Title: Cheap Flights to Winner , SD from CA $528 - Expedia.ca ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/32a5a1b7-682e-4c22-a8ab-4b736795e0ea/expedia_fallback.webp?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Winner , SD from CA $528 [View CA $528 flight on Sat, Oct 25, 2025](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YYZ,to:PIR,departure:25/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:528.00&airProductToken=AQpFCiAI1YIBEgM1NjgYmM4BIINpKKKp-wIwgav7AjhOQABYAQohCNWCARIENTA2MxiDaSCPigEolqz7AjDurPsCOE5AAVgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) - [Roundtrip](?flightType=roundtrip) - [One-way](?flightType=oneway) - [Multi-city](?flightType=multicity) ### Travellers Adults ChildrenAges 2 to 17 InfantsYounger than 2 EconomyPremium economyBusiness classFirst class Leaving from Going to Departing Returning Add a place to stay Add a car Direct flights only [Hotels in Winner](https://expedia.ca/Winner-Hotels.d175746.Travel-Guide-Hotels)[Winner Car Rentals](https://expedia.ca/Car-Rentals-In-Winner.d175746.Car-Rental-Guide)[Winner Vacation Packages](https://expedia.ca/Winner.d175746.Destination-Travel-Guides) ## Popular airlines to Winner - ![United](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Winner, South Dakota, United States of America,departure:17/10/2025TANYT&leg2=from:Winner, South Dakota, United States of America,to:CMH,departure:24/10/2025TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) ![notification illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__notification.svg) ### Be in the know Get alerts if flight prices drop or rise\* ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Book smarter Save up to 30% on select hotels after you book a flight\* ![trophy illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__trophy.svg) ### Earn twice Earn your airline miles on top of our rewards [Sign in](https://www.expedia.ca/login) ## How much is the cheapest flight to Winner? Prices were available within the past 7 days and start at CA $528 for one-way flights and CA $789 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Dec 17 - Tue, Jan 6 YYZ Toronto PIR Pierre CA $789 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:PIR,departure:17/12/2025TANYT&leg2=from:PIR,to:YYZ,departure:06/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:788.02&airProductToken=AQpnCiEI1YIBEgQ4MTExGJjOASChAyj8-_8CMIT9_wI4R0AAWAEKHwjVggESAzY0ORihAyCDaSj4_v8CMLKAgAM4S0ABWAEKIQjVggESBDUwNDUYg2kgj4oBKPaAgAMw24GAAzhLQAFYAQpoCiEI1YIBEgQ1MTEyGI-KASCDaSjf2oEDMMPbgQM4S0AAWAEKIAjVggESBDE0NDIYg2kgywEojtyBAzDx3YEDOEtAAVgBCiEI1YIBEgQ4MDI0GMsBIJjOASjS4IEDMLnhgQM4R0ABWAESCggBEAEYASoCVUEYASIECAEQASgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Oct 18 - Thu, Oct 23 YVR Vancouver PIR Pierre CA $792 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:PIR,departure:18/10/2025TANYT&leg2=from:PIR,to:YVR,departure:23/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:791.58&airProductToken=AQpnCiEI1YIBEgQ4MjQxGLiNASCSASiT2PoCMNXY-gI4R0AAWAEKHwjVggESAzc1NxiSASCDaSjL2_oCMPDc-gI4S0ABWAEKIQjVggESBDUwNjMYg2kgj4oBKLbd-gIwjt76AjhLQAFYAQpoCiEI1YIBEgQ1MTExGI-KASCDaSjDjvsCMKSP-wI4S0AAWAEKIAjVggESBDIyNzEYg2kgkgEo6Y_7AjCbkfsCOEtAAVgBCiEI1YIBEgQ4MjQ2GJIBILiNASjDk_sCMIWU-wI4R0ABWAESCggBEAEYASoCVUEYASIECAEQASgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Sat, Oct 18 - Thu, Oct 23 YVR Vancouver PIR Pierre CA $800 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YVR,to:PIR,departure:18/10/2025TANYT&leg2=from:PIR,to:YVR,departure:23/10/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:799.04&airProductToken=AQpqCiII1YIBEgQ4NDQwGLiNASCLuAEok9j6AjDK2foCOEdAAFgBCiEI1YIBEgQyMTQ2GIu4ASCDaSjx2_oCMITd-gI4S0ABWAEKIQjVggESBDUwNjMYg2kgj4oBKLbd-gIwjt76AjhLQAFYAQpoCiEI1YIBEgQ1MTExGI-KASCDaSjDjvsCMKSP-wI4S0AAWAEKIAjVggESBDIyNzEYg2kgkgEo6Y_7AjCbkfsCOEtAAVgBCiEI1YIBEgQ4MjQ2GJIBILiNASjDk_sCMIWU-wI4R0ABWAESCggBEAEYASoCVUEYASIECAEQASgEMAE) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, Nov 4 - Sat, Nov 15 YYZ Toronto PIR Pierre CA $812 