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Michigan Avenue Vacations

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

Hotwire can help you find your travel bliss with Michigan Avenue 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 Michigan Avenue

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 Michigan Avenue 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 Michigan Avenue well.

Michigan Avenue Flight + Hotel packages

Top Hotel Deals

See all 601 Properties in Michigan Avenue
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$94

    Warwick Allerton - Chicago$94
    Comfort Suites Michigan Avenue Loop

    Comfort Suites Michigan Avenue Loop

    320 N. Michigan Avenue, Chicago
      3.0 out of 5.0
       
       

      Located in The Loop, this aparthotel is within a 5-minute walk of Downtown Chicago and Wrigley Building. Millennium Park and Tribune Tower are also within 10 ...

      Comfort Suites Michigan Avenue Loop$129

      Comfort Suites Michigan Avenue Loop$129
      Omni Chicago Suites - Magnificent Mile

      Omni Chicago Suites - Magnificent Mile

      676 N Michigan Ave, Chicago
         
         

        Omni Chicago Suites - Magnificent Mile is at the center of Chicago’s most prestigious neighborhood, 3 blocks from the shores of Lake Michigan and around the ...

        Omni Chicago Suites - Magnificent Mile$169

        Omni Chicago Suites - Magnificent Mile$169
        Chicago Marriott Downtown Magnificent Mile

        Chicago Marriott Downtown Magnificent Mile

        540 North Michigan Avenue, Chicago
          4.0 out of 5.0
           
           

          Located on Chicago's lively Michigan Ave shopping and dining strip, this Marriott hotel is a half-mile from McCormick Place Convention Center, and 9.5 miles ...

          Chicago Marriott Downtown Magnificent Mile$171

          Chicago Marriott Downtown Magnificent Mile$171
          The Westin Michigan Avenue Chicago

          The Westin Michigan Avenue Chicago

          909 North Michigan Ave, Chicago
            4.5 out of 5.0
             
             

            Set in the heart of North Michigan Avenue shopping, this 27-story Chicago Westin hotel is across from the John Hancock Center, a block from Water Tower Place, ...

            The Westin Michigan Avenue Chicago$159

            The Westin Michigan Avenue Chicago$159
            InterContinental Chicago Magnificent Mile

            InterContinental Chicago Magnificent Mile

            505 N Michigan Ave, Chicago
              4.5 out of 5.0
               
               

              This hotel faces Chicago's Magnificent Mile; Millennium Park, Navy Pier, and the John G Shedd Aquarium are within a mile.

              InterContinental Chicago Magnificent Mile$170

              InterContinental Chicago Magnificent Mile$170
              Execustay at Millennium Park Plaza

              Execustay at Millennium Park Plaza

              151 N. Michigan Ave, Chicago
                 
                 
                St. Jane Chicago

                St. Jane Chicago

                230 North Michigan Avenue, Chicago
                  4.0 out of 5.0
                   
                   

                  On Michigan Avenue and across from Millennium Park, this rock-inspired hotel occupies the 36-story, Art Deco-style Carbide and Carbon Building in downtown's ...

                  St. Jane Chicago$159

                  St. Jane Chicago$159
                  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
                    River Hotel

                    River Hotel

                    75 East Wacker Drive, Chicago
                      4.0 out of 5.0
                       
                       

                      Located in The Loop, this hotel is within a 5-minute walk of Downtown Chicago and Chicago Theatre. Wrigley Building and Tribune Tower are also within 10 ...

                      River Hotel$79

                      River Hotel$79

                      Top Flight Deals

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