4 Days In Chicago: Willis Tower, Riverwalk & Wrigley Field

By Travelyfe · Published · Updated

4 Days In Chicago: Willis Tower, Riverwalk & Wrigley Field — Chicago, United States

A Transformers style city break in Chicago for four friends. You'll see Willis Tower, Millennium Park, the Chicago Riverwalk, Navy Pier and Wrigley Field. You stay at Hotel Chicago Downtown, Autograph Collection.

  • Toronto, Canada to Chicago, United States
  • 4 days
  • 25 stops
  • 4 travellers

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Day 1

5 stops · starts 12:30

  1. Lunch At Portillo's

    12:30 · Restaurant · 1 h

    88 E Wacker Pl, Chicago, IL 60601, United States

    Next: 9 min walk

  2. Millennium Park

    13:45 · Landmark · 1 h 15 min

    201 E Randolph St, Chicago, IL 60601, United States

    Next: 6 min walk

  3. Art Institute of Chicago

    15:15 · Museum · 2 h

    111 S Michigan Ave, Chicago, IL 60603, United States

    Next: 13 min walk

  4. Chicago Architecture Center

    17:30 · Activity · 1 h 30 min

    111 E Wacker Dr, Chicago, IL 60601, United States

    Next: 5 min walk

  5. Dinner At Lou Malnati's Pizzeria

    19:30 · Restaurant · 1 h 30 min

    The Wrigley Building, 422 N Michigan Ave, Chicago, IL 60611, United States

Day 2

8 stops · starts 08:30

  1. Breakfast At Wildberry Pancakes and Cafe

    08:30 · Café · 1 h

    130 E Randolph St, Chicago, IL 60601, United States

    Next: 13 min transit

  2. Willis Tower

    10:00 · Activity · 1 h 30 min

    233 S Wacker Dr, Chicago, IL 60606-7147, United States

    Next: 2 min walk

  3. S Lower Wacker Dr

    11:45 · Landmark · 30 min

    S Lower Wacker Dr, Chicago, IL 60606, United States

    Next: 16 min walk

  4. Lunch At Billy Goat Tavern

    12:45 · Restaurant · 1 h

    Merchandise Mart Station, 300 N Wells St, Chicago, IL 60654, United States

    Next: 15 min walk

  5. The Wrigley Building

    14:15 · Landmark · 30 min

    400-410 N Michigan Ave, Chicago, IL 60611, United States

    Next: 5 min walk

  6. Chicago Riverwalk

    15:00 · Nature · 1 h 15 min

    2 N La Salle St, Floor 2, Chicago, IL 60602, United States

    Next: 13 min transit

  7. Navy Pier

    16:45 · Activity · 2 h

    600 E Grand Ave, Chicago, IL 60611, United States

    Next: 38 min transit

  8. Dinner At Girl & the Goat

    19:45 · Restaurant · 1 h 30 min

    809 W Randolph St, Chicago, IL 60607, United States

Day 3

8 stops · starts 08:30

  1. Breakfast At Do-Rite Donuts & Chicken

    08:30 · Café · 45 min

    Northwestern University, 233 E Erie St, Chicago, IL 60611, United States

    Next: 11 min walk

  2. 360 Chicago

    09:30 · Viewpoint · 1 h 15 min

    875 N Michigan Ave, FL 94, Chicago, IL 60611, United States

    Next: 3 min walk

  3. Magnificent Mile

    11:00 · Shopping · 1 h 15 min

    Magnificent Mile, Chicago, IL, United States

    Next: 12 min transit

  4. Lunch At Giordano's

    12:45 · Restaurant · 1 h 15 min

    Millennium Station, 122 E Randolph St, Chicago, IL 60601, United States

    Next: 25 min transit

  5. Shedd Aquarium

    14:30 · Activity · 2 h

    1200 S DuSable Lake Shore Dr, Chicago, IL 60605, United States

    Next: 7 min walk

  6. Field Museum

    16:45 · Museum · 1 h 30 min

    1400 S DuSable Lake Shore Dr, Chicago, IL 60605, United States

    Next: 32 min transit

  7. Dinner At Au Cheval

    19:00 · Restaurant · 1 h 30 min

    800 W Randolph St, Chicago, IL 60607, United States

    Next: 16 min drive

  8. Kingston Mines

    21:00 · Evening Out · 1 h 30 min

    2548 N Halsted St, Chicago, IL 60614, United States

Day 4

4 stops · starts 09:00

  1. Breakfast At Lou Mitchell's

    09:00 · Restaurant · 1 h

    565 W Jackson Blvd, Chicago, IL 60661, United States

    Next: 35 min transit

  2. Wrigley Field

    10:45 · Activity · 1 h 30 min

    1060 W Addison St, Chicago, IL 60613, United States

    Next: 9 min drive

  3. Lunch At Pequod's Pizza

    12:45 · Restaurant · 1 h 15 min

    2207 N Clybourn Ave, Chicago, IL 60614, United States

    Next: 14 min drive

  4. Lincoln Park Zoo

    14:15 · Activity · 1 h 30 min

    2400 N. Cannon Drive, Chicago, IL 60614, United States

Where To Stay

  • Hotel Chicago Downtown, Autograph Collection — 333 N Dearborn St, Chicago, IL 60654, United States

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