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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 327 Hotels in Orland Park
Quality Inn & Suites

Quality Inn & Suites

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

    Situated in Orland Park, this hotel is within 3 mi (5 km) of Centennial Park Aquatic Center, Centennial Park, and Orland Park Sportsplex. Hollywood Casino Amphitheatre ...

    Quality Inn & Suites$68

    Quality Inn & Suites$68
    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. Gaelic ...

      Homewood Suites by Hilton Orland Park$125

      Homewood Suites by Hilton Orland Park$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$104

        Congress Plaza Hotel$104
        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$89

          Club Quarters Hotel, Central Loop$89
          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$95

            Best Western Grant Park Hotel$95
            Chicago's Essex Inn

            Chicago's Essex Inn

            800 S Michigan Ave, Chicago
              3.5 out of 5.0
               
               

              Across from the greenery and attractions of Grant Park, the Essex Inn is 3 blocks from the Loop business district and Lake Michigan, 4 blocks from the Art Institute, ...

              Chicago's Essex Inn$134

              Chicago's Essex Inn$134
              Hilton Chicago- Michigan Ave Cultural Mile

              Hilton Chicago- Michigan Ave Cultural Mile

              720 S Michigan Ave, Chicago
                4.0 out of 5.0
                 
                 

                Overlooking Grant Park in downtown Chicago, this landmark Hilton hotel is within walking distance of Buddy Guy's Legends, Millennium Park, the Field Museum, ...

                Hilton Chicago- Michigan Ave Cultural Mile$110

                Hilton Chicago- Michigan Ave Cultural Mile$110
                Hotel Chicago West Loop

                Hotel Chicago West Loop

                1622 W Jackson Blvd, Chicago
                  2.5 out of 5.0
                   
                   

                  Located in Near West Side, this hotel is within 1 mi (2 km) of Union Park, University of Illinois Chicago, and United Center. Willis Tower and Skydeck Ledge ...

                  Hotel Chicago West Loop$89

                  Hotel Chicago West Loop$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 State Street and McCormick Place. Guaranteed Rate Field and Soldier Field are also within 2 mi (3 ...

                    Chicago South Loop Hotel$89

                    Chicago South Loop Hotel$89
                    Jaslin Hotel

                    Jaslin Hotel

                    261 West Cermak Rd, Chicago
                      3.0 out of 5.0
                       
                       

                      Located in Chinatown, this hotel is within 1 mi (2 km) of State Street and McCormick Place. Soldier Field and Field Museum of Natural History are also within ...

                      Jaslin Hotel$89

                      Jaslin Hotel$89

                      Top Flight Deals

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