Shannon O'Brien Travel Itineraries

The best destinations

Photo of Illinois
Photo of Illinois

The Best of Illinois

#31 best destination in the world

Map view

Art Institute of Chicago

Photo of Art Institute of Chicago

Best time to visit: April-May, Sept-Oct

Cost: $

  • Museum founded in 1879, and one of the oldest and largest art museums in the world
  • Its collection includes iconic works such as Pablo Picasso's The Old Guitarist, and Grant Wood's American Gothic
  • Its permanent collection of nearly 300,000 works of art is augmented by more than 30 special exhibitions mounted yearly

Photo of Navy Pier Chicago

Best time to visit: April-May, Sept-Oct

Cost: $

  • Pier on the shoreline of Lake Michigan, located in Chicago
  • Navy Pier encompasses parks, gardens, shops, restaurants, family attractions and exhibition facilities and is one of the top destinations in the Midwestern United States

Six Flags Great America

Photo of Six Flags Great America

Best time to visit: April-May, Sept-Oct

Cost: $

  • Amusement park located in Gurnee, within Chicago, originally opened in 1976, and featuring twelve themed areas
  • Some of the themes include a Southern themed area closely based on the French Quarter, a DC Comics area, and a Klondike Gold Rush area

Cloud Gate

Photo of Cloud Gate

Best time to visit: April-May, Sept-Oct

Cost: $

  • Public sculpture that is the centerpiece of AT&T Plaza at Millennium Park in the Loop of Chicago
  • Constructed between 2004 and 2006, the sculpture is nicknamed "The Bean" because of its shape
  • Made up of 168 stainless steel plates welded together, its highly polished exterior has no visible seams, and is inspired by liquid mercury

Field Museum of Natural History

Photo of Field Museum of Natural History

Best time to visit: April-May, Sept-Oct

Cost: $

  • Natural history museum in Chicago, and one of the largest such museums in the world
  • The permanent exhibitions include fossils, current cultures from around the world, and interactive programming demonstrating today's urgent conservation needs
  • The museum and its collections originated from the 1893 World's Columbian Exposition and the artifacts displayed at the fair

Ulysses S. Grant Home, Galena

Photo of Galena

Best time to visit: May-Nov

Cost: $

  • Former home of Ulysses S. Grant, the Civil War general and later 18th President of the United States
  • The home was constructed from 1859 - 1860
  • The home was given to Grant by residents of Galena in 1865 as thanks for his war service, and has been maintained as a memorial to Grant since 1904

Route 66

Photo of Route 66

Best time to visit: April-May, Sept-Oct

Cost: $

  • U.S. Route 66 was a United States numbered Highway in Illinois that connected St. Louis, Missouri, and Chicago, Illinois
  • The historic Route 66, the Mother Road or Main Street of America, took long distance automobile travelers from Chicago to Southern California
  • The road has now been largely replaced with Interstate 55

First Division Museum, Cantigny Park

Photo of Cantigny Park

Best time to visit: April-May, Sept-Oct

Cost: $

  • The museum that has exhibits and artifacts chronicling the First Division's service history, not only in World War I, but also in World War II and later U.S. wars
  • On display outside the museum is the area's largest collection of tanks and artillery pieces, known as "Tank Park"
  • The collection includes tanks and armored vehicles from the First World War up to the present day

Krannert Art Museum, Champaign

Photo of Champaign

Best time to visit: May-Aug

Cost: $

  • Fine art museum located at the University of Illinois, in Champaign,
  • The museum is devoted to all periods of art, dating from ancient Egypt to contemporary photography
  • The museum's collection of more than 11,000 objects includes specializations in 20th-century art, Asian art, and pre-Columbian art, particularly works from the Andes

Chicago River

Photo of Chicago River

Best time to visit: April-May, Sept-Oct

Cost: $

  • System of rivers and canals that runs through the city of Chicago, including its center
  • The river is notable because it is one of the reasons for Chicago's geographic importance: the related Chicago Portage is a link between the Great Lakes and the Mississippi River Basin, and ultimately the Gulf of Mexico

Millennium Park Trail

Photo of Millennium Park

Walk difficulty: Easy

Best time to visit: April-May, Sept-Oct

Cost: $

  • Public park located in Chicago, opened in 2004, and intended to celebrate the third millennium
  • Millennium Park has four major artistic highlights: the Jay Pritzker Pavilion, Cloud Gate, the Crown Fountain, and the Lurie Garden
  • Millennium Park is successful as a public art venue in part due to the grand scale of each piece and the open spaces for display

Oak Street Beach

Photo of Oak Street Beach

Best time to visit: April-May, Sept-Oct

Cost: $

  • Sandy city beach located in Chicago, on the shore of Lake Michigan

Oz Park Loop

Photo of Oz Park

Walk difficulty: Easy

Best time to visit: April-May, Sept-Oct

Cost: $

  • Public park in Chicago that features many statues fashioned after characters in The Wizard of Oz, a book which was authored by Chicago reporter L. Frank Baum
  • Some of the characters featured include The Tin Man, The Cowardly Lion, The Scarecrow, Dorothy, and Toto

Museum of Science and Industry, Chicago

Photo of Museum of Science and Industry, Chicago

Best time to visit: April-May, Sept-Oct

Cost: $

  • Science museum located in Chicago, housed in the Palace of Fine Arts from the 1893 World's Columbian Exposition
  • Among the museum's exhibits are a full-size replica coal mine, German submarine U-505 captured during World War II, a 3,500-square-foot (330 m2) model railroad, the command module of Apollo 8, and the first diesel-powered streamlined stainless-steel passenger train (Pioneer Zephyr)

Willis Tower

Photo of Willis Tower

Best time to visit: April-May, Sept-Oct

Cost: $

  • The Willis Tower (originally the Sears Tower) is a 110-story, 1,451-foot (442.3 m) skyscraper in Chicago
  • It opened in 1973 as the world's tallest building, a title that it held for nearly 25 years
  • It is the third-tallest building in the Western Hemisphere, as well as the 23rd-tallest in the world
  • Each year, more than 1.7 million people visit the Skydeck observation deck, the highest in the United States