Orlando Events in May 2027

Concerts, sports, comedy shows, Broadway, and live events across Orlando, FL.

  • Updated: November 14, 2026
  • 10 Venues

Browse upcoming events in Orlando during May 2027, including concerts, sports, theatre, comedy, and live entertainment. Find dates, venues, and ticket information for events throughout the month.

  • 45 Upcoming Events
  • May 1 Next Event
  • $23 Lowest Price
  • $146 Average Price
  • Next event starts in:
  • If You Give a Mouse a Cookie
  • May 1 · 10:30 AM · Margeson Theatre at Orlando Shakespeare Center
  • View event details
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Orlando Events by Date

Browse events happening each day during May 2027.

May 2027 Events Schedule

Browse upcoming events, venues, and dates this month.
Upcoming Events: 45
  • May 01, 2027, 10:30 AM Sat — MUSICAL / PLAY, Weekend Event: If You Give a Mouse a Cookie at Margeson Theatre at Orlando Shakespeare Center, 812 E. Rollins St., Orlando, FL 32803. From $81, Avg. price ~ $104, Tickets Remaining: 28. View Tickets
  • May 01, 2027, 2:00 PM Sat — MUSICAL / PLAY, Weekend Event, Pay Later Available: Beauty and The Beast at Dr. Phillips Center - Walt Disney Theater • 2,731 seats, 445 S Magnolia Ave,, Orlando, FL 32801. From $110, Avg. price ~ $334, Tickets Available: 509. View Tickets
  • May 01, 2027, 2:30 PM Sat — CLASSICAL, Weekend Event: Orlando Philharmonic Orchestra: Indiana Jones and The Raiders of The Lost Ark at Dr. Phillips Center - Steinmetz Hall, 445 S. Magnolia Avenue, Orlando, FL 32801. From $55, Avg. price ~ $109, Tickets Remaining: 16. View Tickets
  • May 01, 2027, 7:00 PM Sat — Professional (MLS), Weekend Event: Orlando City SC vs. New York City FC at Inter.co Stadium • 25,000 seats, 655 W Church St, Orlando, FL 32805. From $69, Avg. price ~ $123, Tickets Available: 121. View Tickets
  • May 01, 2027, 7:30 PM Sat — MUSICAL / PLAY, Weekend Event: Beauty and The Beast at Dr. Phillips Center - Walt Disney Theater • 2,731 seats, 445 S Magnolia Ave,, Orlando, FL 32801. From $68, Avg. price ~ $288, Tickets Available: 598. View Tickets
  • May 01, 2027, 7:30 PM Sat — CLASSICAL, Best Value, Weekend Event: Orlando Philharmonic Orchestra: Indiana Jones and The Raiders of The Lost Ark at Dr. Phillips Center - Steinmetz Hall, 445 S. Magnolia Avenue, Orlando, FL 32801. From $46, Avg. price ~ $114, Tickets Available: 233. View Tickets
  • May 01, 2027, 8:00 PM Sat — THEATRE, Weekend Event: Steam Powered Giraffe at The Plaza Live • 1,200 seats, 425 N Bumby Ave, Orlando, FL 32803. From $57, Avg. price ~ $121, Tickets Available: 163. View Tickets
  • May 01, 2027, 8:00 PM Sat — Concert, Weekend Event, Pay Later Available: LOVER: The Unofficial Eras Tour - Taylor Swift Tribute at Margeson Theatre at Orlando Shakespeare Center, 812 E. Rollins St., Orlando, FL 32803. From $100, Avg. price ~ $115, Tickets Remaining: 4. View Tickets
  • May 02, 2027, 1:00 PM Sun — MUSICAL / PLAY, Weekend Event: Beauty and The Beast at Dr. Phillips Center - Walt Disney Theater • 2,731 seats, 445 S Magnolia Ave,, Orlando, FL 32801. From $92, Avg. price ~ $302, Tickets Available: 535. View Tickets
  • May 02, 2027, 3:00 PM Sun — Concert, Weekend Event, Pay Later Available: LOVER: The Unofficial Eras Tour - Taylor Swift Tribute at Margeson Theatre at Orlando Shakespeare Center, 812 E. Rollins St., Orlando, FL 32803. From $100, Avg. price ~ $115, Tickets Remaining: 6. View Tickets
