Scenic Drives in Chicago

THE BEST Chicago Scenic Drives

Scenic Drives in Chicago

  • Traveller favourites
    Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.
  • Traveller ranking
    Highest rated attractions on Tripadvisor, based on traveller reviews.
Types of Attractions
Sights & Landmarks
Sights & Landmarks
Traveller rating
Neighbourhoods
Good for
3 places sorted by traveller favourites

What travellers are saying

  • TYPSUKR
    Arlington, VA758 contributions
    Route 66 doesn't exist anymore, except in history. The route began/ended in Chicago, and the city pays tribute by having signs indicating the "start" and "end" (depending on which one-way street you are one). While there isn't anything else in the immediate vicinity relating to Route 66, it's an easy way to pay homage to this world-famous All-American route.
    Written 11 September 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Rob H
    Rotterdam, The Netherlands251 contributions
    I think best place to see the Chicago skyline. I was there in the morning and had a beautiful blue sky. After I came out of the Adler Planetarium the weather changed but even that got a good photo.
    Written 20 June 2017
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Taylor B
    Chicago, IL8,015 contributions
    Lake Shore Drive, or Outer Drive, is a multilevel expressway that runs alongside Lake Michigan through the city of Chicago. It stretches 15.83 miles from Hollywood Avenue or 5700 North to Marquette Drive and Jefferey Drive at 6600 South and is often described as the "most scenic roadway in the country" as it embraces the lakefront, the city's skyline and most major tourist attractions. It connects 13 community areas from North to South, from Edgewater to South Shore. It parallels the 18-mile Chicago Lakefront Trail, a multi-use path that runs through city parks and is popular with joggers and cyclists. Lake Shore Drive's origins date to 1882 when hotel magnate Potter Palmer built his "castle" at 1350 North Lake Shore Drive and coerced the city to build the street adjacent to his lakefront property to enhance its value. One of the major features of LSD is the Outer Drive Bridge, also known as Link Bridge, which carries LSD traffic over the Chicago River. It was the widest and longest bascule bridge in the world when it was constructed in 1937, a year after LSD was completed by architect Ludwig Mies Van der Rohe. Notable sites along the route are Burnham Park, Chicago Yacht Club, Drake Hotel, Du Sable Park, Grant Park, Jackson Park, Lake Point Tower, Lincoln Park, Montrose Beach, Adler Planetarium, Field Museum, Shedd Aquarium, Museum of Science and Industry, Promontory Point, Navy Pier, Soldier Field, North Avenue Beach, Oak Street Beach, Belmont Harbor and Temple Sholom.
    Written 5 June 2021
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
Frequently Asked Questions about Chicago