Title: Cheap Flights to Oswego , IL from CA $145 - Expedia.ca ![Setting Sun](https://images.trvl-media.com/place/142441/b120e67f-cbdd-4376-a78c-263755ddd72d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Anthony Martinez ![](https://images.trvl-media.com/place/142441/b120e67f-cbdd-4376-a78c-263755ddd72d.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Oswego , IL from CA $145 [View CA $145 flight on Fri, Jan 23, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YXX,to:ORD,departure:23/01/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:144.53&airProductToken=AQpmCjEI16YBEgM0NzIY-L0BIJgWKMqagwMwl5uDAzhFQABYAWoFQkFTSUNyCExUUUQwWkJXCjEI16YBEgQxNjEwGJgWIK4cKOCbgwMwt52DAzhFQAFYAWoFQkFTSUNyCExUUUQwWkJXEgoIARABGAEqAldTGAEiBAgBEAEoAigDKAQwAQ) - [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 Oswego](https://expedia.ca/Oswego-Hotels.d142441.Travel-Guide-Hotels)[Oswego Car Rentals](https://expedia.ca/Car-Rentals-In-Oswego.d142441.Car-Rental-Guide)[Oswego Vacation Packages](https://expedia.ca/Oswego.d142441.Destination-Travel-Guides) ## Popular airlines to Oswego - ![American Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Oswego, Illinois, United States of America,departure:24/01/2026TANYT&leg2=from:Oswego, Illinois, United States of America,to:CMH,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![Delta](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Oswego, Illinois, United States of America,departure:24/01/2026TANYT&leg2=from:Oswego, Illinois, United States of America,to:CMH,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![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:Oswego, Illinois, United States of America,departure:24/01/2026TANYT&leg2=from:Oswego, Illinois, United States of America,to:CMH,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![Spirit Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_NK.svg) Spirit Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Oswego, Illinois, United States of America,departure:24/01/2026TANYT&leg2=from:Oswego, Illinois, United States of America,to:CMH,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![Frontier Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Oswego, Illinois, United States of America,departure:24/01/2026TANYT&leg2=from:Oswego, Illinois, United States of America,to:CMH,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![Southwest Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Oswego, Illinois, United States of America,departure:24/01/2026TANYT&leg2=from:Oswego, Illinois, United States of America,to:CMH,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![Alaska Airlines](https://forever.travel-assets.com/flex/flexmanager/images/2024/09/23/landing_airline_sq_logo_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Oswego, Illinois, United States of America,departure:24/01/2026TANYT&leg2=from:Oswego, Illinois, United States of America,to:CMH,departure:31/01/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![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 Oswego? Prices were available within the past 7 days and start at CA $145 for one-way flights and CA $261 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, Feb 5 - Wed, Feb 18 YUL Montreal ORD Chicago CA $261 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORD,departure:05/02/2026TANYT&leg2=from:ORD,to:YUL,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:260.45&airProductToken=AQozCjEIwYYBEgQ4OTYxGJhdIK4cKIKvhAMwp7CEAzhHQABYAWoFQkFTSUNyCEdOQTJBN0JBCjMKMQjBhgESBDg5NTgYrhwgmF0o-76FAzD4v4UDOEdAAFgBagVCQVNJQ3IIR05BMkE3QkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAB) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Tue, Feb 3 - Tue, Feb 10 YUL Montreal ORD Chicago CA $262 Roundtrip found 2 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORD,departure:03/02/2026TANYT&leg2=from:ORD,to:YUL,departure:10/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:261.57&airProductToken=AQo4CjYI1YIBEgQzNTQ5GJhdIK4cKJmahAMw05uEAzhOQABYAWoKMV9iYXNpY2Vjb3IIR0FBMkFGQlMKOAo2CNWCARIEMzU0MhiuHCCYXSj46YQDMInrhAM4TkAAWAFqCjFfYmFzaWNlY29yCEdBQTJBRkJTEgoIARABGAEqAlVBGAEiBAgBEAEoAigDKAQwCw) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Thu, Feb 12 - Sun, Feb 15 YUL Montreal MDW Chicago CA $262 Roundtrip found 1 hour ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:MDW,departure:12/02/2026TANYT&leg2=from:MDW,to:YUL,departure:15/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:261.61&airProductToken=AQppCjII0IgBEgQyNDUyGJhdIPjMASjh-oQDMLb7hAM4TUAAWAFqBUJBU0lDcghNMk4wWlJaTAozCNCIARIEMjM4Nxj4zAEg7LABKPz7hAMw6vyEAzhNQAFYAWoFQkFTSUNyCE0yTjBaUlpMCmkKMwjQiAESBDIzOTQY7LABIPjMASi3oYUDMJ2ihQM4TUAAWAFqBUJBU0lDcghNMk4wWlJaTAoyCNCIARIEMjQ4Nxj4zAEgmF0otqOFAzCBpIUDOE1AAVgBagVCQVNJQ3IITTJOMFpSWkwSCggBEAEYASoCUEQYASIECAEQASgCKAMoBDAB) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, Jan 28 - Sun, Feb 15 YYC Calgary ORD Chicago CA $263 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:28/01/2026TANYT&leg2=from:ORD,to:YYC,departure:15/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:262.86&airProductToken=AQozCjEIwYIBEgQ0MTYxGJgWIK4cKJjWgwMw9NeDAzhCQABYAWoFQkFTSUNyCE9VQUNaU0JYCmcKMQjBggESAzk5NBiuHCCjsQEolJyFAzCvnYUDOEJAAFgBagVCQVNJQ3IIT1VBQ1pTQlgKMgjBggESBDE5NzMYo7EBIJgWKPadhQMw5Z-FAzhCQAFYAWoFQkFTSUNyCE9VQUNaU0JYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Fri, Apr 10 - Fri, Apr 17 YYC Calgary ORD Chicago CA $285 Roundtrip found 12 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:10/04/2026TANYT&leg2=from:ORD,to:YYC,departure:17/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:284.53&airProductToken=AQoiCiAI16YBEgQxNjEwGJgWIK4cKMT9iQMwm_-JAzhBQABYAQoiCiAI16YBEgQxNjExGK4cIJgWKKjOigMwk9CKAzhBQABYARIKCAEQARgBKgJXUxgBIgQIARABKAQwAQ) ## Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD) ### June is typically the cheapest month to fly From CA $108 - CA $444 per traveller. Expedia.ca gives you the best tools to secure great deals on flights to Oswego. 