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Best Chicago holiday packages:

Holidays in Chicago

Looking to break free and trade the daily grind for adventure and inspiration? Now's the time to make your Chicago dreams a reality!

Chicago Holidays

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Holidays in Chicago

The population of this city is 2,700,000.

The state capital, Springfield, sits 180 miles southwest of this destination, while Whiting is located 15 miles southeast.

In a world-renowned destination overflowing with things to discover, the Northwestern University and the University of Chicago shine brightly above the rest. The Art Institute of Chicago and Six Flags Great America are just as impressive.

If you're holidaying with the whole family, trips to the Chicago Children's Museum and the Lake County Fairgrounds will most definitely put huge smiles on everyone's faces! If you're up for a bit more adventure, the Kane County Fairgrounds and Wagner Farm are some other possibilities.

Rest your head against the glass and observe the different underwater creatures as they float around the tanks at John G. Shedd Aquarium.

Both adults and kids will have a great time getting up close to the variety of amazing animals at the Brookfield Zoo and the Lincoln Park Zoo. You can also admire the wild wonders that call the Farm-in-the-Zoo home.

You're going to need to keep your eyes wide open as the expert racers rip around the track at the Richard Petty Driving Experience. One blink at these speeds and you'll miss it!

Would you like to sip and swirl your way through the area's best wineries? The Lynfred Winery and the Fox Valley Winery are popular places to try the local blends. After that, head over to the Valentino Vineyards for an even greater insight into the winemaking industry.

There's nothing like a night out at a casino to jump start the festive spirit! Take on the baccarat dealer and get into the high-stakes action or just wander around and soak up the sights at the Hollywood Casino and the Rivers Casino. For more games, you can't go past the Harrah's Casino and the Grand Victoria Casino.

Botanical experts and novices alike will be glad to learn about this region's regional and international plant collections. For a blossom-filled day, start with a stroll around the winding pathways at the Chicago Botanic Garden. Once you're done there, head to Garfield Park Conservatory, where the array of species alone is worth beholding. If you'd like to see more, the floral displays at Lincoln Park Conservatory and the Emily Oaks Nature Centre are also rather unique.

From tossing a ball around to simply relaxing on the grass, there are loads of reasons to visit a green space like Millennium Park or Lincoln Park. Alternatively, get your body moving and let the kids burn off some energy by walking around Grant Park or Morton Arboretum.

To really get under the skin of a destination, there’s nothing like picking up some local knowledge. Whatever you're on the lookout for, the dedicated staff at Oak Park Visitors Centre will be able to show you the way.

McCullom Lake and Bubbly Creek truly appeal to the senses. Not just because of the soothing atmosphere and beautiful views that naturally accompany freshwater lakes, but also for the liveliness of the native birdlife that flock there, too. If you're attempting to check off every natural waterbody in the area, McCullom Lake is another one you should add to the itinerary.

An afternoon by the ocean is the ideal antidote to the fast pace of the city, so why not spend some time breathing in the fresh, salty air at North Avenue Beach or Illinois Beach State Park? Those eager to explore more can continue on to Montrose Beach and Ohio Street Beach.

Chicago has a range of natural reserves, such as Montrose Harbour and Waukegan Harbour. Two more areas to have a look at are Deer Grove Forest Preserve and Northerly Island Park.

Go to the Chicago Museum of Science and Industry or the Field Museum of Natural History if the weather's not looking nice. Study the educational exhibits or just relax in the peaceful settings. The Adler Planetarium and Astronomy Museum and the Chicago History Museum are also leading institutions.

The curious scientific objects and displays at the International Museum of Surgical Science and Cernan Earth and Space Centre are bound to put your brain into gear. For even more from the wonderful world of science, make your way to the Museum of Science & Industry. Be sure to ask around about any special exhibits that may be on.

We don't quite know how the Peggy Notebaert Nature Museum and the Oriental Institute Museum have managed to jam-pack so many of earth's treasures into just two spaces. A stop at either will transfix you for hours on end. For even more exhibits from the natural world, visit the Mitchell Museum of the American Indian.

