Illinois Holidays

Midwestern Charm & Urban Energy

Illinois, The Prairie State

Illinois, located in the heart of the Midwest, offers a fascinating mix of bustling cities, scenic countryside, and rich cultural heritage. Chicago, the state’s iconic metropolis, dazzles visitors with its striking skyline, world-class museums, diverse culinary scene, and vibrant music and arts culture. Beyond the city, Illinois features rolling prairies, charming small towns, and picturesque river valleys perfect for outdoor adventures and relaxing getaways. From exploring historic landmarks and cultural festivals to enjoying lakeside recreation and local cuisine, Illinois provides a diverse and engaging experience that blends urban excitement with Midwestern charm.

Illinois cloud gate daylight

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Illinois is a beautiful state just waiting to be discovered.

With everything from beautiful lakes to bustling cities, this is the perfect destination for those looking to do something a little different. Illinois is home to Chicago and it is the starting point of the world famous Route 66.

Illinois is a fantastic destination for an interesting and exciting american fly drive holiday and with it’s mix of quaint towns, bustling cities, lakes and so much more, it’s easy to see why.

Coming Soon

We're Curating Exciting Attractions for This Destination

We’re building out our comprehensive attraction listings for this destination and will have them available in the future. While we complete this section, we invite you to browse through all of our other attractions we’ve already featured across our other destinations. Discover incredible experiences and start planning your journey today.

Information

Average Flight Time:
8 Hours
Average Temperature:
17°C
/ 63°F
Best Time to Visit:
May, September, October
Best Suited To:
Singles, Couples, Family
Build Your Perfect Trip

Explore curated itinerary ideas to inspire your holiday.

8 Nights
From €

Jazz Blues and Rock n Roll

This nine-day rail journey is perfect for music lovers! Launch your journey in Chicago and explore its famous blues scene and all the popular sites. Then, enjoy a relaxing train ride as you head to Memphis, the birthplace of rock ‘n’ roll. Don’t forget to soak in the lovely landscape along the way. See all Memphis has to offer, including Elvis’s famous mansion, Graceland. Your last stop is New Orleans, the birthplace of jazz. Treat your ears and palate with a jazz brunch at the famous Court of Two Sisters restaurant. Take in the picturesque sights of New Orleans and the French Quarter from the deck of an old-fashioned paddlewheel boat. This trip is truly a music lover’s dream come true!
13 Nights
From €

Route 66 by Train

Board Amtrak® and ride the rails along historic Route 66! Take in the iconic architecture of Chicago “The Windy City”, enjoy a walking tour around historic Albuquerque, ride the Grand Canyon Railway to the Canyon’s South Rim, and tour Beverly Hills to see the homes of the stars and starlets of Los Angeles. Journey along the famous Route 66 highway system as you make your way south towards the Grand Canyon and marvel at the immense beauty at one of the 7 natural Wonders of the World. A magical trip across the country awaits on the Route 66 by Rail journey!
Your Gateway to a Perfect Stay

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Millennium Hotel Knickerbocker Chicago

Millennium Hotel Knickerbocker Chicago

Historic hotel on the Magnificent Mile, offering classic charm, modern conveniences, and easy access to shopping, dining, and cultural attractions.

Loews Sapphire Falls Resort at Universal Orlando
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