10:00 AM · 1 h
L from O'Hare or Midway to the Loop
Direct and car-free; Blue Line from O'Hare, Orange from Midway

Christkindlmarket, ZooLights and the Walnut Room on a December weekend
Skate by the skyline, browse holiday windows, see A Christmas Carol and ZooLights, then warm up with deep-dish pizza and winter ale. A festive pace with room to wander.
3 days · 18 stops
What it's like in DecemberExpect highs around 4°C (39°F) and lows near -3°C (26°F), with about nine rainy days. Dress in layers and bring a warm coat.
Day 1 · Fri, Dec 11 · Free
Market, skyline views, skating, then deep-dish dinner.
10:00 AM · 1 h
Direct and car-free; Blue Line from O'Hare, Orange from Midway
12:00 PM · 1 h 30 min
Fri, Dec 11: market open 11:00-21:00; arrive by noon
2:00 PM · 1 h
Cozy tavern facing Millennium Park for a warm break
3:15 PM · 45 min
The Bean with the official tree beside it, golden hour
4:15 PM · 1 h 15 min
Classic rink beneath the skyscrapers at dusk
6:45 PM · 1 h 30 min
Buttery-crust Chicago deep-dish; Friday waits are long

12 stops
Day 2 · Sat, Dec 12
7 stops · Loop, Magnificent Mile, Lincoln Park
Day 3 · Sun, Dec 13
5 stops · East Garfield Park, Wrigleyville, Lakeview
Everything below Day 1, plus offline maps and free updates until Nov 20.
Apple Pay · Google Pay · card 7-day refund
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