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Oakbrook Terrace Vacations

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

Hotwire can help you find your travel bliss with Oakbrook Terrace 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 Oakbrook Terrace

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 Oakbrook Terrace 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 Oakbrook Terrace well.

Oakbrook Terrace Flight + Hotel packages

Top Hotel Deals

See all 768 Hotels in Oakbrook Terrace
Comfort Suites Oakbrook Terrace Chicago

Comfort Suites Oakbrook Terrace Chicago

17W445 Roosevelt Rd, Oakbrook Terrace
    3.0 out of 5.0
     
     

    Located in the Oakbrook Terrace business district, this Comfort Suites is 1 mile from the Oakbrook Center shopping mall and 6.5 miles from Wheaton College. Downtown ...

    Comfort Suites Oakbrook Terrace Chicago$84

    Comfort Suites Oakbrook Terrace Chicago$84
    Holiday Inn Chicago-Oakbrook

    Holiday Inn Chicago-Oakbrook

    17 W 350 22nd St, Oakbrook Terrace
      3.0 out of 5.0
       
       

      Situated in Oakbrook Terrace, this hotel is 1.2 mi (2 km) from Oakbrook Center Mall and within 3 mi (5 km) of Drury Lane Theater and Yorktown Shopping Center. ...

      Holiday Inn Chicago-Oakbrook$73

      Holiday Inn Chicago-Oakbrook$73
      Hilton Chicago/Oak Brook Suites

      Hilton Chicago/Oak Brook Suites

      10 Drury Lane, Oakbrook Terrace
        3.5 out of 5.0
         
         

        Situated in the business district, this hotel is within 1 mi (2 km) of Drury Lane Theater and Oakbrook Center Mall. York Woods County Forest Preserve and Oak ...

        Hilton Chicago/Oak Brook Suites$105

        Hilton Chicago/Oak Brook Suites$105
        Courtyard by Marriott Chicago Oakbrook Terrace

        Courtyard by Marriott Chicago Oakbrook Terrace

        6 Transam Plaza Dr, Oakbrook Terrace
          3.0 out of 5.0
           
           

          Situated in the suburbs, this hotel is within 3 mi (5 km) of Yorktown Shopping Center, Oakbrook Center Mall, and Drury Lane Theater. Oak Brook Golf Course and ...

          Courtyard by Marriott Chicago Oakbrook Terrace$79

          Courtyard by Marriott Chicago Oakbrook Terrace$79
          Hilton Garden Inn Chicago / Oak Brook

          Hilton Garden Inn Chicago / Oak Brook

          1000 Drury Ln, Oakbrook Terrace
            3.0 out of 5.0
             
             

            Situated in the business district, this hotel is within 1 mi (2 km) of Drury Lane Theater and Oakbrook Center Mall. York Woods County Forest Preserve and Oak ...

            Hilton Garden Inn Chicago / Oak Brook$76

            Hilton Garden Inn Chicago / Oak Brook$76
            Staybridge Suites Chicago-Oakbrook Terrace

            Staybridge Suites Chicago-Oakbrook Terrace

            200 Royce Blvd, Oakbrook Terrace
              3.0 out of 5.0
               
               

              Situated in Oakbrook Terrace, this hotel is within 3 mi (5 km) of Yorktown Shopping Center, Oakbrook Center Mall, and Drury Lane Theater. York Woods County Forest ...

              Staybridge Suites Chicago-Oakbrook Terrace$92

              Staybridge Suites Chicago-Oakbrook Terrace$92
              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$149

                Congress Plaza Hotel$149
                Warwick Allerton - Chicago

                Warwick Allerton - Chicago

                701 North Michigan Avenue, Chicago
                  4.0 out of 5.0
                   
                   

                  Located on Michigan Avenue in the middle of Chicago's Magnificent Mile, this 1920s Italian Renaissance hotel is surrounded by fashionable shops, 1 mile from ...

                  Warwick Allerton - Chicago$95

                  Warwick Allerton - Chicago$95
                  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$93

                    River Hotel$93
                    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$93

                      Club Quarters Hotel, Central Loop$93

                      Top Flight Deals

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