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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.

Most Popular Time to Travel

Know when to go.

Place
Conditions
Daily max temperatureMonthly rainfall
ChicagoPartly Cloudy
33°C / 92°F
60mm / 2.3"
Weather data is based on monthly averages.
-
Popularity rating

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Allan Birkett at Goway has been an absolute godsend! Over the past year, he has helped me plan numerous vacations—especially honeymoons—and has been an incredible partner every step of the way. He is always quick to respond, patient with my clients' frequent changes, and goes above and beyond to help whenever an issue comes up. His knowledge, professionalism, and dedication make my job as a travel advisor so much easier. I truly appreciate everything Allan does and highly recommend him to anyone looking for exceptional service. Thank you, Allan, for always being thereBrooke Echols
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Our 2-week trip to Normandy, Switzerland and Italy after we disembarked from the Queen Mary 2 in Southampton in mid-May was superb. Michael Keon did an amazing job of putting together highlights for us to see and visit with the short time we had. All the train reservations, private and small group tours and transportations were very well coordinated, on time, and usually exceeded our expectations. Drivers were courteous and knowledgeable. Mike did a wonderful job getting everything coordinated, in spite of our almost “last minute” booking. I booked a month-long trip through GOWAY back in 1989 for Australia, New Zealand and Fiji, and they were superb then. So I tried them again, and found the entire organization to be even better. Mike was quick to respond to any questions that came up regarding booksings and times, regardless of the 6-hour time difference. Just superb! Although we had a nasty experience in Milan, GOWAY was very responsive and saw to our requests and our needs. Again, Michael Keon is the person who coordinated our travel. I will ask for Mike when I travel again with GOWAY. I recommend GOWAY highly. PJ Wheeler
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A BIG THANK YOU to Goway Travel, Brooke Theron and all of the partners onsite. Our trip to Africa was incredible, memories that will last forever. Everything planned and more went perfectly. The guides, the excursions, the accommodations, everything, was just spectacular. Fortunately, everything ran on time, no delays, no problems. Thank you again!! Linda Irias
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I have been blessed to have an amazing rep, Farooq Qaisar! He has helped me find the best spots for my clients to experience and when I am looking for something and just can't figure it out, he is able to put together something better than I was thinking. He my go-to and I am thankful for all his help over the years!Sherri
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Goway helped plan our two week trip to Peru and they (Virginia in particular) did a great job. The on-site logistics with Condor Travel went very smoothly, and the trip exceeded our expectations overall. They proactively suggested changes to our initial itinerary which were welcomed. I would recommend them and would work with them again in the future.Kate O'Neill
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We entrusted Goway with every detail of our trip from start to finish and they came through for us superbly! Every single detail was smooth sailing. It was a joy to plan our travels with Goway!! We had an amazing trip of a lifetime! E&D
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I recently went on an African Safari with my brother-in-law and sister and another couple who I knew. The entire experience was absolutely unbelievable. The complete details were flawlessly coordinated from the transfers to the breathtaking lodges. Our guides Peter showed us Kenya and Maulid Tanzania were very knowledgeable and very sharp eyes for finding the animals. We were able to see the animals up close, learn a lot about the people, birds , vegetation etc. We had several sundowners in the bush really added to a magical experience with beautiful sunsets. I would highly recommend Goway to all my friends, they will not be disappointed. Thank you to Bijal for the excellent African Safari that you put together for us. You were wonderful.Nancy Hay
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We enjoyed our trip very much. I was very pleased by the hotel, tours, and itinerary selections that Alice Teramoto made for us. It was all well organized and easy to follow. Thank you very much for helping us have a great experience in Peru.IN
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Everything was planned perfectly. The excursions were so small and personal. Claire
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Goway planned a custom 2 week safari trip for my wife and I which was beyond perfect. Extremely satisfied with the entire process from planning, booking and follow up. Special thanks to my Travel Specialists, Brooke Theron and Angela DonnellyNeil R
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