  • May 02, 2027, 6:30 PM Sun — MUSICAL / PLAY, Weekend Event: Beauty and The Beast at Dr. Phillips Center - Walt Disney Theater • 2,731 seats, 445 S Magnolia Ave,, Orlando, FL 32801. From $78, Avg. price ~ $299, Tickets Available: 601. View Tickets
  • May 06, 2027, 7:00 PM Thu — COMEDY, Best Value: Chad Daniels at Funny Bone Comedy Club - Orlando, 9101 International Dr, Orlando, FL 32819. From $48, Avg. price ~ $69, Tickets Available: 36. View Tickets
  • May 06, 2027, 7:30 PM Thu — BALLET: Orlando Ballet: Moulin Rouge at Dr. Phillips Center - Steinmetz Hall, 445 S. Magnolia Avenue, Orlando, FL 32801. From $63, Avg. price ~ $201, Tickets Available: 353. View Tickets
  • May 07, 2027, Time TBA — FESTIVAL / TOUR, Pass, High Demand, Pay Later Available: Rolling Loud Festival - 3 Day Pass at Camping World Stadium • 75,245 seats, 1 Citrus Bowl Place, Orlando, FL 32805. From $296, Avg. price ~ $688, Tickets Available: 83. View Tickets
  • May 07, 2027, 7:00 PM Fri — COMEDY, Best Value: Jamie Lissow at Funny Bone Comedy Club - Orlando, 9101 International Dr, Orlando, FL 32819. From $47, Avg. price ~ $68, Tickets Available: 34. View Tickets
  • May 07, 2027, 7:30 PM Fri — BALLET: Orlando Ballet: Moulin Rouge at Dr. Phillips Center - Steinmetz Hall, 445 S. Magnolia Avenue, Orlando, FL 32801. From $62, Avg. price ~ $194, Tickets Available: 306. View Tickets
  • May 08, 2027, 10:30 AM Sat — MUSICAL / PLAY, Weekend Event: If You Give a Mouse a Cookie at Margeson Theatre at Orlando Shakespeare Center, 812 E. Rollins St., Orlando, FL 32803. From $81, Avg. price ~ $102, Tickets Remaining: 28. View Tickets
  • May 08, 2027, 1:30 PM Sat — MUSICAL / PLAY, Weekend Event: If You Give a Mouse a Cookie at Margeson Theatre at Orlando Shakespeare Center, 812 E. Rollins St., Orlando, FL 32803. From $81, Avg. price ~ $104, Tickets Remaining: 28. View Tickets
  • May 08, 2027, 2:00 PM Sat — BALLET, Weekend Event: Orlando Ballet: Moulin Rouge at Dr. Phillips Center - Steinmetz Hall, 445 S. Magnolia Avenue, Orlando, FL 32801. From $62, Avg. price ~ $202, Tickets Available: 379. View Tickets
  • May 08, 2027, 6:00 PM Sat — ALTERNATIVE, Weekend Event: The Menzingers at The Beacham • 1,250 seats, 46 North Orange Avenue, Orlando, FL 32801. From $62, Avg. price ~ $82, Tickets Remaining: 12. View Tickets
  • May 08, 2027, 7:30 PM Sat — BALLET, Weekend Event: Orlando Ballet: Moulin Rouge at Dr. Phillips Center - Steinmetz Hall, 445 S. Magnolia Avenue, Orlando, FL 32801. From $62, Avg. price ~ $189, Tickets Available: 341. View Tickets
  • May 08, 2027, 8:30 PM Sat — COMEDY, Best Value, Weekend Event: Jamie Lissow at Funny Bone Comedy Club - Orlando, 9101 International Dr, Orlando, FL 32819. From $47, Avg. price ~ $68, Tickets Available: 36. View Tickets
  • May 09, 2027, 2:00 PM Sun — BALLET, Weekend Event: Orlando Ballet: Moulin Rouge at Dr. Phillips Center - Steinmetz Hall, 445 S. Magnolia Avenue, Orlando, FL 32801. From $62, Avg. price ~ $195, Tickets Available: 296. View Tickets
  • May 11, 2027, 7:30 PM Tue — MUSICAL / PLAY: Beetlejuice - The Musical at Dr. Phillips Center - Walt Disney Theater • 2,731 seats, 445 S Magnolia Ave,, Orlando, FL 32801. From $87, Avg. price ~ $442, Tickets Available: 183. View Tickets
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Things to Do This Month

May 2027 features concerts, sporting events, comedy shows, Broadway performances, festivals, and live entertainment across Orlando and nearby areas. Major arenas, theaters, clubs, and entertainment venues continue to update their schedules throughout the month.