With a good range of wonderful art collections to choose from, you might need a friendly push in the right direction. We suggest grabbing a coffee and spending some time at the Museum of Contemporary Art or the Lake County Discovery Museum. The Smart Museum of Art and the National Vietnam Veterans Art Museum are two more places to stick on your schedule.

Take a step back through time and explore the people and events that have contributed to this region at the Glessner House Museum and the Dupage County Historical Museum. You can also check out fascinating exhibits which bring the past to life at the Joliet Area Historical Museum and the Gregg House Museum.

A visit to Chicago delivers the goods when it comes to historic places. You're sure to get a deeper awareness of bygone times at the University of Illinois Chicago and the Aurora University. If you're eager for more, the Chicago Cultural Centre and the Merchandise Mart should also be on your itinerary.

You'll probably clap your eyes on Michigan Avenue Bridge while exploring Chicago. This historic bridge was built in a different era and will survive for a long time to come.

Regardless of what you believe in, you're sure to enjoy the tranquil atmosphere at Holy Name Cathedral and Unity Temple. The Anshe Emet Synagogue and Saints Peter and Paul Catholic Church are some other historically significant houses of prayer to add to your itinerary.

Don't hand in your hotel room key just yet, there's still lots to do! Have you visited the Newberry Library and the Cloud Gate yet? The Grohe America and the Visual Arts Centre are some other options.

MORE Chicago Hotels

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

163 East Walton Place, Chicago, IL
    4.0 out of 5.0
     
     
    3.9 out of 5 (15 reviews)

    Our customers tell us that they enjoy the quiet rooms at Millennium Knickerbocker Chicago. During your stay, you're just a quick walk from John Hancock Center. ...

    Amazing location, tired hotel & dodgy staffAmazing location off Michigan Avenue a short walk to the Chicago (red line) CTA stop. Rooms were very clean and large - beds very comfortable and plenty of seating. Bathroom was fine if a bit dated and the rain shower temperature control was a bit fiddly. Three things let the hotel down: the lobby, ...
    30 Aug 2016

    Millennium Knickerbocker Chicago€118

    Millennium Knickerbocker Chicago€118
    Travelodge by Wyndham Downtown Chicago

    Travelodge by Wyndham Downtown Chicago

    65 E Harrison St, Chicago, IL
      2.0 out of 5.0
       
       
      3.2 out of 5 (8 reviews)

      Our customers tell us that they enjoy the comfortable rooms at Travelodge by Wyndham Downtown Chicago. During your stay, you're just a quick walk from Grant ...

      Friends visiting the city.We were only in Chicago for a couple of days and wanted to see some art and architecture as well as being near Millenium Park and the lake. The location of this hotel was fantastic for our needs. We walked to all these things, as well as to shops and cafes. There is a useful little cafe attached ...
      Train traveller19 May 2012

      Travelodge by Wyndham Downtown Chicago€110

      Travelodge by Wyndham Downtown Chicago€110
      Hilton Chicago O'Hare Airport

      Hilton Chicago O'Hare Airport

      Ohare International Airport, Chicago, IL
        4.0 out of 5.0
         
         
        3.6 out of 5 (5 reviews)

        Our customers tell us they enjoy Hilton Chicago O'Hare Airport's good location. During your stay, you'll be connected to the airport and close to Allstate Arena. ...

        My son missed his connecting flight so I booked him in last minute at Chicago O’Hare airport. I don't like the fact that he wouldn't buy anything to eat as he said it was too expensive. I would have bought him something to eat he is on his way to Camp America for 3 months to work as a counsellor. ...
        2 Jun 2019

        Hilton Chicago O'Hare Airport€117

        Hilton Chicago O'Hare Airport€117
        The Whitehall Hotel

        The Whitehall Hotel

        105 E Delaware Pl, Chicago, IL
          4.0 out of 5.0
           
           
          3.9 out of 5 (23 reviews)

          Our customers tell us they enjoy The Whitehall Hotel's beach location. During your stay, you're just a quick walk from Water Tower Place. Free WiFi in public ...

