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Chicago skyline along Lake Michigan
IL, USA • City guide

Chicago

Airports: ORD, MDW

A big-league city with two ballparks, a shared West Side arena and the lakefront Bears stadium, tied together by the L and a world-class food and nightlife scene.

Stay areas

Chicago skyline along Lake Michigan
Best overall for a Chicago sports weekend

The Loop / Downtown

Chicago's central business and hotel district on the lakefront, with the best transit access to Soldier Field, the ballparks and the United Center.

Pros
  • • Huge hotel selection
  • • Walk/short ride to Soldier Field
  • • L lines to Wrigley, Rate Field and the United Center
Cons
  • • Premium pricing
Nightlife 8/10 Upper O'Hare (ORD) ~19 mi; Midway (MDW) ~11 mi.
Hotelstrips take

The best all-round base: walk to Soldier Field and take the Red Line to either ballpark.

Chicago skyline along Lake Michigan
Best for a game-only Cubs trip

Wrigleyville / Lakeview

The neighborhood wrapped around Wrigley Field — one of the great walk-up ballpark scenes in sports, with bars on every corner.

Pros
  • • Walk to Wrigley Field
  • • Legendary game-day bars
  • • Red Line to downtown
Cons
  • • Rowdy on game nights
  • • Boutique hotels only
Nightlife 9/10 Mid-to-upper O'Hare (ORD) ~14 mi.
Hotelstrips take

The essential Cubs experience — stay in Wrigleyville and never need a car.

Chicago skyline along Lake Michigan
Best for nightlife

River North

Chicago's nightlife and dining hub just north of the river, walkable to downtown transit and close to the United Center.

Pros
  • • Best restaurant and bar density in the city
  • • Walk to Loop transit
  • • Close to the United Center
Cons
  • • Busy and pricey on weekends
Nightlife 9/10 Upper O'Hare (ORD) ~16 mi.
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Stay here to pair the game with Chicago's best night out, minutes from the United Center.

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