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 Oswego. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Oswego. 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 Oswego 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 Oswego. Looking to save even more? Get additional savings by bundling your Oswego 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 Oswego trip! ## Frequently asked questions ### What is the name of Oswego's airport? ### How far is O'Hare Intl. Airport (ORD) from central Oswego? ### What airport is best to fly into Oswego? ### How many airlines fly to Oswego? ### Which airlines fly to Oswego? ### How many nonstop flights are there to Oswego? ### Where are the most popular flights to Oswego departing from? ### How long is the flight to Oswego Airport? ### How to book the cheapest flight to Oswego? ### Do you have any tips for my flight to Oswego? > - Air travel can be a pleasure if you bring the right things. First of all you'll need toiletry items, such as a toothbrush and some deodorant, a fresh change of clothes and something to read. Next, find room in your carry-on bag for your electronic devices, chargers, any medications and maybe a blow-up neck pillow as well. Lastly, and most importantly, don't forget to bring your passport, travel papers and some money. > > > Do not pack the following items in your hand luggage: > > > - Squeeze all your full-sized bottles of shampoo and hairspray in your checked baggage. Any liquids in your carry-on suitcase larger than 3.4 ounces (100 millilitres) will be confiscated. Sharp objects, like your trusty Swiss Army knife, and dangerous products which are flammable or explosive, such as aerosol cans, spray paint and fireworks, are also restricted. > > > What to wear on a flight: > > > - Comfort should be your top priority when choosing what to wear on your flight. Loose, breathable clothing is a wise choice, as are flat, closed-toe shoes. > - The result of sustained periods of inactivity, deep vein thrombosis (DVT) is a blood clotting condition that can affect some passengers on long-haul flights. Reduce the risks by staying hydrated, keeping your legs and ankles moving and wearing compression tights or socks. ### How to get through airport security fast when flying to Oswego? > - Be sure to keep your ID and travel documents at hand. They'll be the first things you'll be asked to show at airport security. > - The X-ray machine is up next. Empty your pockets and remove anything that is likely to set off the scanner's alarm. This includes things like earphones or headphones, as well as your coat or jacket. They'll need to be placed on the conveyor belt for screening. > - For just a few minutes, you'll have to unplug from the digital world. Your laptop, phone and any other electronic devices also need to go through the scanner. > - Any liquids or gels, such as perfume or hand cream, that you want to bring on board need to be in containers no larger than 3.4 ounces (100 millilitres). They must also all fit inside a quart-size (one litre), clear zip-lock bag. > - It's also possible you'll be required to remove your shoes for scanning, so wearing slip-on shoes is always a smart idea. > - Sharp or pointed objects (like knives and scissors) are not allowed in the cabin. They'll be seized at security, so pack them in your checked baggage. __Flights to Oswego information__ | Destination airport | O'Hare Intl. | | ----------------------------- | ------------ | | Destination airport IATA code | ORD | | Destination city name | Chicago | | Roundtrip price | CA $260 | ## Trending flights to Oswego Prices were available within the past 7 days and start at CA $145 for one-way flights and CA $261 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, Feb 5 - Wed, Feb 18 YUL Montreal ORD Chicago CA $261 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORD,departure:05/02/2026TANYT&leg2=from:ORD,to:YUL,departure:18/02/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:260.45&airProductToken=AQozCjEIwYYBEgQ4OTYxGJhdIK4cKIKvhAMwp7CEAzhHQABYAWoFQkFTSUNyCEdOQTJBN0JBCjMKMQjBhgESBDg5NTgYrhwgmF0o-76FAzD4v4UDOEdAAFgBagVCQVNJQ3IIR05BMkE3QkESCggBEAEYASoCQUMYASIECAEQASgCKAMoBDAB) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - [Farmstay in Aurora ](https://www.expedia.ca/Aurora-Agritourism.d6186-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Aurora ](https://www.expedia.ca/Aurora-Apart-Hotels.d6186-aaApartHotels.Travel-Guide-Accommodation) - 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