Chicago itinerary — 2 days
Day 1 — Chicago
3 stops · ≈ 7 h 58 min24.5-acre green space with a video display, the reflective "Bean" sculpture & an outdoor theater.
Former Navy training center draws crowds with carnival rides, restaurants, shops & fireworks.
Ivy-clad walls & manual scoreboard add retro charm to the 2nd oldest baseball stadium in the majors.
Reserve
10If you have time left — worth it too.
Lions, tigers, dolphins & more frolic in natural indoor & outdoor settings at this wildlife park.
Chicago's oldest high-rise, this 1888 Romanesque structure has a Frank Lloyd Wright-designed lobby.
Chicago River Boat Architecture Tours — boat cruises along the river showcasing the city's architecture.
Popular recreational area with winter ice skating, a climbing wall & playground equipment.
103rd floor of the Willis Tower with clear observation boxes & views extending to four states.
Север Авеню Бич — a city beach.
184-acre park with a swimming pool, fishing lagoon, athletic fields & tennis courts.
Among the world’s largest, Grant Park’s 3-level rococo fountain (1927) offers light & water shows.
Small, free zoo with lions, primates, reptiles, a children's area & an interactive farm exhibit.
Sprawling, hands-on museum full of informative, child-friendly scientific & industrial exhibits.
- Buy or tap a Ventra card for CTA trains and buses — it works on both the 'L' and city buses.
- Chicago weather changes fast: bring layers and a windbreaker, especially near the lake, even in summer.
- Downtown streets follow an easy grid system (State and Madison are the center point), so navigation is simple on foot.
- Book popular attractions like Skydeck at Willis Tower and 360 Chicago online in advance to skip long lines.
- Tipping is expected: 15–20% at restaurants, $1–2 per bag for porters, and a few dollars for taxi/rideshare drivers.