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Orland Park Vacations

Pack those stellar shades. We have Orland Park vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to Orland Park – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Orland Park vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to Orland Park

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great Orland Park vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows Orland Park well.

Orland Park Flight + Hotel packages

Top Hotel Deals

See all 339 Hotels in Orland Park
Homewood Suites by Hilton Orland Park

Homewood Suites by Hilton Orland Park

16245 South La Grange Road, Orland Park
    3.0 out of 5.0
     
     

    Located in the heart of Orland Park, this hotel is within 3 mi (5 km) of Centennial Park Aquatic Center, Centennial Park, and Orland Park Sportsplex. Hollywood ...

    Homewood Suites by Hilton Orland Park$125

    Homewood Suites by Hilton Orland Park$125
    Quality Inn & Suites

    Quality Inn & Suites

    8800 W 159th St, Orland Park
      2.5 out of 5.0
       
       

      Situated in Orland Hills, this hotel is within 3 mi (5 km) of Centennial Park Aquatic Center, Centennial Park, and Orland Park Sportsplex. Gaelic Park and Tinley ...

      Quality Inn & Suites$85

      Quality Inn & Suites$85
      Central Loop Hotel

      Central Loop Hotel

      111 West Adams Street, Chicago
        4.0 out of 5.0
         
         

        Situated in the heart of "the Loop," the contemporary Central Loop Hotel is steps from all of Chicago’s major business and cultural destinations such as Chicago ...

        Central Loop Hotel$125

        Central Loop Hotel$125
        Congress Plaza Hotel

        Congress Plaza Hotel

        520 South Michigan Avenue, Chicago
          3.0 out of 5.0
           
           

          Built in 1893, this downtown Chicago hotel offers a convenient location across from Grant Park and close to Lake Michigan.

          Congress Plaza Hotel$88

          Congress Plaza Hotel$88
          Best Western Grant Park Hotel

          Best Western Grant Park Hotel

          1100 S Michigan Ave, Chicago
            2.5 out of 5.0
             
             

            Favored for its location across from Grant Park, Museum Campus, Soldier Field, and Northerly Island, the Best Western Grant Park is also 1 mile from Millennium ...

            Best Western Grant Park Hotel$87

            Best Western Grant Park Hotel$87
            Hyatt Regency McCormick Place

            Hyatt Regency McCormick Place

            2233 S Martin Luther King Dr, Chicago
              4.0 out of 5.0
               
               

              Connected via enclosed skybridge to the McCormick Place convention complex, the Hyatt Regency is adjacent to a Metro station, with easy access to Chicago's downtown ...

              Hyatt Regency McCormick Place$104

              Hyatt Regency McCormick Place$104
              The Champagne Lodge & Luxury Suites

              The Champagne Lodge & Luxury Suites

              16 W 621 S. Frontage Rd, Willowbrook
                3.5 out of 5.0
                 
                 

                This Willowbrook spa hotel is located about 20 miles southwest of downtown Chicago, 3 miles from the hiking and biking trails of Waterfall Glen. Cog Hill Golf ...

                The Champagne Lodge & Luxury Suites$89

                The Champagne Lodge & Luxury Suites$89
                Chicago South Loop Hotel

                Chicago South Loop Hotel

                11 W 26th Street, Chicago
                  3.0 out of 5.0
                   
                   

                  Located in Bronzeville, this hotel is within 1 mi (2 km) of Illinois Institute of Technology and McCormick Place. Guaranteed Rate Field and Soldier Field are ...

                  Chicago South Loop Hotel$89

                  Chicago South Loop Hotel$89
                  Club Quarters Hotel, Central Loop

                  Club Quarters Hotel, Central Loop

                  111 West Adams Street, Chicago
                    4.0 out of 5.0
                     
                     

                    Club Quarters is a club-like hotel in the center of the Loop, Chicago’s central business district. A short walk to Symphony Center, the Art Institute, Board ...

                    Club Quarters Hotel, Central Loop$125

                    Club Quarters Hotel, Central Loop$125
                    La Quinta Inn & Suites Chicago Downtown

                    La Quinta Inn & Suites Chicago Downtown

                    1 S Franklin Street, Chicago
                      3.0 out of 5.0
                       
                       

                      Located in The Loop, this hotel is within a 5-minute walk of Willis Tower and Skydeck Ledge. Millennium Park and Art Institute of Chicago are also within 15 ...

                      La Quinta Inn & Suites Chicago Downtown$152

                      La Quinta Inn & Suites Chicago Downtown$152

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                      Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.