Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

State Street Vacations

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

Hotwire can help you find your travel bliss with State Street 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 State Street

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 State Street 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 State Street well.

State Street Flight + Hotel packages

Top Hotel Deals

See all 679 Hotels in State Street
Chicago South Loop Hotel

Chicago South Loop Hotel

11 W 26th Street, Chicago
     
     

    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
    Embassy Suites Chicago Downtown

    Embassy Suites Chicago Downtown

    600 N State St, Chicago
      3.5 out of 5.0
       
       

      This 11-story Embassy Suites Chicago Downtown hotel is within a half-mile of Magnificent Mile shopping, the Loop business and theater districts, and the Navy ...

      theWit Chicago - a DoubleTree by Hilton Hotel

      theWit Chicago - a DoubleTree by Hilton Hotel

      201 N State Street, Chicago
        4.5 out of 5.0
         
         

        Located in The Loop, this spa hotel is steps from Chicago Theatre and Ford Center for the Performing Arts Oriental Theatre. Millennium Park and Chicago Cultural ...

        theWit Chicago - a DoubleTree by Hilton Hotel$159

        theWit Chicago - a DoubleTree by Hilton Hotel$159
        Kimpton Hotel Palomar Chicago

        Kimpton Hotel Palomar Chicago

        505 N State Street, Chicago
          4.5 out of 5.0
           
           

          Located in Near North Side, this luxury hotel is within a 10-minute walk of House of Blues Chicago, Wrigley Building, and Tribune Tower. John Hancock Center ...

          Dana Hotel and Spa

          Dana Hotel and Spa

          660 North State Street, Chicago
            4.0 out of 5.0
             
             

            The Dana Hotel and Spa is 3 blocks from upmarket shopping on the Magnificent Mile, in Chicago's River North area. Art lovers will enjoy the many local galleries, ...

            Dana Hotel and Spa$152

            Dana Hotel and Spa$152
            Waldorf Astoria Chicago

            Waldorf Astoria Chicago

            11 E. Walton Street, Chicago
              5.0 out of 5.0
               
               

              This family-friendly Chicago hotel is located on a lake, within a 10-minute walk of John Hancock Center and Chicago Water Tower. Tribune Tower and Wrigley Building ...

              Waldorf Astoria Chicago$284

              Waldorf Astoria Chicago$284
              State and Grand by BridgeStreet

              State and Grand by BridgeStreet

              505 N State Street, Chicago
                4.0 out of 5.0
                 
                 

                Located in Near North Side, this aparthotel is within a 10-minute walk of House of Blues Chicago, Wrigley Building, and Tribune Tower. John Hancock Center and ...

                Chicago Premier Suites

                Chicago Premier Suites

                540 N State Street, Chicago
                  4.0 out of 5.0
                   
                   

                  Located in Near North Side, this apartment building is within a 10-minute walk of Holy Name Cathedral, Tribune Tower, and Wrigley Building. John Hancock Center ...

                  The Penthouse at Grand Plaza

                  The Penthouse at Grand Plaza

                  540 North State Street, Near North Side, Chicago
                    4.0 out of 5.0
                     
                     

                    Located in Near North Side, this apartment building is within a 10-minute walk of Holy Name Cathedral, Wrigley Building, and Tribune Tower. John Hancock Center ...

                    Reserve Rentals South Loop

                    Reserve Rentals South Loop

                    1021 South State Street, Chicago
                      3.5 out of 5.0
                       
                       

                      This apartment building is located in Chicago (South Loop), close to Columbia College Chicago, Grant Park, and Buckingham Fountain. Also nearby are Field Museum ...

                      Top Flight Deals

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