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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)

What do the experts say?

Aylin Esin

Aylin Esin

Team Lead
Learn More About This Expert
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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I can't tell you enough how much I love to work with Callie. She is a life saver and I love how attentive she is. Every time I give her an itinerary for a client- she really knocks it out of the park with the proposal. If there are any issues- she is on it right away. Her work ethic is outstanding.Michelle Labarca
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I had the pleasure of working with Amelia on a booking for a family of 4 to Tokyo, Kyoto and Osaka. She executed everything perfectly, was attentive to needs and the family was over the top happy with their vacation. She was quick to answer questions and provide helpful feedback. Highly recommended!Jessie Williams
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We were trying to navigate Swiss Travel Center to book a 10 day train trip through Switzerland. It was exactly what we wanted but navigating their site was extremely difficult for us. Goway Travel picked up on our plight and put us in contact with Jacqueline Fagooli, one of their agents. From there on everything was so smooth. Their efficiency, communication, and thoroughness were beyond our expectations. The trip was fabulous and kudos to Jacqueline and Goway for their help in making it so.Carolyn McCormack
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The destination specialist I've worked with (Kim Rawlings) has provided exceptional service. She is very knowledgeable of her region and everything they have to offer. She is very prompt in her communication and follow-up. She listens and is very attentive to my client's needs and wants. Kim's personality makes one feel like they've known each other for years. If GoWay had a customer service model, Kim is it.T. Jackson, Tribe Trek Travel
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We had a wonderful and amazing two weeks in North-West Scotland. Shoutout to Jacqueline at Goway Toronto and the driver/guides with Rabbie's minibus tours (Stefan and Willie). Well-chosen hotels and no worries with dietary requirements; every detail was taken care of. Thank you! Ben Daube
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Katie was professional, extremely responsive, and very welcoming to work with! We appreciate the recommendations, thoughtful edits, and the expertise. Would definitely recommend Goway travel and working with their team.Parking.com Customer
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Such thoughtful and sincere communication with my advisor Katie! Even though the trip didn’t come into fruition as expected, she still remained committed to adjusting around our itinerary every step of the way. I’m very thankful for the opportunity she gave us as well as just general ideas for the trip.Jenna
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Working with Isabella on a families trip to Ireland! The itinerary was 2 weeks, self drive with many excursions and a family wedding in the middle of it all! She was amazing from start to finish! She answered every question my clients had! She gave the best recommendations! So many details and planning went into this amazing trip! If i could give 10 stars I would! She would call me to make sure everything looked great! Thank you Isabella at Goway! You are the BEST and made this so easy for everyone! ⭐️ ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ Christine Amling
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I just returned from escorting 34 people to China with four stops. We had hotels, local guides and extensive daily sightseeing. We had flights and we had high speed rail. There were numerous components that could have gone wrong but did not. I would like to highly recommend local guide Yoyo in Shanghai as well as Kevin in Xian. Two of the best guides I have ever had anywhere in the world. Suzette Castro and her team at the Goway Group Department did an excellent job helping me put this together. I was demanding, they were totally cooperative. It went well. I will be back. Amy Fink, CTC at Blue Ribbon Travel ArrangementsAmy in San Bruno, CA
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Had an extremely great holiday in China and hongkong & Thailand! Quite a few $$$(More than what we had planned, but if you want top luxury and experience - never haggle) Ameet our destination specialist was prompt and professional. He gave us the right suggestions and planned our trip meticulously and without interruptions. Goway 24 x7 customer service is incredible and I would definitely book my next trip with Goway! Angela Warren
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