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Cityscape from Chicago River Waterfront at Dusk. Small boats and tourist ferries cruising towards the Michigan Lake

Chicago Vacation Packages and Tours

Chicago, United States

Overview

Take a trip to Chicago on your United States Vacation

Chicago is located in northeastern Illinois on the southwestern shores of freshwater Lake Michigan. The fourth-largest city in the United States, Chicago is one of the country’s most architecturally striking and culturally dynamic urban centres. The city is home to incredible museums and world-famous art galleries, delightful eateries, green parks, a stunning waterfront, and some of the world’s tallest buildings. Activities and attractions include the Magnificent Mile shopping district, Millennium Park, a Chicago River architecture boat tour, the impressive Art Institute of Chicago, and the John Hancock Tower 360-degree observation deck on the dizzying 94th floor.

Music fans flock to the city’s renowned jazz and blues scene. Sports fans come for the major sports venues, including Wrigley Field Major League Baseball stadium. The diverse music scene delivers an electrifying variety of genres, including blues, soul, and jazz, and the lively city boasts a thriving theatre, concert tour, and world-renowned performing arts scene.

Chicago is also surprisingly green, offering strolls along the Chicago Riverwalk, through the beautiful lakefront parks along Michigan Avenue, or around Museum Campus, a 57-acre park encompassing five of the city's most notable attractions, including the Adler Planetarium, Shedd Aquarium, and the Field Museum of Natural History. An expert tour guide can help navigate the city’s whirlwind of attractions and is often a local who has plenty of tales about Chicago life together with an in-depth knowledge of its character.

Dining options in the bustling city’s thousands of restaurants include everything from Chicago-style hot dogs to deep-dish pizza to Maxwell Street Polish sausages to fine dining at one of 22 Michelin-starred restaurants.

At a Glance

Languages

English

Currency

United States Dollar (USD)

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Custom Groups of 10+

Downtown Chicago Skyline
+1

Chicago: Architecture, Lakefront & Culture

Illinois, Chicago, and Cloud Gate
Discover the essence of Chicago on this VIP experience, featuring guided tours, exclusive dining, and stunning city views, from the 360 Chicago Observatory to the River Cruise.
5 days
From US$1,999/p.p.
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Aylin Esin

Aylin Esin

Team Lead
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One hidden gem is the Great Sand Dunes National Park, Colorado. Sand dunes against the backdrop of the Rockies, with sand sledding, hiking, and amazing night skies.

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My wife and I have just returned from our 5th trip with Goway. Once again everything ran smoothly from first day to last. This trip was the 9 day all Ireland tour which covered both north & south Ireland. The tour was operated by Rabbies tours whom we used in Scotland and the 16 passenger van only had 6 passengers including us.Other than a couple of days the weather was prety good although the wind did get a bit wild. The pub food was delicious & i got a taste for real Guiness. We spent a few extra days in Dublin and found it very expensive, the excange rate didn't help. Our travel consultant Jaqueline personalised the trip and was very helpful. George Croome
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I had a fantastic experience working with Lisa D. on the Goway team. She was helpful, attentive and made sure we were comfortable with our bookings and itinerary before departure, and also checked in with us following our trip. Would definitely book with Goway again!Mandi S.
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1186952 trip reference - Croatia and Montenegro. Dear Goway Travel Team! I wanted to reach out and share some well-deserved praise for Jacqueline, who has assisted me closely with several of my travels. She recently curated a trip for me to Croatia, the beautiful islands, and Montenegro, and it was an absolute home run. Jacqueline has an incredible ability to listen to her clients' needs and translate them perfectly into a flawless itinerary. Her articulation, guideline execution, and professionalism are unmatched. What sets her apart is her forward-thinking approach—she always knows the exact hotspots and trends, ensuring the pace of the trip matches my speed perfectly. Everything transitioned seamlessly thanks to her attention to detail and care. She is a massive asset to your organization, and her consideration makes every vacation stress-free. I will absolutely continue to use her for all my future travels. Kindest regards, Vince Sacco Vince Sacco
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