Chicago heads into Friday mostly cloudy and cool, with a high near 59°F and northeast winds gusting up to 25 mph — pack a jacket before you leave the house. The lakeshore chill is real today along Lincoln Park and the Riverwalk, where that Lake Michigan breeze will cut right through a light layer. Rain chances are minimal (just 4%), so your plans stay intact. Check the Chicago weather forecast for the latest updates.
Today’s Setup
A surface high pressure system parked over eastern Canada is keeping things quiet but cold. The National Weather Service notes temperatures will sit in the upper 50s to low 60s along the immediate lakeshore — noticeably cooler than areas south of Interstate 80. If you’re heading outdoors today, the wind is the bigger story, not rain. Allergy sufferers may notice some relief under cloudy, breezy conditions, but keep antihistamines accessible either way.
Cubs at Wrigley Field — Three-Game Homestand
The Chicago Cubs host the Houston Astros at Wrigley Field today (May 22), Saturday (May 23), and Sunday (May 24). Today is the coldest of the three: near 59°F with gusts to 25 mph off the lake. A Chicago Cubs jersey layered under a wind-resistant shell is the smart play, and a Chicago Cubs fitted cap keeps the breeze off your face in the bleachers. For seats, Get tickets on SeatGeek or Find tickets on StubHub. Saturday looks nearly identical — mostly cloudy, high near 60°F, winds easing to around 10 mph — and any early-morning showers are expected to clear well before first pitch.
Tonight’s Concerts
Two shows light up the city tonight. The SLIDE AWAY 2026 concert hits the Aragon Ballroom, and Palomazo Norteño: Clase Maestra Tour plays the Allstate Arena. Dress for the drop — temperatures fall to around 53°F overnight, with a slight chance of showers after 9 PM CT. The Palomazo Norteno t-shirt is sharp, but grab a layer for the walk to the car.
Rain and Storm Risk This Weekend
The main overnight rain focus stays east of Interstate 57, according to the National Weather Service — northwest Indiana bears the brunt, not Chicago proper. Any showers tonight will be light, with less than a tenth of an inch expected. Sunday is the murkier day. The NWS flags isolated to scattered showers and storms possible Saturday night into Sunday, though many areas will stay dry. The Sueños Festival at Grant Park on Sunday, May 24 falls in this uncertain window — if you’re bringing kids, toss kids rain boots in the bag just in case. The Chicago Fire FC vs. Toronto FC match at Soldier Field on Sunday also carries a small shower risk. The good news: the Weather Prediction Center’s excessive rainfall concern is focused on the Upper Ohio Valley and Southern Appalachians — well east of us.
What To Wear or Bring
A medium-weight, wind-resistant jacket is the call today. Rain gear is not essential Friday, but having it accessible this weekend is smart. For any outdoor gear deals to round out your kit, we have you covered.
Dinner Tonight
Cool and cloudy nights call for a warm bowl of pasta or a quick stir-fry — cozy, easy, no fuss. Need ingredients? You can order groceries on Amazon and have everything for tonight’s dinner delivered to your door.
Next Few Days
Above-normal temperatures are on the horizon — the National Weather Service expects warmth to build back into the Chicago area next week. Get through this cool, gusty weekend stretch and Chicago’s beautiful early-summer side returns soon.
