Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search over 750,000 properties worldwide and 550 airlines worldwide.

Search over a million flights, hotels, packages, and more

No Expedia cancellation fee to change or cancel almost any hotel reservation.

Find cheap flights from San Diego (SAN) to Chicago (ORD)

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

Hotels by Airports near

See all 329 properties in O'Hare Intl.
Hilton Chicago O'Hare Airport C$140
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

Ohare International Airport, Chicago
     
    4.0
    of 5, from 3,446 reviews
    4.0 out of 5.0

    The only hotel on airport property, the Hilton Chicago O'Hare Airport is located 2 miles from the Donald E. Stephens Convention Center and the Rosemont Theatre, and 18 miles from downtown Chicago.

    Edward Hotel Chicago C$129
    Edward Hotel Chicago

    Edward Hotel Chicago

    6600 N. Mannheim Rd, Rosemont
       
      4.0
      of 5, from 2,108 reviews
      3.0 out of 5.0

      Situated near the airport, this hotel is 0.4 mi (0.6 km) from Allstate Arena and within 3 mi (5 km) of Rivers Casino and Donald E. Stephens Convention Center. Rosemont Theatre and MB Financial Park at Rosemont are also within 3 mi (5 km). Rosemont O'Hare Transfer Station is 11 minutes by foot.

      Loews Chicago O'Hare Hotel C$169
      Loews Chicago O'Hare Hotel

      Loews Chicago O'Hare Hotel

      5300 N River Rd, Rosemont
         
        4.5
        of 5, from 2,183 reviews
        4.5 out of 5.0

        This family-friendly Rosemont hotel is located near the airport, within a 10-minute walk of Rosemont Theatre, Fashion Outlets of Chicago, and Donald E. Stephens Convention Center. MB Financial Park at Rosemont and Rivers Casino are also within 2 mi (3 km). Rosemont Station is 20 minutes by foot and Rosemont Station is 15 minutes.

        Crowne Plaza Hotel Chicago O'Hare C$104
        Crowne Plaza Hotel Chicago O'Hare

        Crowne Plaza Hotel Chicago O'Hare

        5440 N River Rd, Rosemont
           
          4.1
          of 5, from 1,812 reviews
          3.5 out of 5.0

          Situated near the airport, this hotel is within a 5-minute walk of Rosemont Theatre and Donald E. Stephens Convention Center. Fashion Outlets of Chicago and MB Financial Park at Rosemont are also within 10 minutes. Rosemont Station is 14 minutes by foot and Rosemont Station is 13 minutes.

          Four Points by Sheraton Chicago O'Hare Airport C$104
          Four Points by Sheraton Chicago O'Hare Airport

          Four Points by Sheraton Chicago O'Hare Airport

          10249 Irving Park Road, Schiller Park
             
            3.7
            of 5, from 3,334 reviews
            3.0 out of 5.0

            This smoke-free hotel is 1.5 miles (2.4 kilometers) from O'Hare International Airport, the Donald E. Stephens Convention Center, the Rosemont Theatre, and a transit station with access to downtown Chicago.

            O'Hare Inn & Suites C$83
            O'Hare Inn & Suites

            O'Hare Inn & Suites

            4101 Mannheim Rd, Schiller Park
               
              2.9
              of 5, from 2,306 reviews
              2.0 out of 5.0

              Situated in Schiller Park, this hotel is within 3 mi (5 km) of Fashion Outlets of Chicago, Rosemont Theatre, and MB Financial Park at Rosemont. Donald E. Stephens Convention Center is 2.7 mi (4.4 km) away. Franklin Park Mannheim Station is 17 minutes by foot and Schiller Park Station is 29 minutes.

              Best Western At O'Hare C$117
              Best Western At O'Hare

              Best Western At O'Hare

              10300 W Higgins Road, Rosemont
                 
                3.9
                of 5, from 840 reviews
                3.0 out of 5.0

                This hotel is 4 blocks from Allstate Arena (DePaul Blue Demons; Chicago Wolves) and 2 miles from O'Hare Airport; complimentary 24-hour shuttle service is provided.

                Wyndham Chicago O'Hare C$120
                Wyndham Chicago O'Hare

                Wyndham Chicago O'Hare

                1450 E Touhy Ave, Des Plaines
                   
                  4.0
                  of 5, from 2,060 reviews
                  3.0 out of 5.0

                  Complimentary shuttle service whisks guests arriving from O'Hare International to Wyndham Chicago O'Hare, a mere 2 miles away; concert-goers and hockey fans can stroll a block down to Allstate Arena.

                  San Diego to Chicago Flights

                  Ready for an adventure? Thought so! Prepare to see the sights when you book your trip from San Diego to Chicago with Expedia.ca. Whether you’re visiting for business or pleasure, we know how important it is to bring home travel stories. Maybe your tales will include the best dinner of your life, or the weirdest street art you saw in the city, or the concert that turned you into a fan of a new band. Whatever it is, your new favourite anecdote is right around the corner. Book your trip from SAN to ORD and begin your journey!

                  Getting a cheap deal on your trip sets the tone for the perfect holiday. And with Expedia.ca, you know you can travel from San Diego to Chicago on the cheap, with enough money left over for a stellar time in the city. That could mean more tours with the kids, more concerts with the spouse, more dessert amongst co-workers, or even front row seats to a sports game if you’re travelling solo. It’s your holiday! Make it great.

                  Travelling shouldn’t cost an arm and a leg before you even get to relax on the plane’s armrests. Count on Expedia.ca to get you the best discounts on flights from SAN to ORD. And remember this: You can also save big when you bundle. Add a hotel or car rental deal to your flight and witness those savings add up. Hey, more money for more souvenirs, right? Right! Pack your bags and we’ll see you on the route.

                  Combine your Chicago flight with a hotel and/or car rental for a package deal designed to save you even more money! Discover additional savings by booking in advance or find a last minute deal. There are tons of ways to save on your flights from with Expedia Canada. Use us as your top travel destination and have the confidence that you’re getting a bargain!

                  May 8, 2018

                  So far, so good

                  Apr 15, 2018

                  Liked the tv version of safety instructions. Liked the Direct TV so I could watch the game while in flight. The armreat input didn't work so I ciuldn't get sound which was aggrivating.

                  Nov 17, 2017

                  the seats are too small for tall people!!!!

                  Feb 4, 2017

                  Tv entertainment should be free

                  Oct 24, 2016

                  Overbooking 😞