Discover Chicago’s stunning skyline and iconic architecture on this 1 hour 15-minute river cruise, led by knowledgeable guides. Perfect for first-timers and architecture lovers.
Most Popular★ 5.0“Wonderful excursion with a highly knowledgeable guide. Jim was a terrific guide with real passion for Chicago. His tour alone would make you want to come back.”
★★★★★★★★★★
15,756 reviews1 hour to 1 hour 30 minutes (approx.)From $39.00by Shoreline Sightseeing
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Discover Chicago's iconic architecture from the river on a 1.5-hour guided cruise. Enjoy expert guides, stunning views, and local food options.
★ 4.8“The activity was very interesting. I got to know a lot about the history of Chicago as well.”
★★★★★★★★★★
8,046 reviews1.5 hoursFrom $44by Wendella Tours & Cruises
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Experience Chicago’s stunning architecture from the river with a 1.5-hour guided cruise aboard First Lady, offering expert insights and iconic city views.
★ 5.0“We loved everything about this tour. The guide was so knowledgeable and entertaining, the views from the water were amazing, and we learned so much. Highly recommend!”
★★★★★★★★★★
5,536 reviews1 hour 30 minutes (approx.)From $57.00by Chicago Architecture Foundation & Chicago's First Lady Cruises
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Experience Chicago's stunning architecture on a 75-minute river cruise with live narration, skip-the-line tickets, and beautiful city views.
★ 4.8“Cruise was beautiful and interesting, Juan was a fantastic guide”
★★★★★★★★★★
4,325 reviews1 hour - 90 minutesFrom $39by Shoreline Sightseeing
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Discover Chicago's stunning architecture on a 45-minute family-friendly river cruise with expert guides, scenic views, and the option to purchase drinks and snacks onboard.
★ 4.7“One of my favorite parts of our Chicago visit. The cruise was well narrated and informational.”
★★★★★★★★★★
2,304 reviews45 minFrom $28by Wendella Tours & Cruises
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Discover Chicago’s stunning skyline and architecture from the water on this 1.5-hour cruise along the river and Lake Michigan, guided by local experts.
★ 4.7“Our guide was great. Good fun and very informative! Well worth the cost, even with a little rain!”
★★★★★★★★★★
2,050 reviews1.5 hoursFrom $44by Wendella Tours & Cruises
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Explore Chicago’s iconic skyline on a 90-minute architecture river cruise. Enjoy expert guides, stunning views, and insider stories for an authentic experience.
★ 5.0“We literally did this tour on this first snow of the season BUT IT WAS WELL WORTH IT. The 90 minute 3:00 pm tour turned out be the sunset tour due to it being november so we got amazing pictures! Heath was entertaining and informative!”
★★★★★★★★★★
1,635 reviews1 hour 30 minutes (approx.)From $37.00by Tours and Boats
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Experience Chicago’s stunning skyline at sunset on a 90-minute boat cruise, with scenic views, expert guides, and onboard snacks. Perfect for a memorable evening.
★ 4.5“This was an amazing experience, even with it being cold! I booked this for my sister's birthday, and this was our first time visiting Chicago as well!”
★★★★★★★★★★
1,520 reviews1 hour 30 minutes (approx.)From $45.00by Wendella Tours & Cruises
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Discover Chicago’s skyline from Lake Michigan with a 45-minute sightseeing cruise, offering stunning views, informative commentary, and flexible options.
★ 4.5“It was a great experience, scenic, informative experience in a short period of time. It’s easy to book an experience on the go. Booked a cruise, went right to the pier and boarded the boat.”
★★★★★★★★★★
897 reviews30 to 45 minutes (approx.)From $32.50by Shoreline Sightseeing
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Discover Chicago’s stunning architecture on a 1.5-hour river cruise with expert guides, scenic views, and fascinating stories that bring the city’s skyline to life.
★ 4.5“Great experience! Valerie did a great job sharing the history of Chicago. She brought the architecture to kife and was able to offer a picture into the life of these very influential people that make the Chicago skyline the tapestry it is for millions of…”
★★★★★★★★★★
804 reviews1 hour 30 minutes (approx.)From $50.00by Chicago Line Cruises
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Discover Chicago’s stunning night skyline, historic landmarks, and Lake Michigan on this 1.5-hour river and lake cruise with lively guides and breathtaking views.
★ 4.6“My Guide was very knowledgeable about Chicago History. What he was saying didn't sound Like he was reading a Script. I was surprised We Had a lot in common!? The Experience is something I WILL Definitely recommend to my Family, Friends, and anyone else who…”
★★★★★★★★★★
791 reviewsFrom $45by First Lady
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Experience Chicago from Lake Michigan on this 45-minute cruise featuring iconic skyline views, engaging commentary, and excellent value for $38.
★ 4.6“We had so much fun; was a bit chilly and was very windy--hair blowng all over! That added to the adventure and the fun we took some great pictures. We signed up for and paid for a 40-minute trip but then later saw on the…”
★★★★★★★★★★
758 reviews30 minFrom $32by Shoreline Sightseeing
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Experience a 1.5-hour scenic sunset cruise on Lake Michigan with stunning skyline views, a cash bar, and knowledgeable guides—perfect for romantic evenings or scenic escapes.
★ 4.7“It rained but the tour guides and captain and whole staff made it an enjoyable and memorable experience”
★★★★★★★★★★
739 reviews1.5 hoursFrom $45by Wendella Tours & Cruises
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Discover Chicago's highlights with a small-group city tour, featuring iconic landmarks and an optional architecture river cruise for a comprehensive experience.
★ 5.0“It was fabulous. The tour guides were amazing and fun carefree way to learn about the city. Will do it again”
★★★★★★★★★★
705 reviews2 to 4 hours (approx.)From $49.95by See it ALL Chicago Tours
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Experience Chicago’s skyline from Lake Michigan on a 30-minute speedboat ride. Enjoy expert guides, stunning views, and optional thrills for an exciting, authentic adventure.
★ 4.4“Such a fun activity. Took my 10 year old daughter that is a thrill seeker like me and she loved every second of it.”
★★★★★★★★★★
642 reviews30 - 75 minutesFrom $42by City Cruises
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