Chicago Flights and Holidays, Cheap Chicago Flights and Holidays from Dublin Ireland, Cheap Last Minute Chicago Flights, Holidays - Club Travel

What type of holiday would you like?

    • 16+ years

    • 12-15 years

    • 2-11 years

    • 0-23 months

Subscribe to Holiday Deals

By submitting the form below, you are providing your consent to receive marketing communications from Club Travel and its associated companies by email. Please see our Privacy Policy below for more information on how your personal data will be used.

Welcome to Chicago

Chicago holidays and honeymoons

Call us on 01 435 0056 for cheapest deals !!

Los Angeles Holiday Offers

Miami Holiday Offers

Las Vegas Holiday Offers

New York Holiday Offers

Orlando Holiday Offers

San Francisco Holiday Offers

San Diego Holiday Offers

Chicago as a holiday destination is a city where you will encounter magnificent experiences. A Chicago getaway means abundant sunshine while you explore the city’s large number of shops, enjoying the fresh crisp air as you enjoy a bike ride through some of Chicago’s well-maintained parks and comfortable cool temperatures as you tour the mesmerising historical sights and the architectural treasures of this sprawling American city.

Chicago is home to 2.7 million people and it is the third largest city in the United States. It is situated on the waters of Lake Michigan. If you wish to see this very scenic city in all its beauty, we have flights and holidays always available. This international business and commerce capital is a combination of extreme urbanism with green retreats. Chicago is a multicultural city, which thrives on the harmony and the diversity of its neighbourhoods.  It offers top-class museums, an active theatre scene and fantastic art-exhibitions. Chicago’s local cuisine is sure to satisfy all palates.

The city of Chicago covers an area of 60,000 hectares and it sits 176 metres above sea level on the south-western shore of Lake Michigan. At 190km wide and 495km long, it is the 5th largest body of fresh water in the world, and we offer flights and all-inclusive holidays to Chicago from Ireland at very reasonable prices.

During your Chicago holiday, you have to enjoy Chicago’s extensive parklands, which, includes 3,000 hectares of city parks, which attract an estimated 8.6 million visitors annually.

For all you shoppers out there, Chicago is a premier shopping and fashion destination with major department stores to chic designer boutiques to choose from. Check out our cheap deals on flights to Chicago from Ireland. The city boasts a vibrant retail scene, which caters for the needs of every shopper.

There are a number of attractions, which you have to visit while staying in Chicago. One of these attractions is the Navy Pier. The Navy Pier is a 3,300- foot long pier on Chicago’s shoreline of Lake Michigan. It is a top tourist attraction in Chicago, which sees 8 million annual visitors. Navy Pier is a place where Chicagoans and tourists alike can come together to enjoy all the fun and beauty of a day on Lake Michigan. Navy Pier is a tradition. When you see what there is to do, it’s easy to see why that tradition gets bigger and bigger each year. As well, you can take in stunning skyline views on the Ferris wheel. To enjoy this wonderful tourist attraction, talk to us about our cheap deals on flights and holidays to Chicago from Ireland.

Other attractions, which you definitely have to visit while in Chicago, are the Willis Tower and a shoreline sightseeing tour. The Willis Tower is a 108-story, 1,451- foot skyscraper. When construction finished the Willis Tower was the tallest building in the world, surpassing New York’s World Trade Centre Towers.

It held its rank for 25-years. The Willis Tower is the tallest building in the United States and it is the seventh tallest freestanding structure in the world. This amazing skyscraper is one of the most popular tourist attractions in Chicago, with over one million people visiting its spectacular observation deck every year.

While you're on holiday in Chicago, experience one of Chicago’s popular architecture cruises. Shoreline sightseeing offers daily boat cruises along the Chicago River and out into Lake Michigan. It's a great way of experiencing Chicago’s iconic skyline.


Chicago has so much nightlife to offer its visitors from dance clubs to swanky lounges; you’ll find it all here in the Windy City. Be seen in one of Chicago’s hottest nightclubs or taste some of Chicago’s Craft Beers.

Chicago’s museums are very rich and robust. Explore everything from history, culture, military, art to the planet Earth. Chicago is the birthplace of improv comedy – so a comedy must be on your-do-do-list.