Browse All Events in May

Browse concerts, sports events, comedy shows, Broadway performances, festivals, and live entertainment happening this month.
If You Give a Mouse a Cookie
If You Give a Mouse a Cookie
MUSICAL / PLAY
812 E. Rollins St., Orlando, FL 32803
Upcoming Events 3
Next Event: May 01, 2027 10:30 AM
Beauty and The Beast
Beauty and The Beast
MUSICAL / PLAY
445 S Magnolia Ave,, Orlando, FL 32801
Upcoming Events 35
Next Event: May 01, 2027 2:00 PM
Orlando Philharmonic Orchestra
Orlando Philharmonic Orchestra
CLASSICAL
445 S. Magnolia Avenue, Orlando, FL 32801
Upcoming Events 4
Next Event: May 01, 2027 2:30 PM
Orlando City SC
Orlando City SC
Professional (MLS)
655 W Church St, Orlando, FL 32805
Upcoming Events 2
Next Event: May 01, 2027 7:00 PM
LOVER: The Unofficial Eras Tour - Taylor Swift Tribute
LOVER: The Unofficial Eras Tour - Taylor Swift Tribute
OTHER
812 E. Rollins St., Orlando, FL 32803
Upcoming Events 2
Next Event: May 01, 2027 8:00 PM
Steam Powered Giraffe
Steam Powered Giraffe
OTHER
425 N Bumby Ave, Orlando, FL 32803
Upcoming Events 1
Next Event: May 01, 2027 8:00 PM
Chad Daniels
Chad Daniels
COMEDY
9101 International Dr, Orlando, FL 32819
Upcoming Events 3
Next Event: May 06, 2027 7:00 PM
Moulin Rouge - Ballet
Moulin Rouge - Ballet
BALLET
445 S. Magnolia Avenue, Orlando, FL 32801
Upcoming Events 5
Next Event: May 06, 2027 7:30 PM
Rolling Loud Festival
Rolling Loud Festival
FESTIVAL / TOUR
1 Citrus Bowl Place, Orlando, FL 32805
Upcoming Events 1
Next Event: May 07, 2027 Time TBA
Jamie Lissow
Jamie Lissow
COMEDY
9101 International Dr, Orlando, FL 32819
Upcoming Events 3
Next Event: May 07, 2027 7:00 PM
The Menzingers
The Menzingers
ALTERNATIVE
46 North Orange Avenue, Orlando, FL 32801
Upcoming Events 13
Next Event: May 08, 2027 6:00 PM
Beetlejuice - The Musical
Beetlejuice - The Musical
MUSICAL / PLAY
445 S Magnolia Ave,, Orlando, FL 32801
Upcoming Events 24
Next Event: May 11, 2027 7:30 PM
Geoffrey Asmus
Geoffrey Asmus
COMEDY
9101 International Dr, Orlando, FL 32819
Upcoming Events 1
Next Event: May 16, 2027 6:00 PM
MegaCon
MegaCon
MUSEUM / EXHIBIT
9800 International Drive, Orlando, FL 32819
Upcoming Events 4
Next Event: May 20, 2027 Time TBA
Fan Expo Orlando
Fan Expo Orlando
MUSEUM / EXHIBIT
9800 International Drive, Orlando, FL 32819
Upcoming Events 4
Next Event: May 20, 2027 4:00 PM
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Event Categories in May

Explore concerts, sports, Broadway shows, comedy events, festivals, and live entertainment across Orlando.

Orlando Events FAQ

Quick answers about Orlando events, venues, schedules, and live entertainment.

What events are happening in Orlando during May 2027?

Browse concerts, sports events, theatre performances, comedy shows, festivals, family attractions, and live entertainment scheduled throughout the month.

How can I find events by date?

Use the event calendar and daily listings to discover events happening on specific dates during May 2027.

What event categories are available?

Event listings may include concerts, sports, theatre, comedy, festivals, family events, and community activities.

Which venues host events in Orlando?

Events take place at arenas, stadiums, theatres, concert halls, clubs, convention centers, and other entertainment venues.

Are family-friendly events available?

Many events and attractions are suitable for families, including performances, festivals, sporting events, and community activities.

How often is the event schedule updated?

Schedules and event listings are updated regularly as new events are announced and added.