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Skyline and Adventure: Discover Chicago in 4 Days!

4.8
183

Excellent 183 reviews

clock Duration : 

4D/3N

About

Get ready to feel the true meaning of adventure with this amazing 3 nights and 4 days Chicago vacation package. 

It is one of the most vibrant cities in the United States, based on the shores of Lake Michigan in Illinois, and famous so dramatically for architecturally outstanding allure and cultural landmarks. 

Then, head to spectacular buildings such as the Willis Tower a...

Itinerary

Day 1

Arrival in Chicago & Architectural River Cruise

  • New York to Chicago
  • Dinner
  • Airport to hotel
  • Stay Included

  • Take a flight from New York to O'Hare International Airport in Chicago. 
  • Private transfer to hotel "The Langham Chicago" for accommodation. 
  • Learn about the world's most famous buildings with an architectural river cruise. 
  • Dinner at the roof restaurant of the hotel, with a view over the town. 

Day 2

Visit Willis Tower Skydeck and Enjoy Kayaking on the Chicago River

  • Breakfast

  • After breakfast, get a thrilling experience at the Skydeck, located 1,451 feet high inside the Willis Tower, formerly the Sears Tower. 
  • Visit the Magnificent Mile known for Chicago's best shopping place. 
  • Take an afternoon kayak tour down the Chicago River. Row your boat under famous buildings: the Wrigley Building and Tribune Tower. 
  • Take your free time and go over to Navy Pier; take time to eat, shop, and enjoy live performances. 

Day 3

Visit Art Institute of Chicago & Millennium Park

  • Dinner
  • Breakfast

  • After you have had your breakfast, you can go off to the Art Institute of Chicago. 
  • Take a walk around Millennial Park to grab a shot of the celebrated "Cloud Gate" sculpture known as The Bean. 
  • Afternoon is free to wander in Grant Park and to visit nearby Shedd Aquarium. 
  • Enjoy a good, fine dinner cruise with the skyline of Lake Michigan, with the night sky as a background. 

Day 4

Explore Lincoln Park & Departure from Chicago

  • Chicago to New York
  • Breakfast
  • Hotel to Airport

  • Start your day by having your breakfast, and then head to Lincoln Park, where you may take an excellent walk through the zoo or visit the conservatory with its beautiful garden. 
  • You can spend some more of your free time doing some last-minute shopping or go to the Field Museum in Chicago to see the history and natural objects. 
  • Private transfer to O'Hare International Airport for your return flight back to New York. 

  • Transfer
  • Dinner as per Itinerary
  • Stay Included
  • Flight
  • Enjoy the stunning view from Willis Tower's Skydeck, one of the tallest buildings in the United States.
  • With tall buildings on either side of you, kayak down the Chicago River.
  • Visit the world-famous Art Institute of Chicago to feel and understand the richness of art in the city.
  • Board a scenic boat and learn a little more interesting history of the city and its skyline.
  • Enjoy dinner while cruising Lake Michigan.
  • Discover Chicago through some great landmarks and beautiful landscapes, such as Millennium Park.

Hotels

Day 1-2-3

Chicago

The Langham Chicago

  • Roundtrip airfare from and to New York
  • Private arrival and departure airport transfers 
  • Accommodation at "The Langham Chicago"- 03 nights
  • Architectural River Cruise 
  • Guided kayaking tour on the Chicago River
  • Entry fees are for the Willis Tower Skydeck, the Art Institute of Chicago, and other listed attractions
  • Breakfast: 03  
  • Dinner: 02 
  • Travel insurance

Hotel included in package:

Starting from:

$1950 $2340

per adult on twin sharing

Destination covered

Chicago

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Chicago Package for 3 nights and 4 days : Frequently asked questions

Indeed, there are enough activities that would be perfect either for a family or couples-from cultural tours to outdoor adventures.

It is usually best from April to October since the climate is perfectly suitable for further exploration and any other outdoor activities.

Yes, we offer customizable packages. You can add activities such as visiting more museums, taking a bike tour along the lakefront, or exploring extended cities. Contact TrekHops for more details.

We recommend packing comfortable walking shoes, layers for unpredictable weather, and a camera to capture Chicago's incredible skyline. If you're visiting in summer, remember to wear sunglasses and sunscreen.