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Printers Row Vacations

Pack those stellar shades. We have Printers Row 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 Printers Row – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Printers Row 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 Printers Row

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 Printers Row 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 Printers Row well.

Printers Row Flight + Hotel packages

Top Hotel Deals

See all 629 Hotels in Printers Row
Hotel Blake, an Ascend Hotel Collection Member

Hotel Blake, an Ascend Hotel Collection Member

500 South Dearborn Street, Chicago
    3.5 out of 5.0
     
     

    This landmark hotel is located in the Printers Row district of downtown Chicago. The Chicago Board of Trade, Willis Tower, and the Art Institute of Chicago are ...

    Hotel Blake, an Ascend Hotel Collection Member$179

    Hotel Blake, an Ascend Hotel Collection Member$179
    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
      River Hotel

      River Hotel

      75 East Wacker Drive, Chicago
        4.0 out of 5.0
         
         

        Located in The Loop, this hotel is within a 10-minute walk of Chicago Theatre, Wrigley Building, and Tribune Tower. Ford Center for the Performing Arts Oriental ...

        River Hotel$143

        River Hotel$143
        The Whitehall Hotel

        The Whitehall Hotel

        105 E Delaware Pl, Chicago
          4.0 out of 5.0
           
           

          Built in 1927, this Chicago hotel is one block from Michigan Avenue shopping and Rush Street restaurants and nightlife; Lake Michigan is within five blocks.

          The Whitehall Hotel$118

          The Whitehall Hotel$118
          Wyndham Grand Chicago Riverfront

          Wyndham Grand Chicago Riverfront

          71 E Wacker Dr, Chicago
            4.0 out of 5.0
             
             

            This 39-story Chicago hotel is across the river from Magnificent Mile shopping, six blocks from Lake Michigan, and a half-mile from the Loop's theater district ...

            Wyndham Grand Chicago Riverfront$134

            Wyndham Grand Chicago Riverfront$134
            Edward Hotel Chicago

            Edward Hotel Chicago

            6600 N. Mannheim Rd, Rosemont
              3.0 out of 5.0
               
               

              Situated near the airport, this hotel is 0.4 mi (0.6 km) from Allstate Arena and within 3 mi (5 km) of Rivers Casino and Donald E. Stephens Convention Center. ...

              Edward Hotel Chicago$89

              Edward Hotel Chicago$89
              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$97

                Congress Plaza Hotel$97
                Hotel Felix Chicago

                Hotel Felix Chicago

                111 W Huron St, Chicago
                  4.0 out of 5.0
                   
                   

                  Hotel Felix Chicago is 5 blocks from the Magnificent Mile, one of America’s most dazzling thoroughfares. It’s a 7-minute cab ride to the Navy Pier Ferris Wheel, ...

                  Hotel Felix Chicago$105

                  Hotel Felix Chicago$105
                  Loews Chicago Hotel

                  Loews Chicago Hotel

                  455 North Park Drive, Chicago
                    4.5 out of 5.0
                     
                     

                    Located in Near North Side, this luxury hotel is within a 10-minute walk of Tribune Tower and Wrigley Building. Navy Pier and Chicago Children's Museum are also ...

                    Loews Chicago Hotel$159

                    Loews Chicago Hotel$159
                    Hilton Chicago O'Hare Airport

                    Hilton Chicago O'Hare Airport

                    Ohare International Airport, Chicago
                      4.0 out of 5.0
                       
                       

                      The only hotel on airport property, the Hilton Chicago O'Hare Airport is located 2 miles from the Donald E. Stephens Convention Center and the Rosemont Theatre, ...

                      Hilton Chicago O'Hare Airport$93

                      Hilton Chicago O'Hare Airport$93

                      Top Flight Deals

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