Call us 9am - 9pm Mon - Sun 01342 331798

Search

All Chicago Holidays

Loading
Order by:

13 holidays found.

Prices correct as at 6pm on 27 Jul 2017. Please call for final price.

Exclusive Discount

Self-Drive Route 66

15 night Self Drive from £1,799 Including Flights

Drive across the USA from East to West starting in Chicago, the 'windy city', and ending in Los Angeles - the 'city of angels'. In between you will experience the most diverse and breath-taking scenery as you travel this historic route.

More Details

Chicago & New Orleans Twin Centre

6 Nights Tour from £1,069 Including Flights

Start of your twin centre holiday in Chicago, one of the most popular city destinations in the Midwest, Chicago incorporates a thriving cityscape with the beautiful backdrop of Lake Michigan. From here fly to New Orleans Nicknamed the Big Easy and famed for its creole restaurants, live music and Mardi Gras.

More Details

Self-Drive Chicago to New Orleans

12 Nights Self Drive from £1,819 Including Flights

Begin your self-drive tour in the exciting city of Chicago, stopping in Indianapolis before exploring Louisville, the Gateway to the South and the home of the world famous Kentucky Derby. You’ll get your fill of country music in Nashville, tour Elvis’ elegant Graceland in Memphis, and visit Civil War battlefields and grand plantation homes on your journey to New Orleans, the final destination, legendary for jazz and incredible Creole cuisine.

More Details


The Great American Crossing

15 Nights Tour from £2,799 Including Flights

From New York City to Los Angeles, this classic American tour stops off at some of the most dramatic and exciting places en route - from Niagara Falls to Chicago and the Grand Canyon to Las Vegas.

More Details

Inn of Chicago

 

3 nights from £409

Welcome to the Inn of Chicago Magnificent Mile, located just half a block east of Chicago’s Magnificent Mile, close to nightlife, art museums, galleries and fine shopping. This friendly hotel provides a great base to explore the city.

More Details

Self-Drive Jazz, Soul & Blues

10 Nights Standard from £1,489 Including Flights

Your tour starts in Chicago the "Windy City" You leave Chicago and head to St Louis, onwards to the great music cities of Nashville, Memphis and New Orleans. An amazing itinerary for lovers of Jazz, Soul and Blues.

More Details


Sheraton Grand Chicago Exterior

Sheraton Grand Chicago

 

3 nights from £479

Stylish, relaxed and in the heart of Chicago, this is the perfect option for a stay in the Windy City. Make the most of the prime location, unwind in the spacious rooms and admire the views of the city and river from your room.

More Details

Fairmont Chicago Millennium Park

 

3 nights from £489

Conveniently located in the heart of downtown Chicago, near major cultural attractions, Navy Pier, the city’s business and financial district and the world renowned shopping along the Magnificent Mile

More Details

Omni Chicago Hotel

 

3 nights from £539

Located in the heart of the Magnificent Mile, the Omni Chicago Hotel is one of the area's best-loved hotels and home to Michigan Avenue's only all-suite luxury accommodations.

More Details


Need help finding your perfect holiday? Call our travel experts on
01342 331798 Call us 9am - 9pm Mon - Sun


Get inspired

Back to Top

Get exclusive offers & deals delivered to your inbox

Tell us your holiday preferences and receive special deals and exclusive offers straight to your inbox.

Africa and its outstanding wildlife is our passion. Visit our sister site Africa Sky and let us help you create your dream tailor-made luxury safari.

Click here to visit Africa Sky