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
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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.
Most Popular Time to Travel
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Place
Conditions
Daily max temperatureMonthly rainfall
ChicagoOccasional Showers
26°C / 79°F
53mm / 2.1"
Weather data is based on monthly averages.Popularity rating
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ExcellentBased on 5,164 ReviewsOur first trip with Goway was a total joy. Shalini worked with me to plan a trip for 5 adults to Portugal. She is a gem! Always responded quickly and offered great suggestions for activities, worked with our preferences and created an ideal itinerary for a week in Porto and Lisbon. The tours were excellent with engaging local guides. The food tour in Lisbon was a highlight. Everything was top notch - flight schedule, hotels, activities, even the weather! PatriciaIt is with the utmost pleasure and heartfelt appreciation that I share my exceptional experience working with Taha Colombowala, Goway's distinguished Groups Specialist. Our journey together began in October 2023, when Taha took the helm in orchestrating what was to be a remarkable group trip to Ghana. When unforeseen circumstances necessitated a change in plans, Taha demonstrated his extraordinary expertise by recommending Morocco as an alternative destination — a suggestion that proved to be nothing short of absolutely brilliant!
From the very first interaction to the final farewell, Taha has been a consummate professional in every sense of the word. His lightning-fast response times, encyclopedic knowledge of destinations, and remarkable ability to pivot seamlessly under pressure are truly second to none. What sets Taha apart, however, is not only his professional acumen but also his warm, patient, and genuinely enthusiastic attitude
toward accommodating the unique needs and personalities of every member of our group.
Taha Colombowala is, without question, a shining star within the Goway family, and an extraordinary ambassador for everything the brand represents. I cannot recommend him highly enough — he has exceeded every expectation and then some. Working with Taha has been an absolute privilege, and I look forward to many more incredible adventures ahead!DESIREE DUCKETTWe recently completed a custom Vietnam tour organized by Goway, and it was everything we asked for and more. We would definitely choose Goway again. The true highlights of our trip, however, were our two guides: Vu Dang and Thien. They truly made our experience unforgettable. Both were incredibly knowledgeable, thoughtful, and kind. Their pride in their Vietnamese heritage shone through in every conversation, making our learning experience both deep and engaging. We learned so much in such a short time, and it was always fascinating. I would highly recommend these two guides to anyone visiting Vietnam!Laura DerbyshireEverything was expertly planned, from the drivers to the hotels to the tours to the flights. We particularly enjoyed Hobart and the animal sanctuary, Adelaide and the trip to Kangaroo Island, Melbourne and the evening tour with dinner and drinks, and Sydney with the private boat cruise of the Harbour. We will definitely use Goway again.SARA WiebeThere were 4 travelers on this trip. All of us were in our late 70's. We started planning this trip 6 months prior to our travel date and had a lot of questions regarding this trip. Our Goway Travel Specialist, Karen Larrota, always answered our questions in a timely and complete manner. We traveled to Quito, Ecuador, the Galapagos, The Sacred Valley in Peru, Machu Picchu, and Cusco in Peru. Not only were the destinations and accommodations excellent, but every tour guide and driver were beyond excellent. The entire trip went smoothly every step of the way, which was amazing given the fact that there were numerous flights and hotels included in our package. We found out that the tour company that Goway used, Condor Travel, checked on us with our guide to make sure we were doing OK which we thought was very nice but also amusing as we are fairly fit older adults. Would also like to mention that we did a cruise thru the Galapagos on the Galapagos Legend which was arranged thru Go Galapagos - Kleintouurs. This portion of our tour was also excellent as were the wildlife guides and staff. We continue to discuss how wonderful this trip was with our family and friends and how wonderful this experience was. Would definately use Goway for our travel needs in the future.DianneAfter spending some time with our agent, we felt that she understood exactly what we had in mind as far as the level of service, etc, we were hoping for. The trip exceeded our expectations. Lori kept us busy(not too busy!) and we had many, many very exciting experiences. Bruce BelshawAylin is an exceptionally proficient advisor. Coordinating my clients simultaneously often feels like herding cats, but she has remained patient and accommodating through every modification and delay. Goway continues to be my go-to for complex itineraries, and they never disappoint.Nick Cron, ACCMahalo Goway Travel for helping in planning our group Japan's trip. Lawrence was very helpful & patient with all the changes & additions we did. Also, mahalo to Natasa who helped planned my Australia trip past November. The planning from transportation to tours to hotels worked very smoothly. I'll continue to use Goway travel for all my International trips. I'll also will recommend to my friends & family to use Goway...MahaloTanya LaguatanMaria Spitman was wonderful to work with. She was very helpful in designing our trip to Japan and equally wonderful when we had to cancel it. I loved the service she gave us.Sandy WarrenMy daughter and I had a wonderful 2 weeks in New Zealand! The country is so beautiful and the people so friendly. Our destination specialist did a great job with planning and organizing the itinerary, choosing our hotels, and organizing transportation. The hotels were absolutely beautiful and we had great views. We felt right at home and found all of the staff to be friendly and accommodating. There were no issues with our itinerary and our excursions we were always on the list. Our transportation was always ready and waiting for us.
We want to thank Goway Travel for their hard work and patience with us in planning this trip. Any changes that needed to be made were communicated timely. We also want to thank you for the beautiful weather during the entire 2 weeks it was perfect every day 😀.
It was a memorable trip that we will never forget and we will think of Goway when we plan our next adventure. Because it was not just a vacation; it was an adventure!Connie Wenhardt
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