not Rockefeller Center Rodeo Drive Route 66 San Francisco Bay San Francisco City Hall Santa Monica Pier SeaWorld San Diego Shoshone Falls Sierra Nevada Silicon Valley Smithsonian National Air and Space Museum Solvang Space Needle Spokane Statue of Liberty Sunset Strip Temple Square The White House Thomas A. Jaggar Museum Thomas Jefferson Memorial Thurston Lava Tube Times Square Twin Peaks Union Square San Francisco United States Capitol Universal Studios Hollywood University of California Berkeley USS Arizona Memorial Valley of Fire Vietnam Veterans Memorial Virgin River Waikele Premium Outlets Waikiki Beach Wailua River Waimea Canyon Wall Street Washington Monument Watkins Glen Park Whalers Village Whirlpool State Park White Sands Beach Whydah Pirate Wind Cave Woodbury Outlets World War II Memorial Yellowstone Lake Yellowstone National Park Yellowstone River Yosemite Falls Yosemite National Park Zabriskie Point Zion National Park

Last Updated on November 28, 2020 by Admin @ gotravelyourself.com

- One Day Trips -

One day trips, perfect to explore quickly a destination or nearby attraction or a city. This selection includes also half day trips.

Best Chicago Architecture Walking Tour Since Sliced Bread
$25.00
Join us for the Best Chicago Architecture Walking Tour Since Sliced Bread!
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Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Day Bike Rental
$25.00
Did you know that Chicago was voted the #1 bike-friendly city in the U.S. by Bicycling Magazine? The best way to see Chicago is on...
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Private Helicopter Tour
Share your time with someone special on a Chicago Private Helicopter Tour flight as you gaze out at the magnificent Chicago skyline on a Daytime, Twilight, or Nighttime Tour.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Segway Tour At Sunset
$75.00
The dramatic skyline in golden sunset, nighttime water & the light festival is perfect for all the tourists. Book the Chicago Segway Tour At Sunset here!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Route 66 Tour
Welcome to the exciting day tour of Chicago! Explore Route 66, Museum and experience airsoft shooting!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Daytime Helicopter Tour
$850.00
Take in the views and capture the otherwise unobtainable photo ops of Chicago's soaring skyscrapers and lakefront with a scenic Chicago helicopter tour.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Seadog Speedboat - Chicago Architecture Boat Tour
$49.00
Take a thrilling Chicago architecture boat tour to discover the great history of Chicago's towering skyscrapers with a thrilling Chicago boat tour. Highlights Exciting, descriptive,...
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Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
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  • Nov
  • Dec
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$43.00
Lincoln Park Bike Adventure Tour. On this 3-hour guided cycling tour of Chicago, you'll see the city like never before. Enjoy the city's beaches, parks,...
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
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5 Day Trips

5 day trips and tours to explore famous cities, attractions and surroundings. Great for adventure tours and city breaks.

5-Day Chicago to Niagara Falls Tour with Detroit, Toronto and Cleveland
Visit Chicago, Toronto, Detroit, Cleveland and Niagara Falls in 5 days! Complimentary pick-up from chosen location (see meeting point) and drop-off.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec

9 Day Trips

9 day trips are packed with attractions, sightseeing and activities. Most of them are full vacation packages.

9-Day Mid-South Mississippi Tour from Chicago To Houston
Join our 9-Day Mid-South Mississippi Tour from Chicago to visit New Orleans, Houston, San Antonio, Austin, and Memphis!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec

Culture tour

Activity: Culture tour

Activity: Culture Tour


Take a culture tour and learn about different cultures around the world. Learn about customs, history, art, archaeology and many other aspects of places you will be visiting.

