Title: Cheap Flights to Northwest Side , IL from CA $186 - Expedia.ca ![Bloomingdale Trail, The 606, is an elevated pedestrian trail that travels through the Bucktown and Humboldt Park neighborhoods on Chicago's northwest side. Streets of Chicago.](https://images.trvl-media.com/place/553248635976475367/bfa3a438-7753-4d4b-b110-6e23898993ba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635976475367/bfa3a438-7753-4d4b-b110-6e23898993ba.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Northwest Side , IL from CA $186 [View CA $186 flight on Thu, May 21, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YTZ,to:MDW,departure:21/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:185.24&airProductToken=AQo1CjMI0IgBEgQyMzg3GPjMASDssAEo58mNAzDVyo0DOE1AAFgBagVCQVNJQ3IITTJOMFpSWkwSCggBEAEYASoCUEQYASIECAEQASgCKAMoBDAB) [Northwest Side Travel Guide](https://expedia.ca/Northwest-Side.dx553248635976475367)[Hotels in Northwest Side](https://expedia.ca/Northwest-Side-Hotels.d553248635976475367.Travel-Guide-Hotels)[Northwest Side Car Rentals](https://expedia.ca/Car-Rentals-In-Northwest-Side.d553248635976475367.Car-Rental-Guide)[Northwest Side Vacation Packages](https://expedia.ca/Northwest-Side.d553248635976475367.Destination-Travel-Guides) ## Popular airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_UA.svg) United - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines - ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines - ![](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\* - ![](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\* - ![](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 Northwest Side? Prices were available within the past 7 days and start at CA $186 for one-way flights and CA $301 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, Jul 16 - Sat, Jul 18 YHM Hamilton ORD Chicago CA $301 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YHM,to:ORD,departure:16/07/2026TANYT&leg2=from:ORD,to:YHM,departure:18/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:300.84&airProductToken=AQpnCjIIwYYBEgQ4OTMwGPhhIJjOASjsv5IDMK3AkgM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQQoxCMGGARIDNTA3GJjOASCuHCi5wZIDMK7CkgM4R0ABWAFqBUJBU0lDcghHTkEyQTJCQQpnCjEIwYYBEgM1MDgYrhwgmM4BKP3ZkgMw5tqSAzhHQABYAWoFQkFTSUNyCEdOQTJBMkJBCjIIwYYBEgQ4OTM3GJjOASD4YSj825IDMLPckgM4R0ABWAFqBUJBU0lDcghHTkEyQTJCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Wed, May 27 - Tue, Jun 2 YTZ Toronto MDW Chicago CA $310 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:MDW,departure:27/05/2026TANYT&leg2=from:MDW,to:YTZ,departure:02/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:309.61&airProductToken=AQo1CjMI0IgBEgQyMzg3GPjMASDssAEop42OAzCVjo4DOE1AAFgBagVCQVNJQ3IITTJOMFpSWkwKNQozCNCIARIEMjM5NBjssAEg-MwBKKTUjgMwiNWOAzhNQABYAWoFQkFTSUNyCE0yTjBaUlpMEgoIARABGAEqAlBEGAEiBAgBEAEoAigDKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Thu, Jun 4 - Tue, Jun 9 YYZ Toronto ORD Chicago CA $323 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:04/06/2026TANYT&leg2=from:ORD,to:YYZ,departure:09/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:322.04&airProductToken=AQo0CjIIwYIBEgQ0NTMwGJjOASCuHCji644DMPbsjgM4QkAAWAFqBUJBU0lDcghPVkFDWlNCWAo0CjIIwYIBEgQ2NDg4GK4cIJjOASjUn48DMMOgjwM4QkAAWAFqBUJBU0lDcghPVkFDWlNCWBIKCAEQARgBKgJBQRgBIgQIARABKAIoAygEMAs) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Fri, Jun 19 - Mon, Jun 29 YYZ Toronto ORD Chicago CA $331 Roundtrip found 11 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:19/06/2026TANYT&leg2=from:ORD,to:YYZ,departure:29/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:330.65&airProductToken=AQoxCi8I1YIBEgQxNjEyGJjOASCuHCiUj5ADMIyQkAM4TkAAWAFqAkJFcghHTkE0QTJCTgoxCi8I1YIBEgQxNjQ5GK4cIJjOASjnhpEDMM-HkQM4TkAAWAFqAkJFcghHTkEyQTJCThIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE) ![Air Transat](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TS.gif) Wed, May 27 - Tue, Jun 2 YTZ Toronto MDW Chicago CA $352 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:MDW,departure:27/05/2026TANYT&leg2=from:MDW,to:YTZ,departure:02/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:351.65&airProductToken=AQo_Cj0I1KYBEgQ3MDYwGPjMASDssAEop42OAzCVjo4DOFFAAFgBagNCR1RyCFEyTjBaUlpMegoI0IgBEgQ3MDYwCj8KPQjUpgESBDczMTUY7LABIPjMASik1I4DMIjVjgM4UUAAWAFqA0JHVHIIUTJOMFpEWkx6CgjQiAESBDczMTUSCggBEAEYASoCVFMYASIECAEQASgCKAMoBDAN) ## Frequently asked questions ### How do I find cheap flights to Northwest Side that have flexible change policies? ### Which airlines fly to Northwest Side? > - United Airlines - 12,777 flights to or near Northwest Side each month, including 12,777 flights to O'Hare Intl. Airport (ORD) per month. > - American Airlines - 9,109 flights to or near Northwest Side each month, including 9,109 flights to O'Hare Intl. Airport (ORD) per month. > - Delta - 1,023 flights to or near Northwest Side each month, including 1,023 flights to O'Hare Intl. Airport (ORD) per month. ### How can I find cheap tickets to Northwest Side? ### How much is a flight to Northwest Side? ### What are the most popular airports to fly into in Northwest Side? ### When is the cheapest time to fly to Northwest Side? ### How much is a plane ticket to Northwest Side? ### What months are the cheapest to book a flight to Northwest Side? ## Travel information | Destination airport | O'Hare Intl. | | ----------------------------- | ------------ | | Destination airport IATA code | ORD | | Destination city name | Chicago | | Roundtrip price | CA $301 | ## Trending flights to Northwest Side Prices were available within the past 7 days and start at CA $186 for one-way flights and CA $301 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply. All deals One way Roundtrip ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Thu, Jul 16 - Sat, Jul 18 YHM Hamilton ORD Chicago CA $301 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YHM,to:ORD,departure:16/07/2026TANYT&leg2=from:ORD,to:YHM,departure:18/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:300.84&airProductToken=AQpnCjIIwYYBEgQ4OTMwGPhhIJjOASjsv5IDMK3AkgM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQQoxCMGGARIDNTA3GJjOASCuHCi5wZIDMK7CkgM4R0ABWAFqBUJBU0lDcghHTkEyQTJCQQpnCjEIwYYBEgM1MDgYrhwgmM4BKP3ZkgMw5tqSAzhHQABYAWoFQkFTSUNyCEdOQTJBMkJBCjIIwYYBEgQ4OTM3GJjOASD4YSj825IDMLPckgM4R0ABWAFqBUJBU0lDcghHTkEyQTJCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - [3 Star Hotels in Old Irving Park ](https://www.expedia.ca/3Star-Old-Irving-Park-Chicago-Hotels.s30-n553248635976471853-0.Travel-Guide-Filter-Hotels) - 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