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“Guide was knowledgeable about the city history and architecture. Very informative and fun for anyone of any age.”
★★★★★★★★★★
15,756 reviews1 hour to 1 hour 30 minutes (approx.)From $39.00by Shoreline Sightseeing
Check Availability →Read our full review →
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 Chicago river cruise was a fun activity. Elisa, the tour guide, did a good job informing and entertaining us on Chicago architectural history. There was also a climate controlled bar for those who feel cold in the middle of the cruise.”
★★★★★★★★★★
8,046 reviews1.5 hoursFrom $44by Wendella Tours & Cruises
Check Availability →Read our full review →
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“I’m really glad I took the tour. It’s a great way to spend 90 minutes if you want to learn more about Chicago during a short trip. The guide was fantastic, she knew so much about Chicago’s history, especially the river, the bridges, and the…”
★★★★★★★★★★
5,536 reviews1 hour 30 minutes (approx.)From $57.00by Chicago Architecture Foundation & Chicago's First Lady Cruises
Check Availability →Read our full review →
Experience Chicago's stunning architecture on a 75-minute river cruise with live narration, skip-the-line tickets, and beautiful city views.
★ 4.8“It was a lovely tour and all employees were professional and friendly. Really enjoyed the Chicago architecture tour!”
★★★★★★★★★★
4,325 reviews1 hour - 90 minutesFrom $39by Shoreline Sightseeing
Check Availability →Read our full review →
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“A very informative ride seeing Chicago lit up after dark was beautiful”
★★★★★★★★★★
2,304 reviews45 minFrom $28by Wendella Tours & Cruises
Check Availability →Read our full review →
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“Henry was our guide and made the tour really enjoyable”
★★★★★★★★★★
2,050 reviews1.5 hoursFrom $44by Wendella Tours & Cruises
Check Availability →Read our full review →
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“David was a great and knowledgeable tour guide! He gave just enough details of the skyline without being overwhelming or boring.”
★★★★★★★★★★
1,635 reviews1 hour 30 minutes (approx.)From $37.00by Tours and Boats
Check Availability →Read our full review →
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“Love the city history and architecture, the staff were professional and friendly. The cityscape was so beautiful.”
★★★★★★★★★★
1,520 reviews1 hour 30 minutes (approx.)From $45.00by Wendella Tours & Cruises
Check Availability →Read our full review →
Discover Chicago’s skyline from Lake Michigan with a 45-minute sightseeing cruise, offering stunning views, informative commentary, and flexible options.
★ 4.5“It’s a beautiful scenic option to see the skyline (I recommend the night time view) you’re able to see the beautiful lighting of the buildings.”
★★★★★★★★★★
897 reviews30 to 45 minutes (approx.)From $32.50by Shoreline Sightseeing
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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“how easy it was to see the city all lite up during the evening. our commentator Jacob was very informative and entertaining.”
★★★★★★★★★★
791 reviewsFrom $45by First Lady
Check Availability →Read our full review →
Experience Chicago from Lake Michigan on this 45-minute cruise featuring iconic skyline views, engaging commentary, and excellent value for $38.
★ 4.6“Loved the length of the trip and fantastic views of the skyline.”
★★★★★★★★★★
758 reviews30 minFrom $32by Shoreline Sightseeing
Check Availability →Read our full review →
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“I’m very happy and satisfied. Guide was speaking bit too fast which was hard too follow the whole speech.”
★★★★★★★★★★
739 reviews1.5 hoursFrom $45by Wendella Tours & Cruises
Check Availability →Read our full review →
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
Check Availability →Read our full review →
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“Absolutely phenomenal! Especially when the Captain did 360s on Lake Michigan before the fireworks! So much fun! The Fireworks show was amazing! 🎆🎇🎆”
★★★★★★★★★★
642 reviews30 - 75 minutesFrom $42by City Cruises
Check Availability →Read our full review →
More Lake Michigan & River Cruises