Whiting beaches, are featured as #2 in The Best Places to Go Surfing on the Great Lakes. Known of big waves on N, NNE Winter winds. Short video on possible conditions.

Featured as #1 in The Best Places to Go Surfing on the Great Lakes. "The Fresh Water Surf Capital of the World " (:wink: :wink:) accordingly to visitsheboygancounty.com. Works best on NE, NW, SE winds. They also have indoor FlowRider surf simulator in Blue Harbor Resort's Breaker Bay indoor waterpark (links below).

• North Side Municipal Beach - popular surf spot with sandbar and reef breaks. Check this video clip from Step Into Liquid: Surf Wisconsin on the summary of local conditions and surf culture.
• The Riptide Double Surf Simulator in Blue Harbor Resort's waterpark. FlowRider machine, see videos: demo of Sheboygan Blue Harbor wave simulator, double wave setup, this guy is rippin' it!. Looks like they allow only their equipment, bodyboards look pretty close to normal ones, surfboard is custom to the machine but seems like workable for a fun session
• Kohler-Andrae State Park . Waves build at offshore reef and beach

Check out Milwaukee, WI too, just 1 hour South.

Holland State Park - beautiful half mile sand beach. The surf kicks in on NW.

Tunnel Park - sandbar and shore break work reliably on N, NE, SW winds.

Empire and Frankfort of State Michigan are along absolutely gorgeous rolling miles of sandy beaches with secluded surf breaks and dunes. From North to South, Empire, MI area first:

Sleeping Bear Point aka Sleeping Bear Dunes National Lakeshore - you may have to walk quite a bit. Featured as #3 in The Best Places to Go Surfing on the Great Lakes

Village Park - clean and well maintained Empire Municipal Beach full set of amenities and a lighthouse.

Esch Road Beach

Then down to Frankfort, MI which has at least 2 surf spots:

Elberta Municipal Beach - beach break South of outlet.

Frankfort Municipal Beach - break North of lake outlet, best on SW wind.

Grand Haven, MI is Lake Michigan's oldest surf spot. Works on SW and NW. Head to Grand Haven City Beach with numerous sand bars. Sand bars work on SW and NW.

Grand Haven State Park at South Pier - has large waves on SW and strong NW winds. Popular for easy access off end of pier.

North Beach Park - pounding sand breaks on NW.

Milwaukee, WI  is not just breweries and home of Harley-Davidson. Milwaukee does have versatile surf spots right in the city and in its immediate suburbs. Definitely worth checking out for surfing, bodyboarding, kiting, windsurfing on lake Michigan. See Milwaukee North shore u-control web cam by LakefrontCam.com.

Bradford Beach offers half-mile long beach and sand break working on NE and SE winds. See u-control web cam by LakefrontCam.com.

McKinley Beach - sandbar and beach breaks on S, SE and E winds. Parking at McKinley Park . Can be seen from Milwaukee North shore u-control web cam by LakeFrontcam.com.

Big Bay park at Whitefish Bay is known for reliable sandbar break. Waves build on SE, NE and N.

Grant Park in South Milwaukee, WI. Sandbar. Works on N, NE and strong S, SE winds.

If you don't mind driving 1 hour North, check out Sheboygan, WI. If no waves at all, try their FlowRider wave machine in Blue Harbor Resort's Breaker Bay indoor waterpark.

The Windy City is rich of surfspots. Word of caution - you may be ticketed for surfing here. As of 2012, only four Chicago beaches are officially open for surfing:

Kathy Osterman Beach - nice sandy beach should work on N, NE winds.

North Avenue Beach - busy sandy beach off downtown.

Montrose Beach - half-mile sand beach with breakwall. Works on NE, N, NW. Montrose Beach is the most popular windsurfing location in Chicago.

Rainbow Beach shallow sand beach with offshore breakwall. Works on NE, N and NW.

57th Street Beach - may work on E, NE, SE.