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:PIR,departure:04/11/2025TANYT&leg2=from:PIR,to:YYZ,departure:15/11/2025TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:811.97&airProductToken=AQpqCiII1YIBEgQ4NjU2GJjOASDEjQEo2Zb8AjC9l_wCOEdAAFgBCiEI1YIBEgQxMTk3GMSNASCDaSjNmvwCMOCc_AI4S0ABWAEKIQjVggESBDUxMzYYg2kgj4oBKJad_AIw-538AjhLQAFYAQpnCiEI1YIBEgQ1MDYwGI-KASCDaSjfkf0CMMWS_QI4S0AAWAEKIAjVggESBDExMDEYg2kgiBgohJP9AjDKlP0COEtAAVgBCiAI1YIBEgQ4NTUxGEMgmM4BKJaX_QIw95f9AjhHQAFYARIKCAEQARgBKgJVQRgBIgQIARABKAQwAQ) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Fri, Jan 30 - Fri, Feb 6 YYZ Toronto PIR Pierre CA $936 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:PIR,departure:30/01/2026TANYT&leg2=from:PIR,to:YYZ,departure:06/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:935.92&airProductToken=AQqhAQo1CMGGARIEMTYyOBiYzgEg5Vook--DAzDY8IMDOEdAAFgBaghTVEFOREFSRHIIR05BMkE0VEcKMgjVggESAzYxOBjlWiCDaSii9IMDMLr2gwM4S0ABWAFqB0VDT05PTVlyCEtGQTJBREROCjQI1YIBEgQ1MDg0GINpII-KASj994MDMNf4gwM4S0ABWAFqB0VDT05PTVlyCEtGQTJBREROCqMBCjQI1YIBEgQ1MDg0GI-KASCDaSjivIQDMMa9hAM4S0AAWAFqB0VDT05PTVlyCEtGQTJBREROCjQI1YIBEgQyNjg4GINpIMSNASj9vYQDMNm_hAM4S0ABWAFqB0VDT05PTVlyCEtGQTJBREROCjUI1YIBEgQzNTUzGMSNASCYzgEo_cKEAzDsw4QDOEdAAVgBagdFQ09OT01ZcghHTkE1QTBURxIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMAE) Expedia.ca gives you the best tools to secure great deals on flights to Winner. Use our easy and convenient booking engine to browse nonstop flights and convenient departure points every day of the year. Search airfares from the top airlines to book your perfect flight to Winner. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Winner. Using our booking engine is simple - just type in your points of travel and preferred dates and Expedia.ca does the rest! If your travel times are flexible, you can find even better bargains by adjusting your flight dates. Browse connecting flights to increase your chances of finding even lower fares. Thanks to Expedia's Best Price Guarantee, you can book your Winner flights with full confidence knowing that you've found the best deal online. Expedia.ca makes the booking process easy and stress-free by offering support along the entire way. Our friendly staff is available 24 hours a day to provide assistance and help you book your ticket. Call us toll-free at 1-888-397-3342 to answer any questions that you may have about your trip to Winner. Looking to save even more? Get additional savings by bundling your Winner flight with a hotel and/or car rental to create a bargain travel package. Early birds can discover terrific savings by booking in advance while last minute travelers can enjoy great last minute deals. With Expedia.ca, there's no shortage of options to save even more on your Winner trip! Flights to Winner information | Destination airport | Pierre Regional | | --- | --- | | Destination airport IATA code | PIR | | Destination city name | Pierre | | Roundtrip price | CA $788 | ## Need more than a Flight to Winner? Heading to Winner? Explore Winner with Expedia's Travel Guides to find the best hotels, vacation packages, car rental deals and more! [Winner Hotels](https://expedia.ca/Winner-Hotels.d175746.Travel-Guide-Hotels)[Winner Vacations](https://expedia.ca/Winner.d175746.Destination-Travel-Guides) ## Trending flights to Winner Prices were available within the past 7 days and start at CA $528 for one-way flights and CA $789 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Wed, Dec 17 - Tue, Jan 6 YYZ Toronto PIR Pierre CA $789 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:PIR,departure:17/12/2025TANYT&leg2=from:PIR,to:YYZ,departure:06/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:788.02&airProductToken=AQpnCiEI1YIBEgQ4MTExGJjOASChAyj8-_8CMIT9_wI4R0AAWAEKHwjVggESAzY0ORihAyCDaSj4_v8CMLKAgAM4S0ABWAEKIQjVggESBDUwNDUYg2kgj4oBKPaAgAMw24GAAzhLQAFYAQpoCiEI1YIBEgQ1MTEyGI-KASCDaSjf2oEDMMPbgQM4S0AAWAEKIAjVggESBDE0NDIYg2kgywEojtyBAzDx3YEDOEtAAVgBCiEI1YIBEgQ4MDI0GMsBIJjOASjS4IEDMLnhgQM4R0ABWAESCggBEAEYASoCVUEYASIECAEQASgEMAE) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other ### Lodging - [3 Star Hotels in Chamberlain](https://www.expedia.ca/3Star-Chamberlain-Hotels.s30-0-d6059499.Travel-Guide-Filter-Hotels) - 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[Lodges