Orlando Events May 2027
Concerts, sports, comedy shows, Broadway performances, and live events across Orlando, FL.
- Updated: November 5, 2026
Explore upcoming events in Orlando in May 2027, including concerts, sports events, comedy shows, Broadway performances, festivals, and live entertainment across the city and nearby areas. Browse events by date, venue, category, and neighborhood throughout the month.
- 67 Upcoming Events
- 7 Event Categories
Browse Events in May By Category
- All Events 67
- sports 1
- concerts 6
- broadway 15
- Live Shows 31
- comedy 5
Popular Events in May
Explore top concerts, sports events, comedy shows, and live performances happening this month.
Orlando Events by Date
Browse events happening each day during May 2027.Orlando Events Schedule – May 2027
Browse concerts, sports, comedy shows, Broadway performances, festivals, and live events across Orlando.Upcoming Confirmed Events 67
- 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, US. From $81, Avg Ticket Price: ~ $104, 28 tickets remaining! Select Seats - May 01, 2027, 2:00 PM Sat — MUSICAL / PLAY, High Demand, Weekend Event, Pay Later Available: Beauty and The Beast at Dr. Phillips Center - Walt Disney Theater • 2731 seats, 445 S Magnolia Ave,, Orlando, FL 32801, US. From $110, Avg Ticket Price: ~ $599, Tickets Available: 106. Select Seats
- May 01, 2027, 5:30 PM Sat — THEATRE, Weekend Event: Cirque du Soleil - Drawn To Life at Cirque du Soleil - Disney Springs • 1671 seats, 1478 East Buena Vista Drive, Orlando, FL 32836, US. From $85, Avg Ticket Price: ~ $227, Tickets Available: 137. Select Seats
- May 01, 2027, 7:00 PM Sat — Professional (MLS), Weekend Event: Orlando City SC vs. New York City FC at Inter.co Stadium • 25000 seats, 655 W Church St, Orlando, FL 32805, US. From $69, Avg Ticket Price: ~ $81, 8 tickets remaining! Select Seats
- May 01, 2027, 7:30 PM Sat — MUSICAL / PLAY, High Demand, Weekend Event, Pay Later Available: Beauty and The Beast at Dr. Phillips Center - Walt Disney Theater • 2731 seats, 445 S Magnolia Ave,, Orlando, FL 32801, US. From $113, Avg Ticket Price: ~ $600, Tickets Available: 106. Select Seats
- May 01, 2027, 7:30 PM Sat — CLASSICAL, Weekend Event, Pay Later Available: 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, US. From $127, Avg Ticket Price: ~ $147, 2 tickets remaining! Select Seats
- May 01, 2027, 8:00 PM Sat — THEATRE, Weekend Event: Cirque du Soleil - Drawn To Life at Cirque du Soleil - Disney Springs • 1671 seats, 1478 East Buena Vista Drive, Orlando, FL 32836, US. From $86, Avg Ticket Price: ~ $214, Tickets Available: 157. Select Seats
- 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, US. From $100, Avg Ticket Price: ~ $123, 25 tickets remaining! Select Seats
- May 02, 2027, 1:00 PM Sun — MUSICAL / PLAY, High Demand, Weekend Event, Pay Later Available: Beauty and The Beast at Dr. Phillips Center - Walt Disney Theater • 2731 seats, 445 S Magnolia Ave,, Orlando, FL 32801, US. From $110, Avg Ticket Price: ~ $616, Tickets Available: 107. Select Seats
- May 02, 2027, 1:30 PM Sun — THEATRE, Weekend Event: Cirque du Soleil - Drawn To Life at Cirque du Soleil - Disney Springs • 1671 seats, 1478 East Buena Vista Drive, Orlando, FL 32836, US. From $80, Avg Ticket Price: ~ $216, Tickets Available: 137. Select Seats
- 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, US. From $100, Avg Ticket Price: ~ $125, 14 tickets remaining! Select Seats
- May 02, 2027, 4:00 PM Sun — THEATRE, Weekend Event, Pay Later Available: Cirque du Soleil - Drawn To Life at Cirque du Soleil - Disney Springs • 1671 seats, 1478 East Buena Vista Drive, Orlando, FL 32836, US. From $171, Avg Ticket Price: ~ $308, Tickets Available: 54. Select Seats
- May 02, 2027, 6:30 PM Sun — MUSICAL / PLAY, High Demand, Weekend Event, Pay Later Available: Beauty and The Beast at Dr. Phillips Center - Walt Disney Theater • 2731 seats, 445 S Magnolia Ave,, Orlando, FL 32801, US. From $110, Avg Ticket Price: ~ $570, Tickets Available: 120. Select Seats
- May 06, 2027, 7:00 PM Thu — COMEDY, Best Value: Chad Daniels at Funny Bone Comedy Club - Orlando, 9101 International Dr, Orlando, FL 32819, US. From $48, Avg Ticket Price: ~ $69, Tickets Available: 36. Select Seats
