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Lowest round trip fares by airline from Chicago and Toronto

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

Cheap flights from Chicago to Toronto

Cheap flights from Chicago to Toronto

Chicago O’Hare International Airport (ORD) is located 17 miles northwest of “The Loop,” the central business district of Chicago. The CTA and Metra Rail can bring passengers to the airport from downtown Chicago, while the Pace Suburban Bus heads there from the suburbs.

Typical flight times are just under 90 minutes long to Toronto Pearson International Airport (YYZ). Public transportation offers many different options, including the Brampton Transit, the MI Way and the GO Transit.

Attractions and Tips

St. Lawrence Market is a great place to get some shopping done and enjoy local cuisine, including Portuguese roast chicken. There are many different shops and plenty of items to sample along the way.

The Art Gallery of Ontario is North American’s eighth largest museum, filled with over 3,600 different works. Special exhibits rotate through on a regular basis. Toronto Island Park allows you to experience the outdoors and with four different beaches and plenty of walking trails.

It’s no secret that the winter can get a little chilly in Toronto. However, it does tend to be a little bit warmer than some of the surrounding areas because of Lake Ontario. This same lake is the source of the humid conditions that are often associated with the summertime. However, the Great Lakes do offer many different outdoor activities to enjoy while visiting Toronto.

Packages from Chicago to Toronto

Hotels in Toronto

See all 1,844 Properties in Toronto

Estimated price for 1 night/2 adults

Chelsea Hotel, Toronto

Chelsea Hotel, Toronto

33 Gerrard St W, Toronto, ON
    3.5 out of 5.0
     
     
    3.8 out of 5 (70 reviews)

    This family-friendly Toronto hotel is located in the entertainment district, within a 10-minute walk of Yonge-Dundas Square, Toronto Eaton Centre, and Toronto ...

    Chelsea Hotel, Toronto$124

    Jun 30 - Jul 1

    Chelsea Hotel, Toronto$124
    One King West Hotel & Residence

    One King West Hotel & Residence

    1 King Street West, Toronto, ON
      4.0 out of 5.0
       
       
      3.9 out of 5 (17 reviews)

      Located in Financial District, this romantic hotel is steps from The Path and PATH Underground Shopping Mall. Hockey Hall of Fame and Sony Centre for the Performing ...

      One King West Hotel & Residence$184

      Jul 1 - Jul 2

      One King West Hotel & Residence$184
      Hotel X Toronto by Library Hotel Collection

      Hotel X Toronto by Library Hotel Collection

      111 Princes' Boulevard, Toronto, ON
        4.5 out of 5.0
         
         
        5.0 out of 5 (1 reviews)

        This family-friendly Toronto hotel is located on the boardwalk, within a 10-minute walk of Exhibition Place and Ontario Place. Rogers Centre and CN Tower are ...

        Hotel X Toronto by Library Hotel Collection$203

        Jun 23 - Jun 24

        Hotel X Toronto by Library Hotel Collection$203
        The Fairmont Royal York

        The Fairmont Royal York

        100 Front St West, Toronto, ON
          4.0 out of 5.0
           
           
          3.7 out of 5 (14 reviews)

          This family-friendly Toronto hotel is located in the historical district, within a 10-minute walk of Scotiabank Arena, Hockey Hall of Fame, and CN Tower. Rogers ...

          The Fairmont Royal York$154

          Jun 30 - Jul 1

          The Fairmont Royal York$154
          EST Hotel

          EST Hotel

          1790 ALBION ROAD, Toronto, ON
            3.5 out of 5.0
             
             
            4.5 out of 5 (2 reviews)

            Situated near the airport, this hotel is 1.6 mi (2.6 km) from BAPS Shri Swaminarayan Mandir and 2.6 mi (4.1 km) from Woodbine Racetrack. Claireville Conservation ...

            EST Hotel$87

            Jun 30 - Jul 1

            EST Hotel$87
            Sheraton Centre Toronto Hotel

            Sheraton Centre Toronto Hotel

            123 Queen St W, Toronto, ON
              4.0 out of 5.0
               
               
              4.6 out of 5 (20 reviews)

              Located in Financial District, this spa hotel is steps from The Path, Nathan Phillips Square, and Queen Street. PATH Underground Shopping Mall and Toronto City ...

              Sheraton Centre Toronto Hotel$154

              Jul 1 - Jul 2

              Sheraton Centre Toronto Hotel$154
              DoubleTree by Hilton Hotel Toronto Downtown

              DoubleTree by Hilton Hotel Toronto Downtown

              108 Chestnut St, Toronto, ON
                3.5 out of 5.0
                 
                 
                4.4 out of 5 (13 reviews)

                Located in Downtown Toronto, this hotel is steps from The Path and PATH Underground Shopping Mall. Nathan Phillips Square and Toronto City Hall are also within ...

                DoubleTree by Hilton Hotel Toronto Downtown$126

                Jun 30 - Jul 1

                DoubleTree by Hilton Hotel Toronto Downtown$126
                Sheraton Gateway Hotel In Toronto International Airport

                Sheraton Gateway Hotel In Toronto International Airport

                Terminal 3, Toronto AMF, PO Box 3000, Mississauga, ON
                  4.0 out of 5.0
                   
                   
                  3.6 out of 5 (5 reviews)

                  Situated near the airport, this eco-friendly hotel is 1.9 mi (3 km) from The International Centre and 2.7 mi (4.4 km) from Toronto Congress Centre. Woodbine ...

                  Sheraton Gateway Hotel In Toronto International Airport$120

                  Jul 6 - Jul 7

                  Sheraton Gateway Hotel In Toronto International Airport$120
                  CampusOne Student Residence DT Toronto

                  CampusOne Student Residence DT Toronto

                  253 College Street, Toronto, ON
                    2.5 out of 5.0
                     
                     

                    Located in Downtown Toronto, this apartment building is within a 10-minute walk of Spadina Avenue Shopping District and University of Toronto - St. George Campus. ...

                    CampusOne Student Residence DT Toronto$104

                    Jun 30 - Jul 1

                    CampusOne Student Residence DT Toronto$104
                    Cambridge Suites Hotel - Toronto

                    Cambridge Suites Hotel - Toronto

                    15 Richmond St E, Toronto, ON
                      4.0 out of 5.0
                       
                       
                      4.3 out of 5 (3 reviews)

                      Located in Downtown Toronto, this romantic hotel is within a 10-minute walk of Elgin and Winter Garden Theatres, Toronto Eaton Centre, and Hockey Hall of Fame. ...

                      Cambridge Suites Hotel - Toronto$148

                      Jul 1 - Jul 2

                      Cambridge Suites Hotel - Toronto$148
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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.