Title: CA $365 Cheap Porter Airlines fights from Ottawa to Chicago - Expedia.ca ![City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/178248/e6aa83ce-7ad8-43a5-9d1d-b055eefa7e78.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # CA $365 Cheap Porter Airlines fights from Ottawa (YOW) to Chicago (MDW) [View CA $365 flight on Wed, Feb 25, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YOW,to:MDW,departure:25/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:364.67&airProductToken=AQqpAQo1CNCIARIDMTUwGNizASCYzgEo_IyGAzDPjYYDOFhAAFgBaghTVEFOREFSRHIIWFhBMFpSWlMKNwjEmAESBDQ5MDcYmM4BIOO0ASjJjoYDMKOPhgM4VkABWAFqCU1BSU5DTEFTQ3IIVkFWU0EwTUwKNwjEmAESBDU0NDYY47QBIOywASjVj4YDMKaQhgM4VkABWAFqCU1BSU5DTEFTQ3IIVkFWU0EwTUwSCggBEAEYASoCUEQYASIECAEQASgCKAMoBDAB) - [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 - ![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) ## Porter Airlines flights from Ottawa to Chicago (YOW→MDW) Prices were available within the past 7 days and start at CA $365 for one-way flights and CA $663 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Fri, Jan 16 - Sun, Feb 1 YOW Ottawa MDW Chicago CA $663 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MDW,departure:16/01/2026TANYT&leg2=from:MDW,to:YOW,departure:01/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:662.57&airProductToken=AQpICiII0IgBEgQyMjAyGNizASD4zAEokMuCAzDUy4IDOENAAFgBCiII0IgBEgQyMzg3GPjMASDssAEol8yCAzCFzYIDOENAAVgBCkgKIgjQiAESBDIzOTQY7LABIPjMASj3g4QDMN2EhAM4Q0AAWAEKIgjQiAESBDIyNjkY-MwBINizASiXhYQDMNKFhAM4Q0ABWAESCggBEAEYASoCUEQYASIECAEQASgEMAE) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Fri, Mar 6 - Sun, Mar 15 YOW Ottawa MDW Chicago CA $701 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MDW,departure:06/03/2026TANYT&leg2=from:MDW,to:YOW,departure:15/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:700.27&airProductToken=AQqpAQo1CNCIARIDMTUwGNizASCYzgEoofKGAzDs8oYDOFhAAFgBaghTVEFOREFSRHIIWFhBMFpSWlMKNwjEmAESBDQ5MDcYmM4BIOO0ASjp84YDMMP0hgM4WEABWAFqCU1BSU5DTEFTQ3IIWEFVU0EwTUwKNwjEmAESBDU0NDYY47QBIOywASj19IYDMMb1hgM4WEABWAFqCU1BSU5DTEFTQ3IIWEFVU0EwTUwKqQEKNwjEmAESBDUyMTgY7LABIOO0ASjr2IcDMK_ZhwM4WEAAWAFqCU1BSU5DTEFTQ3IIWEFVU0EwTUwKNwjEmAESBDUxNDYY47QBIJjOASiv2ocDMPzahwM4WEABWAFqCU1BSU5DTEFTQ3IIWEFVU0EwTUwKNQjQiAESAzE2NxiYzgEg2LMBKPvbhwMwwtyHAzhYQAFYAWoIU1RBTkRBUkRyCFhYQTBaUlpTEgoIARABGAEqAlBEGAEiBAgBEAEoAigDKAQwAQ) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Thu, Jan 22 - Sun, Jan 25 YOW Ottawa MDW Chicago CA $705 Roundtrip found 6 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MDW,departure:22/01/2026TANYT&leg2=from:MDW,to:YOW,departure:25/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:704.63&airProductToken=AQpwCjYI0IgBEgQyMjAyGNizASD4zAEo0I6DAzCUj4MDOFBAAFgBaghTVEFOREFSRHIIUDJOMFpSWlMKNgjQiAESBDIzODcY-MwBIOywASjcj4MDMMqQgwM4UEABWAFqCFNUQU5EQVJEcghQMk4wWlJaUwpwCjYI0IgBEgQyMzk0GOywASD4zAEol7WDAzD9tYMDOFBAAFgBaghTVEFOREFSRHIIUDJOMFpSWlMKNgjQiAESBDIyNzUY-MwBINizASiWt4MDMNG3gwM4UEABWAFqCFNUQU5EQVJEcghQMk4wWlJaUxIKCAEQARgBKgJQRBgBIgQIARABKAIoAygEMAE) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Fri, Jan 16 - Fri, Jan 30 YOW Ottawa MDW