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Holiday Events and Things to do in Oswego, IL

Search for something you love or check out popular events in your area.

Red, White and Cruise - Margaritaville 4th of July Event
Sat, Jul 4, 5:00 PM
Chicago · Margaritaville Chicago
Red, White and Cruise - Margaritaville 4th of July Event
Sat, Jul 4, 5:00 PM
Chicago · Margaritaville Chicago
St. Patrick's Day Lucky Charms Wrigleyville Bar Crawl
Sat, Mar 13, 10:00 AM
Chicago · Blue Bayou
St. Patrick's Day Lucky Charms Wrigleyville Bar Crawl
Sat, Mar 13, 10:00 AM
Chicago · Blue Bayou
Chicago Labor Day Weekend All White Attire Party Cruise
Sun, Sep 6, 9:00 PM
Chicago · Spirit of Chicago Yacht
Chicago Labor Day Weekend All White Attire Party Cruise
Sun, Sep 6, 9:00 PM
Chicago · Spirit of Chicago Yacht
Chicago Halloween Party Cruise | Pier Pressure® Black Pearl
Sat, Oct 31, 8:45 PM
Chicago · Spirit of Chicago Yacht
Chicago Halloween Party Cruise | Pier Pressure® Black Pearl
Sat, Oct 31, 8:45 PM
Chicago · Spirit of Chicago Yacht
Drunk Dracula | Chicago
Thu, Sep 17, 7:00 PM + 86 more
Chicago · The Lounge At The Lion
Drunk Dracula | Chicago
Thu, Sep 17, 7:00 PM + 86 more
Chicago · The Lounge At The Lion
2026 Deer Park Fireworks Show
Sat, Jun 27, 6:00 PM
Oglesby · Deer Park Golf Club
2026 Deer Park Fireworks Show
Sat, Jun 27, 6:00 PM
Oglesby · Deer Park Golf Club
Fall for Bunco
Sat, Sep 26, 5:00 PM
McHenry · Holy Apostles Father Sherry Center
Fall for Bunco
Sat, Sep 26, 5:00 PM
McHenry · Holy Apostles Father Sherry Center
Going fast
Teledyne Storm Microwave Employee Summer Event
Fri, Jul 10, 12:30 PM
Darien · Chuck's Southern Comforts Cafe & Banquets
Going fast
Teledyne Storm Microwave Employee Summer Event
Fri, Jul 10, 12:30 PM
Darien · Chuck's Southern Comforts Cafe & Banquets
Christmas in July Craft & Vendor Market
Sat, Jul 18, 10:00 AM
Wheaton · Wheaton VFW
Christmas in July Craft & Vendor Market
Sat, Jul 18, 10:00 AM
Wheaton · Wheaton VFW
Chicago Back To School Craft & Vendor Market
Fri, Jul 31, 10:00 AM
Lombard · Yorktown Center
Chicago Back To School Craft & Vendor Market
Fri, Jul 31, 10:00 AM
Lombard · Yorktown Center
Chicago Spooktacular Craft & Vendor Market
Fri, Oct 23, 10:00 AM
Lombard · Yorktown Center
Chicago Spooktacular Craft & Vendor Market
Fri, Oct 23, 10:00 AM
Lombard · Yorktown Center
Chicago Fall Craft & Vendor Market
Fri, Nov 13, 10:00 AM
Lombard · Yorktown Center
Chicago Fall Craft & Vendor Market
Fri, Nov 13, 10:00 AM
Lombard · Yorktown Center
3rd Annual Christmas in July Arts & Crafts Fair by Artisan Markets
Sat, Jul 25, 10:00 AM
Itasca · Springbrook Nature Center
3rd Annual Christmas in July Arts & Crafts Fair by Artisan Markets
Sat, Jul 25, 10:00 AM
Itasca · Springbrook Nature Center
Bring Your Own Group (max. 10 people)
Mon, Nov 9, 11:00 AM + 26 more
Rockford · 5084 S Bend Rd
Bring Your Own Group (max. 10 people)
Mon, Nov 9, 11:00 AM + 26 more
Rockford · 5084 S Bend Rd
Deck the Halls at the Manor - Holiday Tours
Mon, Nov 30, 11:00 AM + 11 more
Rockford · 5084 S Bend Rd
Deck the Halls at the Manor - Holiday Tours
Mon, Nov 30, 11:00 AM + 11 more
Rockford · 5084 S Bend Rd
Patriotic Flower Arrangement Class
Mon, Jun 29, 6:00 PM
Lowell · Toasted S'mores Company
Patriotic Flower Arrangement Class
Mon, Jun 29, 6:00 PM
Lowell · Toasted S'mores Company
Sales end soon
The Lights Fest - Chicago
Saturday at 4:00 PM
Twin Lakes · 2305 Richmond Rd
Sales end soon
The Lights Fest - Chicago
Saturday at 4:00 PM
Twin Lakes · 2305 Richmond Rd
Goldfish Algonquin Dunks with Dad!
Wed, Jun 17, 12:30 PM
Algonquin · Goldfish Swim School - Algonquin
Goldfish Algonquin Dunks with Dad!
Wed, Jun 17, 12:30 PM
Algonquin · Goldfish Swim School - Algonquin
Red, White, and Ü: A Summer Celebration with Popsicle® and Grüns
Sunday at 11:00 AM
Chicago · City Winery at the Riverwalk
Red, White, and Ü: A Summer Celebration with Popsicle® and Grüns
Sunday at 11:00 AM
Chicago · City Winery at the Riverwalk
Father's Day Celebration Saturday | June 13, 2026 (State Street)
Sat, Jun 13, 1:00 PM
Chicago · Macy's State Street
Father's Day Celebration Saturday | June 13, 2026 (State Street)
Sat, Jun 13, 1:00 PM
Chicago · Macy's State Street

Trends in Oswego

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Frequently asked questions about Oswego

What are the best events to attend?

According to Eventbrite, the best events are:

Red, White and Cruise - Margaritaville 4th of July Event

St. Patrick's Day Lucky Charms Wrigleyville Bar Crawl

Chicago Labor Day Weekend All White Attire Party Cruise

Chicago Halloween Party Cruise | Pier Pressure® Black Pearl

Which events are currently trending in Oswego?

The trending searches this month in Oswego are:

memorial day party

mother's day brunch

events happening near me

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

The Lights Fest - Chicago

Red, White, and Ü: A Summer Celebration with Popsicle® and Grüns

Father's Day Celebration Saturday | June 13, 2026 (State Street)

Goldfish Algonquin Dunks with Dad!