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Winfield Vacations

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

Hotwire can help you find your travel bliss with Winfield 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 Winfield

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 Winfield 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 Winfield well.

Winfield Flight + Hotel packages

Top Hotel Deals

See all 292 Hotels in Winfield
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$81

    Edward Hotel Chicago$81
    Best Western At O'Hare

    Best Western At O'Hare

    10300 W Higgins Road, Rosemont
      3.0 out of 5.0
       
       

      This hotel is 4 blocks from Allstate Arena (DePaul Blue Demons; Chicago Wolves) and 2 miles from O'Hare Airport; complimentary 24-hour shuttle service is ...

      Best Western At O'Hare$70

      Best Western At O'Hare$70
      Hyatt Place Chicago/O'Hare Airport

      Hyatt Place Chicago/O'Hare Airport

      6810 Mannheim Rd, Rosemont
        3.0 out of 5.0
         
         

        Situated near the airport, this hotel is 0.2 mi (0.3 km) from Allstate Arena and within 3 mi (5 km) of Rivers Casino and Donald E. Stephens Convention Center. ...

        Hyatt Place Chicago/O'Hare Airport$113

        Hyatt Place Chicago/O'Hare Airport$113
        Red Roof Inn Chicago - O'Hare Airport

        Red Roof Inn Chicago - O'Hare Airport

        22 West Algonquin Road, Arlington Heights
          2.0 out of 5.0
           
           

          Situated near the airport, this motel is 1.1 mi (1.8 km) from Heritage Park and within 3 mi (5 km) of Arlington Lakes Golf Club and Metropolis Performing Arts ...

          Red Roof Inn Chicago - O'Hare Airport$43

          Red Roof Inn Chicago - O'Hare Airport$43
          Country Inn & Suites by Radisson, Chicago O'Hare South, IL

          Country Inn & Suites by Radisson, Chicago O'Hare South, IL

          777 East Grand Avenue, Bensenville
            3.0 out of 5.0
             
             

            Situated near the airport, this hotel is within 9 mi (15 km) of Stevenson Park, Rosemont Theatre, and MB Financial Park at Rosemont. Fashion Outlets of Chicago ...

            Country Inn & Suites by Radisson, Chicago O'Hare South, IL$76

            Country Inn & Suites by Radisson, Chicago O'Hare South, IL$76
            Loews Chicago O'Hare Hotel

            Loews Chicago O'Hare Hotel

            5300 N River Rd, Rosemont
              4.5 out of 5.0
               
               

              This family-friendly Rosemont hotel is located near the airport, within a 10-minute walk of Rosemont Theatre, Fashion Outlets of Chicago, and Donald E. Stephens ...

              Loews Chicago O'Hare Hotel$103

              Loews Chicago O'Hare Hotel$103
              Indian Lakes Hotel

              Indian Lakes Hotel

              250 W Schick Rd, Bloomingdale
                3.5 out of 5.0
                 
                 

                The Indian Lakes Hotel features dramatic architecture and is less than 30 miles west of Chicago in the suburb of Bloomingdale. Cantigny Park is within 10 miles. ...

                Indian Lakes Hotel$62

                Indian Lakes Hotel$62
                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
                  Comfort Inn Arlington Heights - O'Hare

                  Comfort Inn Arlington Heights - O'Hare

                  2120 S Arlington Heights Rd, Arlington Heights
                    2.5 out of 5.0
                     
                     

                    Situated near the airport, this hotel is 0.9 mi (1.5 km) from Heritage Park and within 3 mi (5 km) of Arlington Lakes Golf Club and Metropolis Performing Arts ...

                    Comfort Inn Arlington Heights - O'Hare$71

                    Comfort Inn Arlington Heights - O'Hare$71
                    Renaissance Chicago O'Hare Suites Hotel

                    Renaissance Chicago O'Hare Suites Hotel

                    8500 West Bryn Mawr Avenue, Chicago
                      4.0 out of 5.0
                       
                       

                      This all-suite hotel is located 3 miles from Allstate Arena and the Donald E Stephens Convention center; 1 block from the Blue Line to downtown Chicago.

                      Renaissance Chicago O'Hare Suites Hotel$113

                      Renaissance Chicago O'Hare Suites Hotel$113

                      Top Flight Deals

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