Every Monday

8 am - 10 pm

More Winners! More Payouts! And now for those 50+! Make Monday your Funday every Monday, from 8 a.m. - 10 p.m., and a Free Play drawing from 3 - 7 p.m. Guests 50+ can enjoy five times the points, discounted items on the Silks Bar and Grill menu and more! Tier Point Multipliers will only count towards Tier Points and points redeemable for Free Play. Tier Point Multipliers will NOT count towards promotional entry or food and beverage specials.

For the Monday Funday menu, click here.


  • All guests aged 50+ are eligible to earn five times the points from 8 a.m. – 10 p.m. Please remember that Video Poker, Electronic Craps, Electronic Blackjack, Electronic Roulette machines, and Racing are excluded from multiple point promotions. 
  • Silks Discounts: From 11 a.m.-10 p.m. guests aged 50+ qualify for a special $5 menu in Silks and half off Bloody Mary’s. To qualify, the guest must go to Player Services and receive a wristband after showing identification.
  • Free Play Drawing:
    • From 8 a.m.-6:50 p.m. guests aged 50+ must swipe their Oaklawn Rewards card at any promotional kiosk.
    • Every guest who is 50+ is eligible for one entry.
    • To be eligible for the final drawing, guests must swipe to activate their entries by 6:50 p.m.
    • Guests can earn also an additional entry for every 20 points earned on their Oaklawn Rewards card on the day of the promotion.


  • The Fun Squad will draw three guests every 15 minutes.
  • The guests will win $100 Free Play each.
  • If a guest fails to show up then the money will be added to the final drawing at 7 p.m.
  • Elite guests do not need to be present until the 7 p.m. drawing.
  • At 7 p.m., the Fun Squad will draw one player to win $100 Free Play plus any unclaimed prizes from that day.
  • At 7 p.m., the winner (Silver, Gold & Elite) MUST be present to collect their Free Play. 
  • Guests may only be drawn once during the drawing.
  • All guests are eligible for the final drawing.


  • Winners will be picked randomly through a computer database system that counts all entries by all activated guests.
  • If the computer system goes down before/during a drawing, the drawing event will be delayed until the system comes back up.
  • At that time, the drawings will resume in the same time format as said event (example, if drawings are supposed to be every 15 min, then they’ll be every 15 min starting as soon as the system comes back up).
  • If drawings aren’t able to be completed on drawing day due to a system outage, Oaklawn will reschedule the drawings and will communicate the new date through signage.


For an official set of rules, please see Player Services.