Sightseeing Cruises

Chicago Haunted River "Creepy Cruise" by First Lady

Duration

1 hr 30 mins

Guided tour

Meals included

Indulge in a sumptuous meal as a part of your experience

4.2/5(14)

Hannah K

Couple
Verified booking
5 days ago
Great experience overall. Cool stories I'm glad they have this for spooky season!! Unfortunately left with a bitter taste in my mouth. Long story short when they tell you at the end if you have any spooky stories or feedback, comments or complaints... & your tour guide was Doug.. he doesn't care. I stopped to talk to him he aknowlaged me a bit I said what I needed to say and he couldn't care less. Didn't even listen. So much so I said "he doesn't care" out loud and still nothing was said. Put a little damper on the mood. Don't create the opportunity if you don't mean it. Loved the experience over all but definitely left with a sour taste in my mouth.

Randell M

Couple
Verified booking
Sep 2026
My wife and I did this cruise for our anniversary. It was romantic to see the city lit up from the river. To top it off we got alot of really cool spooky history that brought the whole experience together. The tour guide was knowledgeable and friendly. Ended the night by seeing the fireworks going off at navy piere. Sound system was clear. We 100 percent woukd do this again just for the breathtaking sites of the city at night.

Elizabeth G

Couple
Verified booking
Sep 2026
It was fun learning a different type of history about the city. The guide was also very knowledgeable about things outside of the tour - I'm from California, so he gave good advice on things to do in the city.

Elicia N

Solo
Verified booking
Jul 2026
Andy was amazing! Went on the creepy nighttime boat tour focused on Chicago crimes. His stories and personality are perfect and loved the cheesy bits he added in! Would highly recommend this tour to others! Still talking about his stories the next day. Also appreciated him addressing the people loudly talking and laughing right in front of him while he was story telling.

Timothy P

Family
Verified booking
Jun 2026
This was a great cruise, very informative! Our tour guide/MC, Doug, was incredible at his craft. His storytelling of local lore and historical trauma, coupled with the ambience of the city at night, created a truly entertaining and spooky evening! Will definitely attend one of his other tours!

Jill A

Couple
Verified booking
Jun 2026
Great stories!! It would be nice if he talked louder. There were other noises going on outside the boat, other boats blasting their music, going under the train tracks, and the driver blaring his horn. So at times we missed part of the story.
    • Experience a 90-minute nighttime cruise along the Chicago River, where a lively guide shares chilling stories of haunted history, mobsters, eerie sightings, and hidden secrets tied to the city’s past.

    • Depart from 111 E. Wacker Dr. along the Chicago Riverwalk and enjoy a guided tour featuring the city skyline at night, historic bridges, and landmarks connected to ghost stories and infamous figures.

    • Relax with general admission seating and access to both open-air upper decks and enclosed lower salons, with onboard restrooms, stroller storage, and assistance options for limited mobility guests.

    • Purchase snacks, beer, and wine onboard while enjoying an immersive storytelling experience that brings Chicago’s darker riverfront history and legends to life.

    • Upgrade to skip-the-line boarding for faster access and enhanced seating or commentary options, with cruises operating rain or shine for a flexible evening experience.

    • Night cruise featuring haunted landmarks on the Chicago River

    • 90-minute guided cruise

    • Local guide onboard

    • Live commentary

    • Access to the open-air upper deck and enclosed lower deck

    • Restrooms onboard

    • Beer & wine bar and snack bar (available for purchase onboard)

    • Free stroller storage

    • Wheelchair accessible restrooms on select vessels

    • Children under 4 ride free

    • Priority boarding with skip-the-line access (as per option selected)

    • General boarding (as per option selected)

    • Food and beverages (available for purchase onboard)

    • Gratuities

    • Parking

  • TOTAL DURATION1 hour 30 minutes
    FREQUENCYFrom March to November
    MODE OF TRANSFERBoat

    1 Boarding point

    Chicago Riverwalk, near Michigan Avenue

    Get direction

    Sights covered

    Goose Island

    Historic Montgomery Ward Complex

    Erie on the Park

    Bally's Chicago Casino Site

    Merchandise Mart

    Riverbank Lofts

    Wolf Point

    100 North Riverside Plaza

    Chicago Mercantile Exchange

    Chicago Mercantile Exchange

    Willis Tower

    Willis Tower

    Civic Opera House

    Civic Opera House

    333 West Wacker

    333 West Wacker

    Marina City

    Marina City

    Trump International Hotel & Tower

    Trump International Hotel & Tower

    Aon Center

    Aon Center

    Tribune Tower

    Tribune Tower

    NBC Tower

    NBC Tower

    St. Regis Chicago

    St. Regis Chicago

    DuSable Harbor

    DuSable Harbor

  • These tickets can't be cancelled or rescheduled.

  • 14 reviews

    How do we collect reviews?

    These ratings include verified reviews from both Headout guests and our trusted partners who operate this experience locally. All reviews come from real travelers who've taken this experience.

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    What our guests say

    Hannah K

    Couple
    Verified booking
    5 days ago
    Great experience overall. Cool stories I'm glad they have this for spooky season!! Unfortunately left with a bitter taste in my mouth. Long story short when they tell you at the end if you have any spooky stories or feedback, comments or complaints... & your tour guide was Doug.. he doesn't care. I stopped to talk to him he aknowlaged me a bit I said what I needed to say and he couldn't care less. Didn't even listen. So much so I said "he doesn't care" out loud and still nothing was said. Put a little damper on the mood. Don't create the opportunity if you don't mean it. Loved the experience over all but definitely left with a sour taste in my mouth.

    Randell M

    Couple
    Verified booking
    Sep 2026
    My wife and I did this cruise for our anniversary. It was romantic to see the city lit up from the river. To top it off we got alot of really cool spooky history that brought the whole experience together. The tour guide was knowledgeable and friendly. Ended the night by seeing the fireworks going off at navy piere. Sound system was clear. We 100 percent woukd do this again just for the breathtaking sites of the city at night.

    Elizabeth G

    Couple
    Verified booking
    Sep 2026
    It was fun learning a different type of history about the city. The guide was also very knowledgeable about things outside of the tour - I'm from California, so he gave good advice on things to do in the city.

    Josh B

    Solo
    Verified booking
    Sep 2026
    Excellent tour. The crew and sights was great.

    Elicia N

    Solo
    Verified booking
    Jul 2026
    Andy was amazing! Went on the creepy nighttime boat tour focused on Chicago crimes. His stories and personality are perfect and loved the cheesy bits he added in! Would highly recommend this tour to others! Still talking about his stories the next day. Also appreciated him addressing the people loudly talking and laughing right in front of him while he was story telling.

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