The people of Chicago are pleasant and hard working with a great enthusiasm for sport. If you enjoy sports and you are interested in a more action-packed Chicago outing, you should hit a game. Check out some of the professional teams including Bulls, Blackhawks and the Bears.

The "Windy City" has plenty to offer all its visitors, so no matter what time of the year you decide to visit Chicago, you will be able to find so much to see and do.

Information & Facts


Chicago River Cruise

Chicago Cycle Tour

Hop on-Hop off City Bus Tour

Segway Tour Chicago

John Hancock Observatory Tour


Chicago experiences a humid continental climate and four totally different seasons. Summers in Chicago are normally hot and very humid while winters are usually cold and you can expect plenty of snow with some sunny days. Spring and Autumn in Chicago are mild seasons with very low humidity.

Kids Attractions

Gilmore Car Museum

Lincoln Park Zoo

Brookfield Zoo

Art Institute of Chicago

Museum of Science and Industry

Field Museum of Natural History

Shedd Aquarium




US Dollar


Navy Pier

The Willis Tower

Wrigley Field

Hull House

Buckingham Fountain

Chicago River

John Hancock Center

Chicago Theatre

Millenium Park

Lake Michigan

Chicago Picasso

Chicago Cultural Center


-6 Hours

Essex Inn

The hotel has a good location within the city and also offers a free shuttle service to the Magnificent Mile and Water Tower Place (Michigan Avenue/shopping). Another amenity of the property is an all-season rooftop swimming pool and fitness center. Located on the fourth floor, this area features a..
Embassy Suites Chicago Downtown Lakefront

This air-conditioned, upscale, sophisticated hotel is loaded with all the amenities today's travellers expect. The property is ideal for families and comprises a total of 455 rooms. Guests can experience the stunning architecture, comfortable suites and convenient location. The hotel offers stays in..
Doubletree Hotel Chicago-Wood Dale/Itasca

After a long day of meetings or Chicago sightseeing our warm and inviting accommodations will surely be a welcome sight. Sink in to a plush bed featuring our Sweet Dreams by Doubletree sleep experience. Sit back and enjoy a premium cable channel or relax with an in-room movie. If business is a must high-speed..
DoubleTree by Hilton Magnificent Mile

The hotel is centrally located in downtown Chicago in the Gold Coast Area, 2 blocks from Michigan Avenue shopping, 1.5 kilometres from the Loop and approximately 45 minutes from O'Hare International Airport.The rooms are large and spacious and contemporary in style with green/gold colour schemes and..

Located within the trendy River North neighborhood just north of the Loop, guests will appreciate top attractions all within walking distance like Magnificent Mile, Navy Pier, Millennium Park & Willis Tower.Fairfield Inn & Suite Dining Room - Our Downtown Chicago hotel serves a complimentary..

No-smoking establishment offering 260 comfortable rooms and suites. All beds are equipped with Four Points by Sheraton Four Comfort Beds. There are rooms available with Jacuzzi and terrace. It also has an indoor swimming pool with terrace, business centre, 280 m² of space for gatherings and an outdoor..

Love shopping and historic sight seeing? Welcome home to the Embassy Suites Chicago - Schaumburg/Woodfield
Embassy Suites Chicago North Shore Deerfield

A Dazzling Gem among Chicago Area Hotels in Deerfield, ILA luxurious all-suite hotel in Deerfield, IL near the North Shore, the Embassy Suites Chicago - North Shore/Deerfield hotel is ideally located for travelers wanting first rate room accommodations and guest services close to the excitement of The..
Embassy Suites Chicago Lombard Oak Brook

The Embassy Suites Chicago - Lombard /Oak Brook Hotel welcomes you to our Chicago area hotel near shopping, dining, area attractions and Fortune 500 companies. Offering Best Value among Chicago Area Hotels* Two-room suites with bedroom and living area with sofa bed, 2 wide screen LCD TVs, mini-refrigerator,..
Embassy Suites Chicago - Ohare/Rosemont

Hotel guests are also invited to enjoy the hotel-wide amenities and services during their stay in Chicago. These include high-speed wireless Internet access, on-site dining, a hotel gift shop, and hotel room service available for breakfast, lunch and dinner. The hotel also offers conference facilities.The..
Embassy Suites Chicago Downtown

