Sports & Games This Weekend in Chicago (August 14 – August 16, 2026)
14 live sports events Friday–Sunday in Chicago, sorted by date.
Chicago, IL · Wrigley Field
Chicago Cubs vs. St. Louis Cardinals
Franklin, WI · Franklin Field - WI
Milwaukee Milkmen vs. Kansas City Monarchs
Rosemont, IL · Impact Field
Chicago Dogs vs. Lake Country DockHounds
Midlothian, IL · Ozinga Field
Windy City ThunderBolts vs. Joliet Slammers
Chicago, IL · Soldier Field
NFL Preseason: Chicago Bears vs. Cleveland Browns
Chicago, IL · Wrigley Field
Chicago Cubs vs. St. Louis Cardinals
Franklin, WI · Franklin Field - WI
Milwaukee Milkmen vs. Kansas City Monarchs
Rosemont, IL · Impact Field
Chicago Dogs vs. Lake Country DockHounds
Midlothian, IL · Ozinga Field
Windy City ThunderBolts vs. Joliet Slammers
Franklin, WI · Franklin Field - WI
Milwaukee Milkmen vs. Kansas City Monarchs
Midlothian, IL · Ozinga Field
Windy City ThunderBolts vs. Joliet Slammers
Chicago, IL · Wrigley Field
Chicago Cubs vs. St. Louis Cardinals
Rosemont, IL · Impact Field
Chicago Dogs vs. Lake Country DockHounds
Chicago, IL · Soldier Field
Chicago Fire FC vs. Portland Timbers
Fri · 6:20 PM
Chicago Cubs vs. St. Louis Cardinals
Wrigley FieldChicago, IL
Fri · 11:30 PM
Milwaukee Milkmen vs. Kansas City Monarchs
Franklin Field - WIFranklin, WI
Fri · 11:30 PM
Chicago Dogs vs. Lake Country DockHounds
Impact FieldRosemont, IL
Fri · 11:35 PM
Windy City ThunderBolts vs. Joliet Slammers
Ozinga FieldMidlothian, IL
Sat · 5:00 PM
NFL Preseason: Chicago Bears vs. Cleveland Browns
Soldier FieldChicago, IL
Sat · 6:20 PM
Chicago Cubs vs. St. Louis Cardinals
Wrigley FieldChicago, IL
Sat · 11:00 PM
Milwaukee Milkmen vs. Kansas City Monarchs
Franklin Field - WIFranklin, WI
Sat · 11:00 PM
Chicago Dogs vs. Lake Country DockHounds
Impact FieldRosemont, IL
Sat · 11:05 PM
Windy City ThunderBolts vs. Joliet Slammers
Ozinga FieldMidlothian, IL
Sun · 6:00 PM
Milwaukee Milkmen vs. Kansas City Monarchs
Franklin Field - WIFranklin, WI
Sun · 6:05 PM
Windy City ThunderBolts vs. Joliet Slammers
Ozinga FieldMidlothian, IL
Sun · 7:15 PM
Chicago Cubs vs. St. Louis Cardinals
Wrigley FieldChicago, IL
Sun · 8:00 PM
Chicago Dogs vs. Lake Country DockHounds
Impact FieldRosemont, IL
Sun · 10:30 PM
Chicago Fire FC vs. Portland Timbers
Soldier FieldChicago, IL
Chicago runs 6 pro teams across NBA, NHL, NFL, MLB, and WNBA — the Bulls (NBA), the Blackhawks (NHL), the Bears (NFL), and the Cubs (MLB), and more. This page filters every live listing to August 14 – August 16 only — sorted by date so the earliest weekend start sits on top — so a Friday-night game, a Saturday matinee and a Sunday afternoon all surface in one feed.
What's worth seeing in Chicago this weekend
Baseball is the value play in Chicago: an 81-date home schedule means the Cubs at Wrigley Field carry the deepest, softest inventory, and weeknight upper-deck seats are routinely the cheapest tickets in town inside a 41,649-seat ballpark.
Hockey seats swing hard by opponent — the Blackhawks at United Center price midweek non-rivalry games far below weekend and Original-Six matchups, so a flexible date is the surest path under $50.
Basketball pricing tracks the marquee visitors: the Bulls at United Center discount weeknight games against lottery teams, where upper-bowl corners are the value seats in Near West Side.
