Chicago skyline
Pontiac, a stop along the Route 66, Illinois

Illinois holidays - Trendy, jaw-dropping and creative

The Land of Lincoln sits between Indiana and Missouri and somewhere between an old-world charm  and the new. Beyond Chicago and Lake Michigan the state of Illinois offers some remarkable opportunities for self-drive and escorted touring.

Why American Sky?
Your money is safe We safeguard your money with IAA protection and have membership to codes of best conduct.
Why American Sky?
Award WinningExcellence in customer service
Award Winning Excellence in customer service Awarded 2024 Feefo Platinum Trusted Service Award for Tropical Sky's excellence in customer service.
Why American Sky?
Award Winning
We answer quickly On average, calls are answered within three rings. We also respond to emails quickly.
Why American Sky?
Award Winning
We offer expert advice and great service Our luxury tailor-made holidays are created with impeccable service from start to finish.

A state that's both historical and ahead of the trend

Home to American Presidents Lincoln, Grant, Reagan and Obama, Illinois’ history is steeped in national pride, with a heritage depicted in its historical monuments. Holidays to Illinois are best enjoyed as escorted tours, expanding from Chicago or through the state, giving you both confidence and freedom to enjoy everything that it has to offer.

Explore Illinois

Visit the Great Rivers Country where the mighty Mississippi and the Illinois River wind through picturesque towns and spectacular scenery. Central Illinois is home to many of the Amish communities in the state. Lake Michigan in the northeast is the second largest of the five Great Lakes. Road trip down Route 66 visiting the historic and eclectic sights that dot this classic drive. Visit the Mississippi River Country or the Illinois State House in Springfield.

When to go to Illinois

As Illinois is 400 miles long, the north and south can experience varying climates. Most of Illinois enjoys hot and humid summers and cold winters. The southernmost part of the state, from about Carbondale southward, borders on a humid subtropical climate, with more moderate winters. Annual snowfall exceeds 96cm in the Chicago area, while the southern portion of the state normally receives much less. Illinois averages around 51 days of thunderstorm activity a year and is vulnerable to tornadoes with an average of 35 occurring annually.

Visiting Illinois

Illinois is split up into five distinct tourist regions; Chicago; Springfield and the Land of Lincoln; the southern trails; the Great Rivers. Each offers very distinct attractions. Mother Road Festival in Springfield in September celebrates the classic driving experience on the historic route.

Holiday highlights

  • Chicago
  • The Old State Capitol
  • Abraham Lincoln Presidential Museum
  • Road trip down the Mother Road on Route 66
  • Springfield
  • The Cloud Gate – Millennium Park
  • Arlington Park Racecourse
  • Great Rivers Country
  • Starved Rock State Park
  • Grand Victoria Casino

Inspired travel with our expertise

Recommended holidays

Yvonne Knott
Call our travel experts now
01 6649900 Call us 9am-7pm Mon-Fri / 9am-5pm Sat-Sun