This newly renovated hotel consists of 367 rooms. Whether travelling for business or leisure this hotel has great amenities for a great price and very knowledgeable and multilingual staff there to satisfy guests' needs 24 hours a day. Facilities include air conditioning, a 24-hour reception, a hotel..
Fairfield Inn & Suites Chicago Downtown

Full hotel renovation complete! Relax in our new guest rooms or socialize in our chic new public spaces! Hotel located steps from the famed Magnificent Mile. You'll find contemporary Chicago accommodations and a stylish lobby conveniently located to Chicago shopping. Find Chicago hotel discounts for..

This charming Fairfield Inn & Suites Hotel in Downtown Chicago Illinois has plenty Chicago hotel deals and is surrounded by the best the city has to offer.Full hotel renovation complete! Relax in our new guest rooms or socialize in our chic new public spaces! Hotel located steps from the famed Magnificent..
Embassy Suites Chicago - Oa?hare/rosemont

This hotel is conveniently located just 15 miles from Downtown Chicago, and two blocks from the Rosemont Blue Line CTA (El Train) station. Guests can take the CTA downtown for all of Chicagos sightseeing and shopping activities, such as the Rosemont Theater, Michigan Avenue Shopping, Millennium Park,..
DoubleTree by Hilton Hotel Chicago - Magnificent Mile (Room Only)

DoubleTree by Hilton Hotel Chicago - Magnificent Mile is a modern 3-star property offering comfortable accommodation in the heart of Chicago. Highlights include onsite dining, a rooftop pool, a fitness centre and an excellent location between the Magnificent Mile and Navy Pier.

All the 365 rooms in the hotel are suites, all of them are equipped with an en suite bathroom, air conditioning and high speed Internet access. The hotel facilities include 550m2 of meeting and conference rooms, a Wellness Centre with a gym and an indoor swimming pool and a fully equipped business centre..

Our Essex Inn is located in downtown Chicago on the Michigan Avenue across from Grant Park the Museum Campus and Lake Michigan. The hotel provides comfort personal services and excellent value. With art and music infusions running throughout the hotel rooms are stylishly decorated with framed art posters..

Located just one block from Chicago Magnificent Mile shopping area, the Four Points by Sheraton is in the perfect location to enjoy and explore all that The Windy City has to offer. The hotel is just steps away from Michigan Avenue and is surrounded by Chicago%u2019s best restaurants, bars and prime..
Doubletree Hotel Chicago - Arlington Heights

Business travelers will take pleasure in their stay at the Doubletree Hotel Chicago - Arlington Heights which provides an atmosphere that is both productive and comfortable
Embassy Suites Austin - Central

Embassy Suites Austin - Central hotel is ideally located in Austin's Central Corridor and situated minutes from the most popular attractions, corporate centers and government agencies. Visit popular sites such as the Texas State Capitol and Sixth Street Entertainment District, or explore the city via..
  • Chicago

Chicago is the third largest city in the United States. The booming international business and commerce capital charmingly and seamlessly combines extreme urbanism with silent green hideaways. Soaring skyscrapers, like the Sears Tower, are part of Chicago's splendid and diverse architecture. However, Chicago offers much more than the usual concrete jungle seen in many American cities. It has numerous prosperous ethnic neighbourhoods, a lakefront business district, the revived downtown, premium shopping and successful sports teams. This city is definitely the place to visit, with miles of sandy beaches, world-class museums of art and science, scenic parks and public art, as well as some of the most attractive modern architecture to be seen.



Choose Chicago.


Standard YouTube Licence


Club Travel Destinations

Africa Africa
Airports Airports
Asia Asia
Spain Offers
Brazil Brazil
China China
Europe Europe
India India
Middle East Middle East
Middle East
Pakistan Pakistan
Philippines Phillippines
Sports Sports Hotels
Sports Hotels
Sun Holidays Sun Holidays
Sun Holidays

ACCEPT COOKIESTo give you the best possible experience, this site uses cookies. Using this site means you agree to our use of cookies. We have published a cookies policy, which you should read to find out more about the cookies we use. View cookies policy.