Football is the scarcest ticket — just 9 home dates means the Bears at Soldier Field rarely dip cheap, but early-season and cold-weather late-season games are where resale softens first.
Planning Your Chicago Weekend
Chicago has 14 games on the schedule this weekend (August 14 – August 16). Bulls, Blackhawks, Bears stack their highest-demand matchups Friday through Sunday, so marquee games (rivalries, divisional clashes, premium opponents) often sell out the primary market fast. Verified resale floors regularly drop in the final 24–72 hours before first pitch or kickoff as sellers move inventory before it loses value. If you're locking in plans this week, check the grid below tonight, pick 2–3 candidate games, and watch prices into Friday morning. Weeknight pivots also work — a Tuesday or Wednesday home game routinely prices 30–50% under the Saturday date.
Chicago Weekend Venues
United Center anchors the Chicago weekend calendar, hosting most Bulls home games. The grid above pulls events across every covered Chicago venue, so a Friday-night game, a Saturday matchup, and a Sunday afternoon all surface in one feed.
Chicago sports market at a glance
Chicago is one of the country's deepest sports markets, with 6 pro teams spanning NBA, NHL, NFL, MLB, and WNBA. That translates to roughly 273 combined home dates across the calendar year, which means competition for entertainment dollars keeps the secondary market active and gives flexible buyers more chances to find value.
Venue capacity shapes the price floor here. Soldier Field seats 61,500 for Bears games, which creates more available inventory per event and generally softer resale pricing. In contrast, Wintrust Arena holds 10,387, so Chicago Sky tickets carry tighter supply and higher floors on popular dates.
Game-day guide: Chicago venues
United Center — Bulls (NBA)
United Center (20,917 seats) is a large indoor arena in Near West Side that hosts Bulls (NBA) home games. Upper-level center seats are the value play for sightlines, with lower-bowl corners and baselines offering closer views at mid-range prices. Courtside, rinkside, and club sections sit at the top of the price scale. Numerous team-operated lettered lots surround the arena along Madison Street and Damen Avenue. Served by CTA buses on Madison Street with the Illinois Medical District Blue Line station a short ride away.
Soldier Field — Bears (NFL)
Soldier Field (61,500 seats) is a large open-air stadium in Near South Side that hosts Bears (NFL) home games. In a stadium this size, upper-deck sideline sections offer the best value views, while lower-bowl seats between the 20-yard lines or behind home plate carry the highest prices. End-zone and outfield seats split the difference. Event parking is available in the North Garage, the Waldron Deck, and the South Lot on the Museum Campus. Reachable via CTA bus route 146 and the Roosevelt CTA station, plus Metra's 18th Street and Museum Campus/11th Street stations.
Wrigley Field — Cubs (MLB)
Wrigley Field (41,649 seats) is a mid-size stadium in Wrigleyville (Lakeview) that hosts Cubs (MLB) home games. In a stadium this size, upper-deck sideline sections offer the best value views, while lower-bowl seats between the 20-yard lines or behind home plate carry the highest prices. End-zone and outfield seats split the difference. Limited on-site parking; fans use remote permit lots and neighborhood Wrigleyville garages and lots. Served directly by the CTA Red Line Addison station steps from the ballpark.
Rate Field — White Sox (MLB)
Rate Field (40,615 seats) is a mid-size stadium in Armour Square / Bridgeport (South Side) that hosts White Sox (MLB) home games. In a stadium this size, upper-deck sideline sections offer the best value views, while lower-bowl seats between the 20-yard lines or behind home plate carry the highest prices. End-zone and outfield seats split the difference. Several team-operated surface lots (Lots A through L) surround the ballpark off 35th Street and Shields Avenue. The CTA Red Line Sox-35th station sits directly across the Dan Ryan Expressway from the ballpark.
Wintrust Arena — Chicago Sky (WNBA)
Wintrust Arena (10,387 seats) is a mid-size arena in South Loop / McCormick Square that hosts Chicago Sky (WNBA) home games. Upper-level center seats are the value play for sightlines, with lower-bowl corners and baselines offering closer views at mid-range prices. Courtside, rinkside, and club sections sit at the top of the price scale. The McCormick Place garages on Martin Luther King Drive and Indiana Avenue connect to the arena, with additional South Loop lots nearby. The CTA Green and Red Lines (Cermak-McCormick Place and Cermak-Chinatown stations) plus the #3 and #21 buses serve the arena.