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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
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
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
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
$250+/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. AS

    Alexa

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

    Had an amazing day on the water during the Air and Boat Show with Captain Bob as our guide. He's helpful in giving instructions to the dock, helps set up music and ensures a comfortable and safe experience. Due to his background in the CFD, he knew exactly where to anchor the boat so we could see great views of the air show. It was a worthwhile and memorable experience to share with friends and family!

  4. TT

    Tyler

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

    I can’t understate how incredible Captain Bob is at what he does. He’s not only Incredibly knowledgeable but strives to make memorable moments during his trips. We booked a 2 hour boat ride, 1 hour speed boat and another hour sunset tour. Captain Bob set us up for multiple mini photo shoots with the perfect backdrops and took the pictures himself. An incredible value for the cost. He made my birthday extremely special. Thank you Captain Bob!!

  5. CG

    Clare

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

    Captain Bob is the GOAT! We love him! He was so accommodating and so much fun. He took us out on the lake and gave us a sight seeing tour. My guests from out of town had so much fun being on lake. He took us to see the Chicago lighthouse, Navy Pier, Planetarium, and Play Pen. Would definitely recommend!!

  6. 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.