Dinner Cruises

Odyssey Lake Michigan Dinner Cruise

Duration

3 hrs

Free cancellation

Free cancellation up to 24 hours before the start of your experience

Book now, pay later

Book now without paying anything. Cancel for free if your plans change.

Meals included

Indulge in a sumptuous meal as a part of your experience

4.6/5(159)

Jamille C

Couple

Verified booking

Last week

The cruise was phenomenal. The food was great ,the views were amazing and the dj was just super. He came to our table and talked to us prior to us shipping off and of course we told him we were celebrating our anniversary and he gave us a shout out and played our favorite love song " LOVE BALLAD" by LTD. It was special and so beautiful, I would highly recommend. A must do when visiting Chicago 👍🏾🔥

Localzo J

Couple

Verified booking

Jun 2026

As a first-time visitor to Chicago, the Odyssey Dinner Cruise on Lake Michigan was truly one of the highlights of my trip. From the moment I boarded, I was impressed by the professionalism and friendliness of the staff. Every crew member was welcoming, attentive, and committed to making sure guests had an enjoyable experience. The food was absolutely delicious. Each course was well-prepared, flavorful, and exceeded my expectations for dining on a cruise. The service throughout the evening was excellent, and the staff consistently went above and beyond to ensure everyone was comfortable and taken care of. The views were simply breathtaking. Watching the Chicago skyline light up at sunset while cruising on Lake Michigan created memories I will never forget. The combination of the city lights, the beautiful water, and the relaxing atmosphere made for an unforgettable evening. Overall, this was an outstanding experience from start to finish. As someone visiting Chicago for the first time, I couldn't have asked for a better way to see the city. I highly recommend the Odyssey Dinner Cruise to anyone looking for a memorable night out. I will definitely be returning on my next trip to Chicago and look forward to experiencing it again.

Brianna J

Solo

Verified booking

Jun 2026

The staff was very welcoming and accomodating. My server, Sarah was very attentitve. I didn't expect there to be a DJ or a dance floor so that was a nice surprise! The viewing decks offered great views from every floor. The food was actually quite delicious and so were the drinks. I celebrated my birthday on the cruise and they surprised me with a Happy Birthday message on my dessert. I was cruising alone so it felt very special.

Eric S

Couple

Verified booking

Jun 2026

Anyone honestly couldn't ask for anything more stunning then the view of the Chicago Skyline. The entire staff was knowledgeable and on top of their game from loading up to Skillfully Docking the ship. The Dj was super cool and friendly. Our wait staff were all extremely friendly and nice. My wife has food allergies and our waitress catered to her every need with patience and concern for her health. 👌🏾

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

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

159 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.
125
13
14
3
4
What our guests say
Angel A
Family
Verified booking
2 weeks ago
Experience was adequate, most of the staff was friendly. The table servers had a lot of tables to cover, so they were in a rush to take your orders and serve you. We had a party of 7 and while we didn't go unattended frequent visit to see how we were doing were few and far between. They came by with a bread basket once! Food portions were small reminded me of a "Factor Meal" All in all for the price you pay to be on the ship I felt hustled.
Beth J
Couple
Verified booking
Last week
Our server Noa was with wonderful. And his helper Persia was a gem. We love the food, dessert, and DJ. The DJ got everyone on the dance floor and it was an exciting and exceptional that we want to do again already. We highly highly recommend booking a cruise. So worth it! The views and crew were amazing!
Karla J
Group
Verified booking
2 weeks ago
This is my first time to Chicago, and I had the best time. The staff on the cruise was so nice, Deena, Bri, and Peter really made us feel so welcomed. The music, food and the view was great! We plan to do this again the next time we visit Chicago. Thanks so much for a wonderful experience.
Eric M
Solo
Verified booking
3 weeks ago
The service and the views were great; the waiters were very attentive, and you could really enjoy the views of the buildings and Lake Michigan.
James F
Couple
Verified booking
3 weeks ago
The food, views, drinks and music. I have to say that almost all servers didn't appear to be enjoying their job. Very few smiles, not much conversation. Our server came right away to take our order when we wanted to start with a cocktail first. He then proceeded to go to two other tables before taking our drink order. I understand they have a schedule to stay on, but it took forever to get a drink after we told him we didn't want our food right then. It's still a wonderful cruise to take while visiting Chicago. This was our 3rd or 4th time to go. The views are amazing. Highly recommend! Because we have been and have taken pictures in the past, I did not take pictures this time.

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