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The Loop Vacation Packages

Save Time and Money with The Loop Vacation Packages

Expedia has some The Loop packages ready and waiting for you. Combining your lodgings and flights is one of the easiest ways to save cash on your adventure.

Savvy travelers who secure a package deal on Expedia can save up to C$590*.

Our extensive database allows you to browse more than 750,000 properties worldwide and 400 partner airlines. With such a great range of options, designing your dream vacation will be easy!

Not sure about your booking? There is no cancellation fee from us if you change your mind for almost any reservation.

Places to Visit in The Loop

Preparing for your trip to The Loop? Like some tips about what to do when you arrive? That's where we can help!

The Loop is an excellent choice for those who want to stay within a stone's throw of the Art Institute of Chicago and Willis Tower. Be sure to give yourself plenty of time to experience these world-famous attractions.

If you're in the mood for experiencing some of the local highlights, organize an outing to Navy Pier and the Chicago Cultural Center. These worthwhile attractions are just a stone's throw away.

Want to while away a few hours among the trees? Head on over to Millennium Park. Visitors have a top-notch selection of things to do in this destination. Want to catch a sunset among some breathtaking scenery? Skydeck Ledge boasts awesome views that will stay in your mind forever. Still got some time to spare? If you're interested in discovering the area's history through its architecture, stick Merchandise Mart on your to-do list. Make sure you stop and read any plaques or signs which tell the fascinating stories behind it.

Popular Activities for your The Loop Vacation

You don't have to sleep in plush hotels or fly first class to have an outstanding vacation. Just dive into all the fun things you can do while you're there!

If you'd like to know what activities we suggest for your trip to The Loop, take a look at this list:

If you want to take a look at all the activities on offer, head to our The Loop things to do page.

The Loop Accommodations

With a number of accommodations to decide from in The Loop, you'll be sure to discover one that's suitable. Luxury getaways and cheap vacations — Expedia has got your back.

Searching for a nice room with a budget price tag? Take a look at the Trump International Hotel & Tower Chicago (401 N Wabash Ave) or The St. Clair Hotel (162 East Ontario Street). Both have great reviews, and they don't cost a fortune! When only the finest things in life will do, sleep in style at the Chicago Premier Suites (540 N State Street) or The Peninsula Chicago (108 East Superior Street). These fancy escapes are also in the vicinity.

As they say in the real estate game, location, location, location! The Langham, Chicago and the JW Marriott Chicago are both within easy strolling distance of the Art Institute of Chicago. You'll definitely find this a blessing when it comes time to visit this unmissable attraction.

Nearest Airports to The Loop

The minute that you finally step off the plane at Midway International Airport (MDW), you'll know your well-deserved trip to The Loop is underway at last! Well, the neighborhood center is still about 9 miles (14 km) away, but near enough.

*Savings based on all vacation package bookings with Flight + Hotel on Expedia.ca from January through December 2018, as compared to price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.


Best Lodging Options Near The Loop

See all 377 properties in The Loop
Congress Plaza Hotel CA $118
Reviewed on Oct. 19, 2019
See details
 
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL
     
    3.7 of 5
    3.5 out of 5.0 Stars

    Good value. Tired decor in rooms but they’re clean, large, and everything you need in its place (plenty of other rooms have charge points a million miles from the beds but they had sockets in the bedside lamps which is a massive plus for me!) Was surprised that my room included a large bed with an ...

    Hotel Essex Chicago CA $107
    Reviewed on Oct. 19, 2019
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    Hotel Essex Chicago

    Hotel Essex Chicago

    800 S Michigan Ave, Chicago, IL
       
      4.4 of 5
      4.0 out of 5.0 Stars

      I like mainly the great location, it's near to the best part of Chicago.

      Wyndham Grand Chicago Riverfront CA $177
      Reviewed on Oct. 18, 2019
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      Wyndham Grand Chicago Riverfront

      Wyndham Grand Chicago Riverfront

      71 E Wacker Dr, Chicago, IL
         
        4.3 of 5
        4.0 out of 5.0 Stars

        Excellent, friendly, helpful staff, property is a little old but they are working on improvements.

        Palmer House a Hilton Hotel CA $179
        Reviewed on Oct. 15, 2019
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        Palmer House a Hilton Hotel

        Palmer House a Hilton Hotel

        17 E Monroe St, Chicago, IL
           
          4.2 of 5
          4.0 out of 5.0 Stars

          I loved the location, the staff, and having felt being taken care of.

          Swissotel - Chicago CA $188
          Reviewed on Oct. 15, 2019
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          Swissotel - Chicago

          Swissotel - Chicago

          323 E Wacker Dr, Chicago, IL
             
            4.4 of 5
            4.5 out of 5.0 Stars

            Great place Great staff Very comfortable The Palm has good food but very pricey

            River Hotel CA $126
            Reviewed on Oct. 20, 2019
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            River Hotel

            River Hotel

            75 East Wacker Drive, Chicago, IL
               
              4.2 of 5
              4.0 out of 5.0 Stars

              Great location and very nice staff. Good hotel. Pillows are the most uncomfortable and the bed could be better but Inguess it’s not too bad. I am just used to a firmer bed and a pillow that is not too thick. Still recommend it.

              Hyatt Regency Chicago CA $216
              Reviewed on Oct. 20, 2019
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              Hyatt Regency Chicago

              Hyatt Regency Chicago

              151 East Wacker Dr, Chicago, IL
                 
                4.4 of 5
                4.0 out of 5.0 Stars

                It was much more than we expected. Would definitely recommend to anyone looking for a nice hotel, fair prices, and helpful/ friendly staff.

                La Quinta Inn & Suites by Wyndham Chicago Downtown CA $196
                Reviewed on Oct. 17, 2019
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                La Quinta Inn & Suites by Wyndham Chicago Downtown

                La Quinta Inn & Suites by Wyndham Chicago Downtown

                1 S Franklin Street, Chicago, IL
                   
                  4.5 of 5
                  3.0 out of 5.0 Stars

                  This was a fine experience overall. One small gripe. Not everyone can take caffeine. There was only regular coffee in the room...no decaf. I couldn't take advantage of the in room coffee.

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                  Top things to do in The Loop

                  See all 141 things to do in The Loop