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All listings in Chicago

Chicago, Illinois Fishing Charters - 2025

Page 1 of 18 listings

Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
Events in Chicago · 5 guests

Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

5.0
Superowner
$200/hour
SeaRay 320 Sundancer Yacht -  31st Street Harbor Beach Playpen Chicago
Events in Chicago · 12 guests

SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

5.0
$250/hour
Beautiful 31ft Sports Craft Boat With All The Amenities Down Below
Fishing in Chicago · 6 guests

Beautiful 31ft Sports Craft Boat With All The Amenities Down Below

New
Superowner
$200/hour
Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience
Events in Chicago · 12 guests

Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

5.0
$350/hour
20' Lund Bass Boat for 3 in Chicago, Illinois
Fishing in Chicago · 3 guests

20' Lund Bass Boat for 3 in Chicago, Illinois

5.0
$67/hour
42ft Sea Ray in Chicago, Burnham Harbor (Up to 12 guests)
Events in Chicago · 12 guests

42ft Sea Ray in Chicago, Burnham Harbor (Up to 12 guests)

New
$300/hour
Have a Chicago Lakefront Summer Adventure!
Powerboats in Chicago · 6 guests

Have a Chicago Lakefront Summer Adventure!

New
$250/hour
Charter Fishing or Pleasure Boat Lake Michigan, Captain Included
Fishing in Chicago · 6 guests

Charter Fishing or Pleasure Boat Lake Michigan, Captain Included

New
$275+/hour

Fishing Charter Reviews in Chicago

  1. Sharon

    Sharon

    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    Captain Bob was friendly, professional, and made sure my husband and I had the best time. We enjoyed seeing the spectacular Chicago Skyline and Navy Pier Fireworks from a prime spot on the lake. Captain Bob’s experience also made us feel at ease, especially being on the lake at night. Highly recommend Captain Bob!

  2. DH

    Danielle

    SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

    From start to finish, I had a 5 star experience. Kat made booking easy, was extremely accommodating, and responsive! The vessel was clean, and just as photoed. Captain Derek was personable, professional and a good time. If you find yourself in Chicago, book with “Owner”, they rock!

  3. KK

    Katherine

    SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

    Every box checked from fun to safety. Great communication from booking to docking back on the deck. So excited to be able to keep you in mind for all boat adventures. Great super clean boat (even the bathroom), expert and experienced captain, the best sound system, and plenty of space for twelve of us to not be on top of each other.

  4. KF

    Khari

    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

    We had an amazing time out on the water thanks to boat owner Breanna and Captain Mike! From the moment we arrived, everything was handled professionally and with such a warm, welcoming attitude. Breanna made the booking process smooth and stress-free, and Captain Mike was outstanding—friendly, knowledgeable, and clearly experienced. What stood out the most was how safe we felt the entire time. Captain Mike explained all the safety protocols before we left the dock, and throughout the trip, he stayed attentive and in control. It allowed us to fully relax and enjoy the experience, knowing we were in great hands. The boat was clean, comfortable, and well-equipped. Whether you’re looking to cruise, swim, or just soak up the sun, this is the trip to book. We highly recommend Breanna and Captain Mike to anyone looking for a safe and unforgettable boating experience. We’ll definitely be back!

  5. Husein

    Husein

    20' Lund Bass Boat for 3 in Chicago, Illinois

    I honestly didn’t expect to walk away from this trip with a whole new hobby, but here I am—hooked for life. Guy has this way of making the entire experience feel effortless and exciting, whether you’re a total beginner or someone who’s been at it for years. From teaching the basics with real patience to creating an atmosphere that’s both laid-back and full of energy, he made it easy to fall in love with fishing. The way he explained the gear, read the water, and shared his stories made every moment out there on the water feel like something special. You can tell he truly loves what he does, and that kind of passion is contagious. I went in thinking this was just a one-time adventure, but now I’m already planning my next trip—and buying my own gear. Can’t thank Guy enough for turning what was supposed to be a relaxing weekend into the start of a lifelong obsession. If you’ve ever been on the fence about trying fishing, let Guy be the reason you dive in—you won’t regret it.

  6. MH

    Mary Bev

    20' Lund Bass Boat for 3 in Chicago, Illinois

    Thanks for a great day on the water, Capt. Guy! We had a phenomenal morning, and we hope to fish with you again soon! Great variety of salmon & steelhead. 10/10 recommend