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Lowest round trip fares by airline from Chicago and White Plains

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

Cheap flights from Chicago to White Plains

Cheap flights from Chicago to White Plains

Are you ready to book your flight, but feeling nervous about paying too much if the price drops? Don't play the waiting game. Our Best Price Guarantee means if you see a better fare for the same flight, we'll give you the difference in CheapCash, plus a $50 CheapCash bonus, which you can use to save on your hotel reservation.

If you have a frequent flier account, add it to your reservation to earn miles. And don't worry about getting stuck in a middle seat. Choose your seats when you book, so you'll be right where you want to be on departure day.

Save Even More Time and Money With a White Plains Travel Package

Once your flights are booked, why start all over again searching for a cheap hotel? Book your flight and hotel together, and save yourself more than time and energy. You'll also be able to take advantage of discounts and coupons on your White Plains vacation that you can't get when you book flights and hotel separately.

Relax in White Plains With Confidence and Convenience

Going cheap doesn't mean giving up great service. Our agents are available 24/7 to help you find the right cheap flights and hotel, and to answer questions about your trip.

Need to grab a cheap travel deal while you're on the go? Download our mobile app, where you can search and book just like you would on your home computer. Stay in-the-know on great rates on flights from Chicago to White Plains by signing up for exclusive email deals.

Packages from Chicago to White Plains

Hotels in White Plains

See all 274 Properties in White Plains
Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

49 E Sunnyside Lane, Tarrytown, NY
    3.5 out of 5.0
     
     
    4.3 out of 5 (3 reviews)

    Situated in the historical district, this hotel is within 1 mi (2 km) of Lyndhurst Mansion and Irvington Town Hall Theater. Matthiessen Park and Tarrytown Music ...

    Tarrytown House Estate on the Hudson$144

    Tarrytown House Estate on the Hudson$144
    Doral Arrowwood

    Doral Arrowwood

    975 Anderson Hill Rd, Rye Brook, NY
      4.0 out of 5.0
       
       
      3.8 out of 5 (5 reviews)

      Situated in Rye Brook, this golf hotel is 0.9 mi (1.4 km) from Donald M Kendall Sculpture Gardens and 1.4 mi (2.3 km) from Purchase College. Performing Arts ...

      Doral Arrowwood$111

      Doral Arrowwood$111
      Extended Stay America - White Plains - Elmsford

      Extended Stay America - White Plains - Elmsford

      118 West Main Street, Elmsford, NY
        2.0 out of 5.0
         
         
        2.7 out of 5 (3 reviews)

        Situated in Elmsford, this hotel is 0.6 mi (1 km) from Greenburgh Public Library and 2.5 mi (4 km) from Westchester County Center. Sportime USA and Westchester ...

        Extended Stay America - White Plains - Elmsford$100

        Extended Stay America - White Plains - Elmsford$100
        Hampton Inn White Plains

        Hampton Inn White Plains

        200 West Main Street, Elmsford, NY
          2.5 out of 5.0
           
           
          4.3 out of 5 (9 reviews)

          Situated in the historical district, this hotel is within 2 mi (3 km) of Greenburgh Public Library, Sportime USA, and Westchester Skating Academy. Westchester ...

          Hampton Inn White Plains$88

          Hampton Inn White Plains$88
          Crowne Plaza White Plains - Downtown

          Crowne Plaza White Plains - Downtown

          66 Hale Ave, White Plains, NY
            4.0 out of 5.0
             
             
            4.6 out of 5 (8 reviews)

            Located in the heart of White Plains, this eco-friendly hotel is 0.3 mi (0.5 km) from The Westchester Mall and 1.5 mi (2.5 km) from Westchester County Center. ...

            Crowne Plaza White Plains - Downtown$111

            Crowne Plaza White Plains - Downtown$111
            La Quinta Inn & Suites by Wyndham Armonk Westchester

            La Quinta Inn & Suites by Wyndham Armonk Westchester

            94 Business Park Dr, Armonk, NY
              2.5 out of 5.0
               
               
              3.2 out of 5 (12 reviews)

              Situated in Armonk, this hotel is 0.5 mi (0.8 km) from Armonk Indoor Sports Center and within 6 mi (10 km) of Audubon Center and Haas Audubon Sanctuary. Westmoreland ...

              La Quinta Inn & Suites by Wyndham Armonk Westchester$90

              La Quinta Inn & Suites by Wyndham Armonk Westchester$90
              Radisson Hotel New Rochelle

              Radisson Hotel New Rochelle

              1 Radisson Plz, New Rochelle, NY
                3.0 out of 5.0
                 
                 
                4.6 out of 5 (9 reviews)

                Located in the heart of New Rochelle, this hotel is within a 10-minute walk of Monroe College New Rochelle Campus and New Roc City. College of New Rochelle and ...

                Radisson Hotel New Rochelle$119

                Radisson Hotel New Rochelle$119
                Hampton Inn & Suites Yonkers - Westchester

                Hampton Inn & Suites Yonkers - Westchester

                559 Tuckahoe Rd, Yonkers, NY
                  2.5 out of 5.0
                   
                   
                  5.0 out of 5 (4 reviews)

                  Located in Northeast Yonkers, this hotel is within 3 mi (5 km) of Westchester's Ridge Hill, Sarah Lawrence College, and Empire City Casino. Legoland Discovery ...

                  Hampton Inn & Suites Yonkers - Westchester$138

                  Hampton Inn & Suites Yonkers - Westchester$138
                  La Quinta Inn & Suites by Wyndham White Plains - Elmsford

                  La Quinta Inn & Suites by Wyndham White Plains - Elmsford

                  540 Saw Mill River Rd, Elmsford, NY
                    2.5 out of 5.0
                     
                     
                    3.7 out of 5 (12 reviews)

                    Situated in the business district, this hotel is within a 10-minute walk of Sportime USA and Westchester Skating Academy. Westchester Broadway Theatre and New ...

                    La Quinta Inn & Suites by Wyndham White Plains - Elmsford$99

                    La Quinta Inn & Suites by Wyndham White Plains - Elmsford$99
                    Hampton Inn & Suites Yonkers

                    Hampton Inn & Suites Yonkers

                    160 Corporate Blvd, Yonkers, NY
                      2.5 out of 5.0
                       
                       
                      4.3 out of 5 (7 reviews)

                      Located in Northwest Yonkers, this hotel is 2.2 mi (3.5 km) from Hudson River Museum and within 6 mi (10 km) of Empire City Casino and Yonkers Raceway. Yonkers ...

                      Hampton Inn & Suites Yonkers$112

                      Hampton Inn & Suites Yonkers$112
                      Map

                      *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.