Chicago CA $713 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MDW,departure:16/01/2026TANYT&leg2=from:MDW,to:YOW,departure:30/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:712.23&airProductToken=AQpICiII0IgBEgQyMjAyGNizASD4zAEokMuCAzDUy4IDOENAAFgBCiII0IgBEgQyMzg3GPjMASDssAEol8yCAzCFzYIDOENAAVgBCkgKIgjQiAESBDIzODgY7LABIPjMASj86oMDMOLrgwM4Q0AAWAEKIgjQiAESBDIyNjcY-MwBINizASig7oMDMNvugwM4Q0ABWAESCggBEAEYASoCUEQYASIECAEQASgEMAE) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Tue, Mar 3 - Fri, Mar 13 YOW Ottawa MDW Chicago CA $715 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MDW,departure:03/03/2026TANYT&leg2=from:MDW,to:YOW,departure:13/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:714.31&airProductToken=AQpICiII0IgBEgQyMjAyGNizASD4zAEo0NCGAzCU0YYDOFhAAFgBCiII0IgBEgQyMzg3GPjMASDssAEo19GGAzDF0oYDOExAAVgBCkgKIgjQiAESBDIzOTQY7LABIPjMASi7xYcDMKHGhwM4TEAAWAEKIgjQiAESBDIyNjkY-MwBINizASjbxocDMJbHhwM4WEABWAESCggBEAEYASoCUEQYASIECAEQASgEMAE) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Sun, Feb 22 - Tue, Apr 14 YOW Ottawa MDW Chicago CA $719 Roundtrip found 5 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YOW,to:MDW,departure:22/02/2026TANYT&leg2=from:MDW,to:YOW,departure:14/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:718.86&airProductToken=AQqpAQo1CNCIARIDMTUwGNizASCYzgEonOuFAzDv64UDOFhAAFgBaghTVEFOREFSRHIIWFhBMFpSWlMKNwjEmAESBDQ5MDcYmM4BIOO0ASjp7IUDMMPthQM4VkABWAFqCU1BSU5DTEFTQ3IIVkFWU0EwTUwKNwjEmAESBDU0MzAY47QBIOywASiX8IUDMOnwhQM4VkABWAFqCU1BSU5DTEFTQ3IIVkFWU0EwTUwKqQEKNwjEmAESBDUyMTgY7LABIOO0ASijqooDMOuqigM4VEAAWAFqCU1BSU5DTEFTQ3IIVEFWU0EwTUwKNwjEmAESBDUxNDYY47QBIJjOASj4q4oDMMesigM4VEABWAFqCU1BSU5DTEFTQ3IIVEFWU0EwTUwKNQjQiAESAzE2NxiYzgEg2LMBKLutigMwgq6KAzhYQAFYAWoIU1RBTkRBUkRyCFhYQTBaUlpTEgoIARABGAEqAlBEGAEiBAgBEAEoAigDKAQwAQ) ## Find the cheapest month to fly from Ottawa (YOW) to Chicago (MDW) ### July is typically the cheapest month to fly From CA $338 - CA $1,189 per traveller. ## Alternative airports near Chicago Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:YOW,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:YOW,departure:22/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ORD O'Hare Intl. Cheapest 23 min [Flights from CA $787 ](https://www.expedia.ca/Flights-Search?leg1=from:YOW,to:ORD,departure:11/01/2026TANYT&leg2=from:ORD,to:YOW,departure:22/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) __Flight from Ottawa to Chicago (YOW - MDW) route information__ | Origin airport | Macdonald-Cartier Intl. | | ------------------- | ------------------------ | | Destination airport | Midway Intl. | | Airlines serving | Porter Airlines, WestJet | | Popular airline | Porter Airlines | | Distance | 1041 km | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [Cheap Hotels in Archer Heights ](https://www.expedia.ca/Archer-Heights-Chicago-Hotels-Cheap-Hotels.0-n6132347-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Archer Heights ](https://www.expedia.ca/Archer-Heights-Chicago-Hotels-Hotels-With-Free-Parking.0-n6132347-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - 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