- 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, US. From $61, Avg Ticket Price: ~ $188, Tickets Available: 395. Select Seats
- May 07, 2027, Time TBA — FESTIVAL / TOUR, Pass, Pay Later Available: Rolling Loud Festival - 3 Day Pass at Camping World Stadium • 75245 seats, 1 Citrus Bowl Place, Orlando, FL 32805, US. From $296, Avg Ticket Price: ~ $668, Tickets Available: 83. Select Seats
- May 07, 2027, 7:00 PM Fri — COMEDY, Best Value: Jamie Lissow at Funny Bone Comedy Club - Orlando, 9101 International Dr, Orlando, FL 32819, US. From $47, Avg Ticket Price: ~ $68, Tickets Available: 36. Select Seats
- 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, US. From $61, Avg Ticket Price: ~ $188, Tickets Available: 347. Select Seats
- May 07, 2027, 8:00 PM Fri — LATIN: Guaco at House Of Blues - Orlando • 2100 seats, 1490 E Lake Buena Vista Dr, Orlando, FL 32830, US. From $70, Avg Ticket Price: ~ $251, Tickets Available: 34. Select Seats
- 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, US. From $81, Avg Ticket Price: ~ $104, 25 tickets remaining! Select Seats
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May
Events in May 2027
About Events in Orlando During May 2027
May 2027 features concerts, sports games, comedy shows, Broadway performances, festivals, and live entertainment across Orlando and nearby FL 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
812 E. Rollins St., Orlando, FL 32803
Event Dates 24
May 01, 2027 10:30 AM
Beauty and The Beast
445 S Magnolia Ave,, Orlando, FL 32801
Event Dates 264
May 01, 2027 2:00 PM
Cirque du Soleil - Drawn To Life
1478 East Buena Vista Drive, Orlando, FL 32836
Event Dates 306
May 01, 2027 5:30 PM
Orlando City SC
655 W Church St, Orlando, FL 32805
Event Dates 14
May 01, 2027 7:00 PM
Orlando Philharmonic Orchestra
445 S. Magnolia Avenue, Orlando, FL 32801
Event Dates 3
May 01, 2027 7:30 PM
LOVER: The Unofficial Eras Tour - Taylor Swift Tribute
812 E. Rollins St., Orlando, FL 32803
Event Dates 2
May 01, 2027 8:00 PM
Chad Daniels
9101 International Dr, Orlando, FL 32819
Event Dates 44
May 06, 2027 7:00 PM
Moulin Rouge - Ballet
445 S. Magnolia Avenue, Orlando, FL 32801
Event Dates 5
May 06, 2027 7:30 PM
Rolling Loud Festival
1 Citrus Bowl Place, Orlando, FL 32805
Event Dates 2
May 07, 2027 Time TBA
Jamie Lissow
9101 International Dr, Orlando, FL 32819
Event Dates 42
May 07, 2027 7:00 PM
Guaco
1490 E Lake Buena Vista Dr, Orlando, FL 32830
Event Dates 5
May 07, 2027 8:00 PM
Beetlejuice - The Musical
445 S Magnolia Ave,, Orlando, FL 32801
Event Dates 193
May 11, 2027 7:30 PM
Geoffrey Asmus
9101 International Dr, Orlando, FL 32819
Event Dates 61
May 16, 2027 6:00 PM
MegaCon
9800 International Drive, Orlando, FL 32819
Event Dates 4
May 20, 2027 Time TBA
Fan Expo Orlando
9800 International Drive, Orlando, FL 32819
Event Dates 4
May 20, 2027 4:00 PM
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Frequently Asked Questions
Quick answers about Orlando events, venues, schedules, and live entertainment.
What events are happening in Orlando during May 2027?
Orlando hosts concerts, sports games, comedy shows, Broadway performances, festivals, and live entertainment throughout May 2027.
Where can I find Orlando events by date?
Use the monthly event calendar and date filters to browse concerts, sports events, comedy shows, and live performances happening across Orlando.
Are concerts happening in Orlando during May 2027?
Yes. Concert schedules include touring artists, arena shows, local performances, music festivals, and live entertainment events throughout Orlando and nearby FL areas.
What are the top event venues in Orlando?
Popular venues include arenas, theaters, comedy clubs, stadiums, music halls, and entertainment venues located across Orlando and nearby areas.
Do event prices change during May 2027?
Yes. Event prices can change based on demand, seating location, performer popularity, venue size, and event date.
Are there weekend events in Orlando?
Yes. Weekends are usually the busiest time for concerts, sports games, comedy shows, festivals, and major live entertainment events across Orlando.
Event Categories in May
Explore concerts, sports, Broadway shows, comedy events, festivals, and live entertainment across Orlando.