          Good Hotel - but needs atmosphere !!Great location, room was very nice but bathroom could do with a revamp. Came back one evening about 10.30pm and bar was closed. Close to restaurants and bars.. We went everywhere on bus and subway. Very nice hotel but when I return to Chicago will stay more down in the Loop.
          Debra.s2 Jun 2014

          The Whitehall Hotel€98

          The Whitehall Hotel€98
          Palmer House a Hilton Hotel

          Palmer House a Hilton Hotel

          17 E Monroe St, Chicago, IL
            4.0 out of 5.0
             
             
            4.0 out of 5 (7 reviews)

            Palmer House a Hilton Hotel's good location gets good marks from our customers. During your stay, you're just a quick walk from Grant Park. Free WiFi in public ...

            Great stayI usually in Chicago use a different hotel however as there was an offer I thought I would try it. Great location. Stunning lobby. I did enjoy my stay, staff were friendly & helpful however for such a top name hotel I was staggered to find no complimentary wifi & no in room coffee making facilities. ...
            Richard P.4 Jan 2016

            Palmer House a Hilton Hotel€148

            Palmer House a Hilton Hotel€148
            Kinzie Hotel

            Kinzie Hotel

            20 W Kinzie St, Chicago, IL
              4.0 out of 5.0
               
               
              4.5 out of 5 (19 reviews)

              Our customers tell us that they enjoy the nightlife around Kinzie Hotel. During your stay, you're just a quick walk from Tribune Tower. You'll find features ...

              Great location, but maybe too great!The Amalfi is perfectly located in an excellent area of downtown Chicago. Great restaurants, shopping, bars all within a short walk. However, it's location meant that late night discos nearby might disturb a business trip sleep. But service is brilliant. Hint: Ask for a room at the front of the ...
              Biz Traveller30 Aug 2010

              Kinzie Hotel€123

              Kinzie Hotel€123
              Central Loop Hotel

              Central Loop Hotel

              111 West Adams Street, Chicago, IL
                4.0 out of 5.0
                 
                 
                4.4 out of 5 (8 reviews)

                Our customers tell us they enjoy Central Loop Hotel's quiet location. During your stay, you're just a quick walk from Willis Tower. You'll find features such ...

                Excellent location & ValueAn excellent hotel offering outstanding value for money. It provided all we needed, a quiet generously proportioned room with a double bed (as opposed to two singles pulled together) and access to a free launderette service. The immediately adjacent 'Elephant & Castle' pub served English style food ...
                Anonymous31 May 2010

                Central Loop Hotel€113

                Central Loop Hotel€113
                Radisson Blu Aqua Hotel Chicago

                Radisson Blu Aqua Hotel Chicago

                221 N Columbus Dr, Chicago, IL
                  4.5 out of 5.0
                   
                   
                  4.2 out of 5 (4 reviews)

                  The breakfast at Radisson Blu Aqua Hotel Chicago gets good marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. You'll ...

                  Luxury all the wayTruly beautiful hotel, very luxurious, extremely comfortable bed, spacious room, good location, very polite, helpful, happy staff. The best hotel we have ever stayed in. If we come back to Chicago, we would definately stay at the Radisson Blu Aqua Hotel.
                  MrsMac14 Sep 2012

                  Radisson Blu Aqua Hotel Chicago€200

                  Radisson Blu Aqua Hotel Chicago€200
                  Hyatt Regency Chicago

                  Hyatt Regency Chicago

                  151 East Wacker Dr, Chicago, IL
                    4.0 out of 5.0
                     
                     
                    3.8 out of 5 (11 reviews)

                    Our customers tell us that they enjoy the nightlife around Hyatt Regency Chicago. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find ...

                    Excellent HotelLocation is excellent, convenient to everything that downtown Chicago has to offer. On check-in we requested a quite room as we had been travelling over night and that is exactly what we got, we didnt hear any street noise was was pleasantly surprised that the room was so quite in a big city. The ...
                    Stylish Traveller3 Jun 2014

                    Hyatt Regency Chicago€152

                    Hyatt Regency Chicago€152
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                    ^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.ie from January 1, 2018 to December 31, 2018 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.

                    *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.