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“The tour guide was great! Loved his insight, knowledge, and personality. It wasn’t always easy to hear him as other passengers We’re on their phones or talking to each other loudly.”
★★★★★★★★★★
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“John was an absolutely fantastic guide. Incredibly informative and so much fun. We traveled from Ireland and he was one of the highlights of á fantastic weekend in á city thst he is clearly and rightly proud of. Well done done John”
★★★★★★★★★★
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“Evening was the perfect time to view the architecture along the river and Amy was a great tour guide.”
★★★★★★★★★★
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“The tour guide!! He was fabulous. Informative, funny and knowledgeable.”
★★★★★★★★★★
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“We LOVED our guide Lucas, he was hilarious and very informative. 10/10 recommend!!”
★★★★★★★★★★
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“I've lived in Chicago my whole life and I finally got to see my gorgeous city from the river! Our tour guide was extremely knowledgeable and made the experience so much fun! Make sure to bring a jacket just in case it's windy or cold…”
★★★★★★★★★★
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“A little confusing finding the location but overall it was an extremely fun excursion. And the view of Chicago at night was mesmerizing. We had a wonderful time”
★★★★★★★★★★
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“Tour was beautiful & staff were friendly. It was relaxing and informative. I will definitely do this again.”
★★★★★★★★★★
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“Our tour guide, Jim, was amazing & so knowledgeable about the history & architecture throughout Chicago.”
★★★★★★★★★★
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“Jake the tour guide was amazing and funny! Highly recommended”
★★★★★★★★★★
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“Perfect time of the night to get the most amazing skyline pictures. We had a couple of beers and enjoyed it very much”
★★★★★★★★★★
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 was a beautiful sunset against the Chicago skyline”
★★★★★★★★★★
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“Very informative and an excellent guide on our walk. So much to learn and absorb about your city..thanks Jennifer”
★★★★★★★★★★
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“Captain Scrappy ran a tight ship. My daughter is in a wheelchair. They took special care getting her on and off the boat. Jake the guide was informative and funny. The Lake Michigan ride was so much fun.”
★★★★★★★★★★
642 reviews30 - 75 minutesFrom $42by City Cruises
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