Best Chicago Architecture Walking Tour Since Sliced Bread
$25.00
Join us for the Best Chicago Architecture Walking Tour Since Sliced Bread!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Day Bike Rental
$25.00
Did you know that Chicago was voted the #1 bike-friendly city in the U.S. by Bicycling Magazine? The best way to see Chicago is on...
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Private Helicopter Tour
Share your time with someone special on a Chicago Private Helicopter Tour flight as you gaze out at the magnificent Chicago skyline on a Daytime, Twilight, or Nighttime Tour.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Segway Tour At Sunset
$75.00
The dramatic skyline in golden sunset, nighttime water & the light festival is perfect for all the tourists. Book the Chicago Segway Tour At Sunset here!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
5-Day Chicago to Niagara Falls Tour with Detroit, Toronto and Cleveland
Visit Chicago, Toronto, Detroit, Cleveland and Niagara Falls in 5 days! Complimentary pick-up from chosen location (see meeting point) and drop-off.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Evening Helicopter Tour
$180.00
Chicago Evening Helicopter Tour. Glide through the night sky and look at the magical lights sparkle across the skyline with an evening Chicago helicopter tour....
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
9-Day Mid-South Mississippi Tour from Chicago To Houston
Join our 9-Day Mid-South Mississippi Tour from Chicago to visit New Orleans, Houston, San Antonio, Austin, and Memphis!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Route 66 Tour
Welcome to the exciting day tour of Chicago! Explore Route 66, Museum and experience airsoft shooting!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
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Cycling

Activity: Cycling

Activity: Cycling


Cycling activity is when you ride a bike and enjoy this healthy way of learning about new places. There are various tours, mostly through cities, and some through the country side. More cycling activities are being added regularly.

Chicago Day Bike Rental
$25.00
Did you know that Chicago was voted the #1 bike-friendly city in the U.S. by Bicycling Magazine? The best way to see Chicago is on...
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Segway Tour At Sunset
$75.00
The dramatic skyline in golden sunset, nighttime water & the light festival is perfect for all the tourists. Book the Chicago Segway Tour At Sunset here!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
201602181455833948 56c6435cc44a3 watermark 800 800
$43.00
Lincoln Park Bike Adventure Tour. On this 3-hour guided cycling tour of Chicago, you'll see the city like never before. Enjoy the city's beaches, parks,...
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec

Flying

Activity: Flying

Activity: Flying


Flying activity, mostly with a helicopter. Various packages for flying over cities, national parks, canyons and more. We are adding more flying options regularly.

Chicago Private Helicopter Tour
Share your time with someone special on a Chicago Private Helicopter Tour flight as you gaze out at the magnificent Chicago skyline on a Daytime, Twilight, or Nighttime Tour.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Evening Helicopter Tour
$180.00
Chicago Evening Helicopter Tour. Glide through the night sky and look at the magical lights sparkle across the skyline with an evening Chicago helicopter tour....
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Daytime Helicopter Tour
$850.00
Take in the views and capture the otherwise unobtainable photo ops of Chicago's soaring skyscrapers and lakefront with a scenic Chicago helicopter tour.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec

Foodie Tours

Activity: Foodie Tours

Activity: Foodie Tours


Foodie tours, learn about different cuisines and try delicious food around the globe! Indulge in flavors that you might have never experienced before.

Historic Chicago Bars Walking Tour
$41.00
Get some history lessons on the Historic Chicago Bars Walking Tour with your pub crawl! Our walking tour of Chicago will show you the most...
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Odyssey Lunch Cruise
$78.00
Welcome to Chicago Odyssey Lunch Cruise and have a nice lunch, a two-hour escape to the signature elegance and complete entertainment experience.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
3-Hour Spirit of Chicago Dinner Cruise
$109.00
Come to our 3-Hour Spirit of Chicago Dinner Cruise and enjoy a delicious dinner  in a magical setting enhanced by the sights of the town...
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Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
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  • Nov
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Hotel stay

Activity: Hotel stay

Activity: Hotel Stay


Includes hotel stay offers from our providers. These are hand picked hotels and accommodations to deliver best offers to our customers. More offers are being posted regularly.

Find out more about Hotel Offers.


