Best of Chicago + Helicopter Tour
Highlights
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See the tallest building in the Western Hemisphere - Skydeck Chicago (formerly Sears Tower)
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View the Chicago skyline from the best viewpoint Adler Planetarium Pier
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Enjoy a Shoreline Architecture Cruise
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Visit two iconic Chicago landmarks the Buckingham Fountain and Chicago Bean
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Take an incredible ride in a helicopter
Summary
Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan.
Tour info
Duration
5 hours
Group Size
7
Pricing (From)
Adult:
(13-64 years)
$459.00
Child:
(5-12 years)
$379.00
Infant:
(0-4 years)
$159.00
Commentary
Meeting Point
Dropoff location
Why take this tour?
Explore the Windy City with See Sight Tours, Chicago’s best small group tours (max. 7 guests).
Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan. Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations.
The tour includes complimentary pick-up and drop-off, all attraction admission fees, and skip the ticket line entry - helping you avoid long wait lines and wait times and freeing up more valuable time to enjoy your vacation.
Begin your 4 hour small-group tour of Chicago with complimentary downtown Chicago hotel pick up in the comfort and style of one of our Small Group van where you will be escorted to your very first stop - Willis Tower.
No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere - Skydeck Chicago (formerly Sears Tower). You will take the elevator all the way up to the 103rd floor where you will enjoy a spectacular 360-degree view spanning 50 miles and 4 states. Witness the most spectacular view 1,353 feet in the air on The Ledge - special glass balconies extending 4.3 feet outside the building that provide a thrilling, once-in-a-lifetime experience.
Next, once your feet are back on solid ground your guide will take you to the Adler Planetarium Pier, a must-stop while in the Windy City. As the mecca for American architects, Chicago’s skyline is one of the greatest and this viewpoint is the best place to marvel at the skyline Lake Michigan.
Your guide will then take you to see the beauty of Chicago's architecture by seeing world-famous skyscrapers from the Chicago River. Aboard the Shoreline Architecture Cruise you will enjoy a narrated boat tour where you will see the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.
You will then get to visit two iconic Chicago landmarks - the Buckingham Fountain, one of the largest fountains in the world and the Chicago Bean (Cloud Gate) - British artist Anish Kapoor's first public outdoor work installed in the United States. Both are great locations to take awesome pictures.
To top off your tour you will take an incredible helicopter ride. You will absolutely love this once-in-a lifetime experience of seeing Chicago from a breathtaking aerial view.
At the end of your tour your guide will take you back to your downtown Chicago hotel.
What’s included?
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Small group (max 7 people) -
Pick up and drop off from a downtown hotel -
Skydeck Chicago (admission included) -
Adler Planetarium Pier to observe Chicago Skyline -
Shoreline Architecture Cruise (admission included) -
Helicopter ride over Chicago (admission included) -
Gratuities (optional)
Things to know
Before you book
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Small group (max 7 people)
Before you go
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Tour will operate rain or shine. We recommend dressing for the weather and comfortable footwear. You may also wish to bring water
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Pick up time will be confirmed 1-3 days prior to the tour date via email or phone. If you do not have access to these, please be ready 30 minutes prior to tour start time in the hotel lobby.
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The exact length of time for tour may vary slightly based on traffic, seasonality (e.g. during off-peak times, tours tend to be a little shorter due to less traffic).
Cancellation Policy
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Full refunds will be offered for cancellations made at least 24 hours prior to departure time. For cancellations made with less than 24 hours to departure time, a $50 cancellation fee per guest will apply.
About operator:
Tripshepherd specializes in offering intimate small-group tours across popular destinations in North America. Our commitment to small-group dynamics ensures a more personal connection, greater flexibility, and an escape from the hassle of crowded buses and the need for microphones. At the heart of our tours are local experiences; we proudly hire local guides to support community growth, create jobs, and provide our guests with an authentic glimpse into each destination. Our friendly guides are dedicated to connecting personally with each guest, ensuring a caring and memorable experience. With Tripshepherd, every journey is not just a tour, but a unique story woven into the fabric of local life, guaranteeing an authentic, personal, and local adventure.
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