in South Dakota](https://www.expedia.ca/South-Dakota-Lodges.d243-aaLodges.Travel-Guide-Accommodation) - [Motels in South Dakota](https://www.expedia.ca/South-Dakota-Motels.d243-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in South Dakota](https://www.expedia.ca/South-Dakota-RV-Parks.d243-aaRVParks.Travel-Guide-Accommodation) - [St. Charles Hotels](https://www.expedia.ca/St-Charles-Hotels.d553248634983084972.Travel-Guide-Hotels) - [Two Strike Hotels](https://www.expedia.ca/Two-Strike-Hotels.d553248634983550060.Travel-Guide-Hotels) - [Cheap Hotels in White River](https://www.expedia.ca/White-River-Hotels-Cheap-Hotels.0-0-d3000456478-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in White River](https://www.expedia.ca/White-River-Hotels-Luxury-Hotel.0-0-d3000456478-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [White River Hotels](https://www.expedia.ca/White-River-Hotels.d3000456478.Travel-Guide-Hotels) - [Motels in White River](https://www.expedia.ca/White-River-Motels.d3000456478-aaMotels.Travel-Guide-Accommodation) - [Witten Hotels](https://www.expedia.ca/Witten-Hotels.d553248635974846000.Travel-Guide-Hotels) ### Flights - [Flights to Central South Dakota](https://www.expedia.ca/Cheap-Flights-To-Central-South-Dakota.d6059497.Travel-Guide-Flights) - [Flights to Chamberlain](https://www.expedia.ca/Cheap-Flights-To-Chamberlain.d6059499.Travel-Guide-Flights) - [Flights to Huron](https://www.expedia.ca/Cheap-Flights-To-Huron.d1498.Travel-Guide-Flights) - [Flights to Interior](https://www.expedia.ca/Cheap-Flights-To-Interior.d118450.Travel-Guide-Flights) - [Flights to Mitchell](https://www.expedia.ca/Cheap-Flights-To-Mitchell.d6059510.Travel-Guide-Flights) - [Flights to Murdo](https://www.expedia.ca/Cheap-Flights-To-Murdo.d6265.Travel-Guide-Flights) - [Flights to Pierre](https://www.expedia.ca/Cheap-Flights-To-Pierre.d6059498.Travel-Guide-Flights) - [Flights to Wagner](https://www.expedia.ca/Cheap-Flights-To-Wagner.d181452.Travel-Guide-Flights) - [Flights to South Dakota](https://www.expedia.ca/Destinations-In-South-Dakota.d243.Flight-Destinations) - [Flights from Mission](https://www.expedia.ca/lp/flights/181132/flights-from-mission) - [Flights from South Dakota](https://www.expedia.ca/lp/flights/243/flights-from-south-dakota) - [Flights from White Horse](https://www.expedia.ca/lp/flights/553248634983108734/flights-from-white-horse) - [Flights from Hamill](https://www.expedia.ca/lp/flights/553248634983300116/flights-from-hamill) - [Flights from Reliance](https://www.expedia.ca/lp/flights/553248634983401185/flights-from-reliance) - [Flights from Wood](https://www.expedia.ca/lp/flights/553248634983532689/flights-from-wood) - [Flights from Rosebud](https://www.expedia.ca/lp/flights/553248634983546610/flights-from-rosebud) - [Flights from Tripp County](https://www.expedia.ca/lp/flights/553248635976432505/flights-from-tripp-county) - [Flights from Chamberlain](https://www.expedia.ca/lp/flights/6059499/flights-from-chamberlain) - [Flights from Okreek](https://www.expedia.ca/lp/flights/769697251743584256/flights-from-okreek) - [Flights from Ideal](https://www.expedia.ca/lp/flights/769697495129219072/flights-from-ideal) ### Packages - [Chamberlain Vacations](https://www.expedia.ca/Chamberlain.d6059499.Destination-Travel-Guides) - [Visit Chamberlain](https://www.expedia.ca/Chamberlain.dx6059499) - [Visit Kennebec](https://www.expedia.ca/Kennebec.dx183955) - [South Dakota Vacations](https://www.expedia.ca/South-Dakota.d243.Destination-Travel-Guides) - [Visit South Dakota](https://www.expedia.ca/South-Dakota.dx243) ### Cars - [Enterprise Rental Cars in Rosebud](https://www.expedia.ca/Enterprise-Car-Rentals-In-Rosebud.d553248634983546610-c15.Car-Rental-Guide-Suppliers) ### Vacation Rental - [Chamberlain Vacation Rentals](https://www.expedia.ca/Chamberlain-Vacation-Rentals.d6059499.Travel-Guide-VacationRentals) - [South Dakota Vacation Rentals](https://www.expedia.ca/Destinations-In-South-Dakota.d243.Vacation-Rental-Destinations) ### Other - [Things to do in South Dakota](https://www.expedia.ca/Things-To-Do-In-South-Dakota.d243.Travel-Guide-Activities) \*Available to Expedia members.