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Lowest round trip fares by airline from Detroit and Chicago

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

Cheap flights from Detroit to Chicago

Cheap flights from Detroit to Chicago

To get to Detroit Metropolitan Wayne County Airport (DTW) from the downtown area, the most convenient option is the Smart Bus using route 125. It is possible to drive or take a taxi however depending on the time of day; it often takes around 30 minutes to get to the airport from downtown.

Typical flight times are about 48 minutes to Chicago O’Hare International Airport (ORD). Using the CTA, Metra Rail or the Pace Suburban Bus, you take advantage of public transportation and gain access to a variety of locations throughout the city including in the Chicago suburbs.

Attractions and tips

Millennium Park offers access to the lake as well as a music pavilion for concerts, ice-skating and even a Ferris wheel. The park is conveniently located downtown.

For an iconic look at Chicago, check out Cloud Gate, also known as The Bean. This open-air sculpture is unique and provides a great photo opportunity. Head inside to the Art Institute of Chicago and past the two bronze lions at the door to take in art from around the world, including its trademark American gothic pieces.

Despite being referred to as the Windy City, Chicago doesn’t have too much wind. Instead, expect the summer to be hot and humid and the winters to be snowy and cold. The spring and fall tend to be on the milder end of the spectrum.

Packages from Detroit to Chicago

Chicago vacations with economy flights

Chicago vacations with first class flights

Hotels in Chicago

See all 1,825 Properties in Chicago
Congress Plaza Hotel

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL
    3.5 out of 5.0
     
     
    3.8 out of 5 (27 reviews)

    Located in The Loop, this hotel is steps from Columbia College Chicago, Museum of Contemporary Photography, and Auditorium Building and Theatre. Fine Arts Building ...

    Congress Plaza Hotel$150

    Congress Plaza Hotel$150
    Hotel Essex Chicago

    Hotel Essex Chicago

    800 S Michigan Ave, Chicago, IL
      4.0 out of 5.0
       
       
      4.0 out of 5 (5 reviews)

      Located in The Loop, this hotel is steps from Lakefront Trail and Grant Park. State Street and Columbia College Chicago are also within 5 minutes. Harrison Station ...

      Hotel Essex Chicago$129

      Hotel Essex Chicago$129
      Warwick Allerton - Chicago

      Warwick Allerton - Chicago

      701 North Michigan Avenue, Chicago, IL
        4.0 out of 5.0
         
         
        3.9 out of 5 (116 reviews)

        This family-friendly Chicago hotel is located in the entertainment district, just steps from Northwestern Memorial Hospital and Michigan Avenue. Chicago Water ...

        Warwick Allerton - Chicago$112

        Warwick Allerton - Chicago$112
        Inn of Chicago

        Inn of Chicago

        162 E Ohio St, Chicago, IL
          3.0 out of 5.0
           
           
          3.5 out of 5 (35 reviews)

          Located in Near North Side, this beach hotel is within a 5-minute walk of Michigan Avenue, Tribune Tower, and Northwestern Memorial Hospital. Chicago Water Tower ...

          Inn of Chicago$102

          Inn of Chicago$102
          The Whitehall Hotel

          The Whitehall Hotel

          105 E Delaware Pl, Chicago, IL
            4.0 out of 5.0
             
             
            3.8 out of 5 (143 reviews)

            Located in Near North Side, this romantic hotel is steps from 900 North Michigan Shops, John Hancock Center, and Water Tower Place. Chicago Water Tower and Michigan ...

            The Whitehall Hotel$111

            The Whitehall Hotel$111
            Swissotel - Chicago

            Swissotel - Chicago

            323 E Wacker Dr, Chicago, IL
              4.5 out of 5.0
               
               
              4.4 out of 5 (36 reviews)

              Located in The Loop, this luxury hotel is within a 5-minute walk of Chicago Riverwalk and Michigan Avenue. Grant Park and Tribune Tower are also within 10 minutes. ...

              Swissotel - Chicago$159

              Swissotel - Chicago$159
              Palmer House a Hilton Hotel

              Palmer House a Hilton Hotel

              17 E Monroe St, Chicago, IL
                4.0 out of 5.0
                 
                 
                4.0 out of 5 (54 reviews)

                Located in The Loop, this spa hotel is within a 5-minute walk of Art Institute of Chicago and Millennium Park. Chicago Theatre and Willis Tower are also within ...

                Palmer House a Hilton Hotel$176

                Palmer House a Hilton Hotel$176
                Sofitel Chicago Magnificent Mile

                Sofitel Chicago Magnificent Mile

                20 E Chestnut St, Chicago, IL
                  4.5 out of 5.0
                   
                   
                  4.7 out of 5 (18 reviews)

                  Located in Near North Side, this luxury hotel is within a 5-minute walk of State Street, John Hancock Center, and Water Tower Place. Chicago Water Tower and ...

                  Sofitel Chicago Magnificent Mile$142

                  Sofitel Chicago Magnificent Mile$142
                  Hotel Julian

                  Hotel Julian

                  168 N Michigan Avenue, Chicago, IL
                    4.0 out of 5.0
                     
                     
                    5.0 out of 5 (3 reviews)

                    Located in The Loop, this hotel is steps from Chicago Theatre, Grant Park, and State Street. Chicago Cultural Center and Ford Center for the Performing Arts ...

                    Hotel Julian$149

                    Hotel Julian$149
                    Renaissance Chicago O'Hare Suites Hotel

                    Renaissance Chicago O'Hare Suites Hotel

                    8500 West Bryn Mawr Avenue, Chicago, IL
                      4.0 out of 5.0
                       
                       
                      4.6 out of 5 (11 reviews)

                      Located in O'Hare, this hotel is within 3 mi (5 km) of Rivers Casino, Donald E. Stephens Convention Center, and Rosemont Theatre. Fashion Outlets of Chicago ...

                      Renaissance Chicago O'Hare Suites Hotel$95

                      Renaissance Chicago O'Hare Suites Hotel$95
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                      *Savings based on all holiday package bookings with Flight + Hotel on CheapTickets.com from January through December 2017, as compared to the 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. For Free Flight or 100% Off Flight deals, package savings is greater than or equal to the current cost of one component, when both are priced separately.

                      *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.