The Langham Chicago
The Langham Chicago is just 2 blocks from the famous shopping, dining and entertainment on Michigan Avenue's Magnificent Mile. This luxury hotel overlooks the city in a skyscraper designed by renowned architect Mies van der Rohe, offering upscale amenities and stylish comfort in central Chicago.
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Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Viceroy Chicago
Just steps from the Magnificent Mile's famous shopping, dining and entertainment, Viceroy Chicago hotel is located in the Gold Coast neighborhood of Chicago and features...
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Available through out the year:
  • Jan
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  • Sep
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  • Dec
JW Marriott Chicago
Just 1.6 km from Millennium Park and the Museum of the Art Institute, JW Marriott Chicago in Chicago Loop features famous architectural designs, a luxury...
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Available through out the year:
  • Jan
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Trump International Hotel and Tower Chicago
Trump International Hotel and Tower Chicago is a landmark building of stainless steel and tinted glass standing 92-story above the Loop and North Michigan Avenue...
View Details
Available through out the year:
  • Jan
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Conrad Chicago
Conrad Chicago is conveniently located in Chicago's River North district, 2.4 km from CIBC Theatre, 2.3 km from Chicago's Art Institute and 1.8 km from Cloud Gate–The Bean. A restaurant, a 24-hour front desk and room service as well as free WiFi are among the facilities at this property. The property provides guests with an ATM, a business center and luggage storage.
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Available through out the year:
  • Jan
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  • Dec
600 27
Located in the neighborhood of Chicago's Gold Coast, Waldorf Astoria Chicago is a luxury hotel featuring an on-site spa & wellness center and a restaurant....
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Available through out the year:
  • Jan
  • Feb
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  • Sep
  • Oct
  • Nov
  • Dec
The Peninsula Chicago
The Peninsula Chicago is located on the Magnificent Mile, a 5-minute walk from the Museum of Contemporary Art. The hotel offers an Asian-inspired full-service spa,...
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
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600 22
Park Hyatt Chicago is a luxurious hotel is located on Chicago's Magnificent Mile, across the street from the historic Water Tower. There is a world-renowned...
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Available through out the year:
  • Jan
  • Feb
  • Mar
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Sightseeing

Activity: Sightseeing

Activity: Sightseeing

Sightseeing activity; visit interesting places around the world and enjoy famous landmarks, monuments, architecture and more! More activities are added here regularly.

Best Chicago Architecture Walking Tour Since Sliced Bread
$25.00
Join us for the Best Chicago Architecture Walking Tour Since Sliced Bread!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Segway Tour At Sunset
$75.00
The dramatic skyline in golden sunset, nighttime water & the light festival is perfect for all the tourists. Book the Chicago Segway Tour At Sunset here!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
5-Day Chicago to Niagara Falls Tour with Detroit, Toronto and Cleveland
Visit Chicago, Toronto, Detroit, Cleveland and Niagara Falls in 5 days! Complimentary pick-up from chosen location (see meeting point) and drop-off.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
9-Day Mid-South Mississippi Tour from Chicago To Houston
Join our 9-Day Mid-South Mississippi Tour from Chicago to visit New Orleans, Houston, San Antonio, Austin, and Memphis!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Route 66 Tour
Welcome to the exciting day tour of Chicago! Explore Route 66, Museum and experience airsoft shooting!
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
1-Day Chicago City Tour
$114.00
Enjoy the great sightseeing of Chicago in 1 Day! Looking for things to do in Chicago? We'll show you the best of Chicago in one day.
View Details
Available through out the year:
  • Jan
  • Feb
  • Mar
  • Apr
  • May
  • Jun
  • Jul
  • Aug
  • Sep
  • Oct
  • Nov
  • Dec
Chicago Loop Interior Architecture and Pedway Walking Tour
$28.00
Join us for a unique Chicago architecture tour! Our Loop Interior Chicago walking tour is a perfect introduction to the interior styles and history of Chicago.
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Available through out the year:
  • Jan
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Amazing Scavenger Hunt Adventure - Chicago
$10.00
Let's turn Chicago into a giant game board! This Amazing Scavenger Quest is an interactive smart phone adventure hunt that combines the fun of the Amazing Race.
View Details
Available through out the year:
  • Jan
  • Feb
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