Dinner Cruises

Chicago Dinner Cruise

4.6/5(582)

Bryan B

Couple

Verified booking

2 days ago

Ambience, music, and food were excellent! Our server, Joaquin, was exceptionally friendly, kind, and punctual. He helped to make my wife's birthday celebration a night to remember. We will recommend this excursion to our friends and come back again soon. Thank you Odyssey crew!

Veronica P

Group

Verified booking

2 weeks ago

When setting this experience, we honestly did not expect much. Boy, were we wrong! Edgar really made the experience a memorable one. We were there to celebrate our friends getting married, once Edgar found out he brought over champagne and took us to the front of the boat and took pictures of us. We had the short rib and upgraded to the ribeye and they were both cooked to perfection. They had a great selection of wines and the cocktails were just as great. The service from Edgar was above and beyond. We ran into one of the chefs outside and thanked her for her service. We do look forward to doing this again. Thank you for a memorable evening.

Ronald J

Couple

Verified booking

3 weeks ago

We booked a dinner on the didn't know what boat it was. Once we kept walking and found out it was the Spirit of Chicago, we got aboard and thanked them for the grace period. After being shown to our seats, we got to enjoy the amazing view of the city. It was our anniversary and Destiny treated very well! I totally forgot it was a buffet and couldn't have been more happier. The food was really out of this world. The variety, the flavors, it was a whole experience. We hopped on the dance floor for a bit, ordered more (pretty large) drinks, and went outside to take pictures of the sunset. Amazing experience... Can't wait to do it again!

Mychal A

Couple

Verified booking

Oct 2026

The hospitality was beyond amazing!!! It was my girlfriends birthday and the manager comped some birthday items and it was amazing and extremely fun and made her smile so much!!! We loved the food and just the. One of the entire night all together!!!! Will for sure be doing this again!!!

Susan N

Couple

Verified booking

Oct 2026

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

3 weeks 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.

Enjoy a 2.5-hour cruise on the Chicago River and Lake Michigan with a gourmet dinner and live entertainment onboard.

Relax in a climate-controlled interior deck while enjoying scenic views of Chicago’s skyline and architecture.

Enjoy a chef-prepared meal as you take in the breathtaking views of Chicago's skyline and iconic architecture.

Live curated entertainment, along with an onboard bar with beverages available for purchase, enhances your dining experience, making it perfect for special occasions.

Choose between a Chicago River cruise with a plated gourmet dinner, a Lake Michigan cruise with a plated gourmet dinner, or a Lake Michigan cruise with a buffet dinner.

2.5-hour sightseeing and dinner cruise on the Chicago River and Lake Michigan

Plated gourmet dinner with modern American cuisine (Menu) (as per option selected)

Plated 3-course dinner with contemporary American cuisine (Menu) (as per option selected)

Buffet dinner with global fusion cuisine (Menu) (as per option selected)

Sightseeing and twilight views of the Chicago skyline

Live onboard entertainment

Climate-controlled interior deck

Accommodation for dietary restrictions to the best of the crew's ability

Onboard bar with cocktails, wine, and beer (available for purchase)

Alcoholic beverages (available for purchase onboard)

Transportation to/from the departure location

Additional purchases onboard not included in your ticket

TOTAL DURATION3 hours - 3 hours
MODE OF TRANSFERCruise Ship
1 Boarding point
Chicago River Esplanade
Sights covered
Tribune Tower
Wrigley Building
Merchandise Mart
Civic Opera House
Willis Tower
Wolf Point
Marina City
DuSable Bridge
Aon Center
Trump International Tower
Navy Pier
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
TOTAL DURATION2 hours - 3 hours
MODE OF TRANSFERCruise Ship
1 Boarding point
Navy Pier
Get direction
Sights covered
Willis Tower
John Hancock Center
Aon Center
Shedd Aquarium
Field Museum
Adler Planetarium
Soldier Field
Buckingham Fountain
Grant Park
Marina City
Wrigley Building
Tribune Tower
Chicago Harbor

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

582 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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Guests from Mexico, Canada, United Kingdom and over 15 countries have loved this experience
What our guests say
Ronald J
Couple
Verified booking
3 weeks ago
We booked a dinner on the didn't know what boat it was. Once we kept walking and found out it was the Spirit of Chicago, we got aboard and thanked them for the grace period. After being shown to our seats, we got to enjoy the amazing view of the city. It was our anniversary and Destiny treated very well! I totally forgot it was a buffet and couldn't have been more happier. The food was really out of this world. The variety, the flavors, it was a whole experience. We hopped on the dance floor for a bit, ordered more (pretty large) drinks, and went outside to take pictures of the sunset. Amazing experience... Can't wait to do it again!
Susan N
Couple
Verified booking
Oct 2026
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
Oct 2026
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.
Veronica P
Group
Verified booking
2 weeks ago
When setting this experience, we honestly did not expect much. Boy, were we wrong! Edgar really made the experience a memorable one. We were there to celebrate our friends getting married, once Edgar found out he brought over champagne and took us to the front of the boat and took pictures of us. We had the short rib and upgraded to the ribeye and they were both cooked to perfection. They had a great selection of wines and the cocktails were just as great. The service from Edgar was above and beyond. We ran into one of the chefs outside and thanked her for her service. We do look forward to doing this again. Thank you for a memorable evening.
John I
Group
Verified booking
2 weeks ago
Unfortunately due to the weather we did not go out on the lake. And we did receive a voucher to use again within a year. Aside from not going out on the lake. Everything was wonderful. Service was attentive. The salmon and chicken in my opinion was better than the steak. At our table we shared our potions.

What to bring

A valid ID is required for guests aged 21 and above to access the onboard bar.

It’s recommended to carry a light jacket or wrap, as the open-air deck can get breezy.

What's not allowed

Bringing outside food or beverages on board is not permitted.

Weapons of any kind are strictly prohibited on the cruise.

Additional information

Boarding begins 30 minutes prior to departure from Monday to Saturday, and 45 minutes before departure on Sundays.

Guests should arrive at least 45 minutes early for check-in and boarding, and allow an additional 30 minutes for parking and reaching the boarding location.

Cruise timings may vary, so refer to the cruise calendar and your email confirmation for the most accurate schedule.

This is a seasonal experience and may be affected by weather conditions.

Menu offerings are subject to change depending on seasonal availability.

Your voucher will be emailed to you shortly.

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

Please check your final voucher for the starting point details & specific instructions.