Dinner Cruises

Odyssey Lake Michigan Dinner Cruise

4.6/5(307)

Susan N

Couple

Verified booking

Last week

We had a gorgeous and wonderful evening celebrating my birthday. Lauren, our server, was fabulous. We had a great starter, Mediterranean plate. The 3 course meal was delicious. We enjoyed great music, dancing, cocktails and wine list. Great evening all the way around.

Mahin F

Couple

Verified booking

4 days ago

The dining, the sights, the service, and the overall experience was fantastic and most appreciated. Thank you to all the crew and staff for making this a wonderful cruise for my wife and I. Highly recommended, take your signicant other on this cruise if you can.

Hassan B

Couple

Verified booking

Last week

I've been trying to catch tbia cruise for the last 5 years and it didn't disappoint me!!! The cruise was amazing. The food the city views the staff every thing about it was nothing less than amazing.

Jay E

Couple

Verified booking

3 weeks ago

The dinner cruise aboard the Odessy was a good time and such a vibe. If you are looking for something out of the ordinary to do in Chicago, whether you are celebrating something special or looking for a nice date night option, this is definitely worth it. The staff was very attentive and polite. The food was actually pretty good and the variety of drinks were well balanced, offering something for everyone. Despite the rainy weather that hindered the enjoyment of the outer decks, the total experience was great enough that we'll definitely look to try this again.

Olivia C

Couple

Verified booking

Sep 2026

The cruise itself was so much fun! We loved it. I would say that our server was not the best, but he was still very nice and professional. Our food was fine, nothing crazy, but we did feel that it was unfortunate that should we want better food, we'd have to pay a significant amount. We already paid a significant amount for the base experience. I enjoyed that our food was made early, which meant that we spent most of the cruise on the observation deck. The crew of the boat were so nice and took many photos for us and for other guests.

Emmanuel H

Couple

Verified booking

2 weeks ago

We had an amazing experience on the Odyssey Lake Michigan Dinner Cruise! Everything was wonderful, from the delicious food to the beautiful views of Chicago from the water. The atmosphere was romantic and relaxing, and our server, Joaquin, was fantastic—friendly, attentive, and made sure we had everything we needed throughout the evening. He really helped make our experience special. We would definitely recommend this cruise and would love to come back again!

Soak in panoramic views of Chicago’s skyline and iconic architecture on your 2.5-hour Lake Michigan dinner cruise.

Enjoy a chef-prepared three-course dinner, unlimited coffee, tea, and a guaranteed table from the comfort of a climate-controlled deck.

Infants under two cruise free, along with accommodations for any dietary restrictions, making this a welcoming cruise for all.

A DJ curates the evening’s ambiance, adding a lively energy as you cruise past Chicago’s illuminated skyline.

Creative cocktails and additional beverages are available for purchase on board, so that you get to customize your experience.

2.5-hour Lake Michigan dinner cruise

3-course plated dinner (Menu)

Unlimited coffee, hot tea, iced tea, and water

Live DJ entertainment

Dinner cruise with fireworks (available on select dates from May to October) (as per option selected)

Additional beverages (available for purchase onboard)

TOTAL DURATION2 hours 30 minutes - 3 hours
MODE OF TRANSFERCruise Ship
1 Boarding point
Navy Pier
Get direction
Sights covered
Chicago Harbor Lighthouse
Willis Tower
John Hancock Center
Aqua Tower
The St. Regis Chicago
Marina City
Lake Point Tower
Harbor Point
340 on the Park
Adler Planetarium
Soldier Field
Shedd Aquarium
Fireworks display

You can cancel these tickets up to 24 hours before the experience begins and get a full refund.

307 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.
232
35
27
4
9
Guests from Mexico, Serbia, Argentina and over 7 countries have loved this experience
What our guests say
Susan N
Couple
Verified booking
Last week
We had a gorgeous and wonderful evening celebrating my birthday. Lauren, our server, was fabulous. We had a great starter, Mediterranean plate. The 3 course meal was delicious. We enjoyed great music, dancing, cocktails and wine list. Great evening all the way around.
Hassan B
Couple
Verified booking
Last week
I've been trying to catch tbia cruise for the last 5 years and it didn't disappoint me!!! The cruise was amazing. The food the city views the staff every thing about it was nothing less than amazing.
Paul M
Couple
Verified booking
Sep 2026
Food was great...atmosphere was great, music was great....and the staff was very welcoming...i will do this again!!! Cannot beat the views of they city!!
Jay E
Couple
Verified booking
3 weeks ago
The dinner cruise aboard the Odessy was a good time and such a vibe. If you are looking for something out of the ordinary to do in Chicago, whether you are celebrating something special or looking for a nice date night option, this is definitely worth it. The staff was very attentive and polite. The food was actually pretty good and the variety of drinks were well balanced, offering something for everyone. Despite the rainy weather that hindered the enjoyment of the outer decks, the total experience was great enough that we'll definitely look to try this again.
Emmanuel H
Couple
Verified booking
2 weeks ago
We had an amazing experience on the Odyssey Lake Michigan Dinner Cruise! Everything was wonderful, from the delicious food to the beautiful views of Chicago from the water. The atmosphere was romantic and relaxing, and our server, Joaquin, was fantastic—friendly, attentive, and made sure we had everything we needed throughout the evening. He really helped make our experience special. We would definitely recommend this cruise and would love to come back again!

What to bring

A government-issued photo ID matching your reservation name for boarding verification.

Semi-formal attire: dress pants, collared shirts, dresses or skirts, and dress shoes.

Your booking confirmation, printed or on your device, for a smooth check-in.

A light wrap or jacket, as temperatures can shift between the open deck and the climate-controlled interior.

What’s not allowed

Casual clothing (jeans, t-shirts, flip-flops) and oversized luggage.

Outside food or drink of any kind.

Pets (service animals excepted).

Smoking or vaping anywhere inside the vessel.

Accessibility

Fully wheelchair accessible, with ramps and elevators throughout the yacht.

Accessible restrooms on every deck.

Crew members are on hand to assist guests with mobility requirements.

Additional information

Boarding opens 45–60 minutes before your cruise; please refer to your confirmation for exact times.

Departure point: Navy Pier, 600 E. Grand Avenue, Chicago, IL.

Infants under two sail free but must be listed on the reservation.

Inform ahead of time about any dietary needs.

Fireworks viewings depend on the weather and Navy Pier’s schedule, and may not run on every sailing.

If you’d like to upgrade to a window-side seat, just ask the staff at the venue, and they’ll help you with the request, subject to availability.

Your voucher will be emailed to you instantly.

Please arrive at the boarding point 30 mins before the scheduled time of your visit to avoid any delays.

Display the voucher on your mobile phone with a valid photo ID at the boarding point.

Boarding point

Board your cruise at City Cruises.

Address: Navy Pier, 600 E Grand Ave, Chicago, IL 60611.

Get directions to the boarding point