Saturday, May 3, 2025
11AM-7PM
Break out the bold hats and bowties—Derby Day is going sky-high. Join us on Saturday, May 3rd at ROOF on theWit for a race-day celebration 27 floors above Chicago. Enjoy Southern-inspired bites, bourbon tastings, and skyline views as we bring a touch of Louisville charm to the city. Whether you’re here for the thrill of the races or just the thrill of the fashion, this is your excuse to dress up, drink up, and do Derby Day the right way.
Ticket Includes:
- Maker’s Mark Bourbon Tasting
- Louisville-Inspired Buffet
- Derby Dollars Betting Booth
- Live Derby Viewing on the Big Screen
- Best Dressed Contest Entry
🎉 Event Highlights:
🍽 Louisville-Inspired Buffet
A culinary nod to Kentucky with a rooftop twist.
🥃 Maker’s Mark Whiskey Tasting
Sip and savor small-batch bourbon from a legendary distillery.
🍸 Themed Cocktails & Giveaways
Crafted drinks and surprise perks to keep spirits high.
🎧 Live DJs & 🎭 Entertainment
High-energy music and performances throughout the day.
🍾 Bottle Service Available
Elevate your experience with personalized service and premium pours.
🐎 Horse Betting Booth
Try your luck with “Derby Dollars” wagers as the races unfold.
📺 Derby on the Big Screen
Catch all the action with large-screen race coverage.
👒 Best Dressed Contest
Dress to impress—winners take home a Suite Stay at theWit.
🔞 21+ Event
This rooftop celebration is exclusively for guests 21 and over.
Reserve Tables
Reserve a table and you do not need to purchase an Eventbrite General Admission Ticket. Table prices vary based on the number of people at a table and size of the table. Tables are sold on a first come, first served basis.
HOUSE RULES
We expect large crowds on and admission will be based on availability. Must be 21 to enter. Please have valid I.D. and proof of vaccination with you. Tickets are non-refundable. Tickets are non-transferable. Please bring a printed copy of your ticket or have it ready on your phone in order to be scanned. ROOF is not responsible for any lost or stolen items. Please drink responsibly! Any over intoxicated guests will be asked to exit the party.
DRESS TO IMPRESS
ROOF is an upscale establishment, located within a contemporary 4-star hotel, and we love when our guests dress for the occasion and appear in fashionable attire to reinforce the upscale environment. ROOF Management has final approval on any guest entry into the venue, and reserves the right to turn away guests who are determined to be inappropriately dressed regardless of the reservation status. Safety is the foundation of our dress code. Therefore, ROOF Management also reserves the right to refuse entry to any guest who appears to be impaired by alcohol or drugs, or is acting in a manner determined by ROOF Management to be threatening, combative, aggressive or disrespectful toward other guests, or any ROOF, Hotel, Security employees or other personnel. Any exercise of discretion under this presentation code shall be applied in a gender-neutral, nondiscriminatory manner, in accordance with all applicable laws.
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