Title: Cheap Flights to Montgomery , IL from CA $175 - Expedia.ca ![Aerial View of the Chicago Suburb of Naperville, Illinois](https://images.trvl-media.com/place/6156952/0aeb410c-fa3d-443f-9ad2-60a329d71472.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6156952/0aeb410c-fa3d-443f-9ad2-60a329d71472.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Montgomery , IL from CA $175 [View CA $175 flight on Sun, May 10, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YTZ,to:MDW,departure:10/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:174.74&airProductToken=AQo1CjMI0IgBEgQyMzg3GPjMASDssAEoh86MAzD1zowDOE1AAFgBagVCQVNJQ3IITTJOMFpSWkwSCggBEAEYASoCUEQYASIECAEQASgCKAMoBDAB) [Hotels in Montgomery](https://expedia.ca/Montgomery-Hotels.d6156952.Travel-Guide-Hotels)[Montgomery Car Rentals](https://expedia.ca/Car-Rentals-In-Montgomery.d6156952.Car-Rental-Guide)[Montgomery Vacation Packages](https://expedia.ca/Montgomery.d6156952.Destination-Travel-Guides) ## Popular airlines to Montgomery - ![](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:Montgomery, Illinois, United States of America,departure:16/04/2026TANYT&leg2=from:Montgomery, Illinois, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"DL"}}]) - ![](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:Montgomery, Illinois, United States of America,departure:16/04/2026TANYT&leg2=from:Montgomery, Illinois, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"F9"}}]) - ![](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:Montgomery, Illinois, United States of America,departure:16/04/2026TANYT&leg2=from:Montgomery, Illinois, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AA"}}]) - ![](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:Montgomery, Illinois, United States of America,departure:16/04/2026TANYT&leg2=from:Montgomery, Illinois, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"UA"}}]) - ![](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:Montgomery, Illinois, United States of America,departure:16/04/2026TANYT&leg2=from:Montgomery, Illinois, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"NK"}}]) - ![](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:Montgomery, Illinois, United States of America,departure:16/04/2026TANYT&leg2=from:Montgomery, Illinois, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](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:Montgomery, Illinois, United States of America,departure:16/04/2026TANYT&leg2=from:Montgomery, Illinois, United States of America,to:CMH,departure:23/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](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 Montgomery? Prices were available within the past 7 days and start at CA $175 for one-way flights and CA $289 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) Wed, Jul 8 - Mon, Jul 13 YTZ Toronto ORD Chicago CA $289 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:ORD,departure:08/07/2026TANYT&leg2=from:ORD,to:YTZ,departure:13/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:288.55&airProductToken=AQo0CjIIwYYBEgQ4NTQ5GPjMASCuHCjY6pEDMMzrkQM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQQo0CjIIwYYBEgQ4NTUwGK4cIPjMASj0oJIDMNmhkgM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Sat, Jul 4 - Wed, Jul 8 YTZ Toronto MDW Chicago CA $289 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:MDW,departure:04/07/2026TANYT&leg2=from:MDW,to:YTZ,departure:08/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:288.58&airProductToken=AQo1CjMI0IgBEgQyMzg3GPjMASDssAEo4riRAzDQuZEDOE1AAFgBagVCQVNJQ3IITTJOMFpSWkwKNQozCNCIARIEMjM5NBjssAEg-MwBKKTpkQMwiOqRAzhNQABYAWoFQkFTSUNyCE0yTjBaUlpMEgoIARABGAEqAlBEGAEiBAgBEAEoAigDKAQwAQ) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Wed, May 6 - Tue, May 12 YYZ Toronto ORD Chicago CA $302 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:06/05/2026TANYT&leg2=from:ORD,to:YYZ,departure:12/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:301.01&airProductToken=AQo0CjIIwYIBEgQzNjA0GJjOASCuHCiloowDMKejjAM4QkAAWAFqBUJBU0lDcghPVkFDWlNCWAppCjIIwYIBEgQyODQyGK4cIOKaASiY44wDMJbkjAM4QkAAWAFqBUJBU0lDcghPVkFDWlNCWAozCMGCARIENTAyMBjimgEgmM4BKMzkjAMw0eWMAzhCQAFYAWoFQkFTSUNyCE9WQUNaU0JYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) ![United](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/UA.gif) Thu, Jul 30 - Tue, Aug 4 YYZ Toronto ORD Chicago CA $308 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:ORD,departure:30/07/2026TANYT&leg2=from:ORD,to:YYZ,departure:04/08/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:307.31&airProductToken=AQoxCi8I1YIBEgQzNjE3GJjOASCuHCj33ZMDMPXekwM4TkAAWAFqAkJFcghHTkEyQTJCTgoxCi8I1YIBEgQyNDk2GK4cIJjOASifmpQDMIyblAM4TkAAWAFqAkJFcghHTkEyQTJCThIKCAEQARgBKgJVQRgBIgQIARABKAIoAygEMAE) ![Air Transat](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/TS.gif) Sun, May 3 - Mon, May 4 YTZ Toronto MDW Chicago CA $331 Roundtrip found 2 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:MDW,departure:03/05/2026TANYT&leg2=from:MDW,to:YTZ,departure:04/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:330.55&airProductToken=AQo_Cj0I1KYBEgQ3MDYwGPjMASDssAEop_-LAzCVgIwDOFFAAFgBagNCR1RyCFEyTjBaUlpMegoI0IgBEgQ3MDYwCj8KPQjUpgESBDczMTUY7LABIPjMASiEjowDMOiOjAM4UUAAWAFqA0JHVHIIUTJOMFpSWkx6CgjQiAESBDczMTUSCggBEAEYASoCVFMYASIECAEQASgCKAMoBDAN) ## Alternative airports near Montgomery Prices were available within the past 7 days. Prices and availability are subject to change. [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:ORD,departure:16/04/2026TANYT&leg2=from:ORD,to:CMH,departure:29/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ORD O'Hare Intl. Cheapest 52 min [Flights from CA $335 ](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:ORD,departure:16/04/2026TANYT&leg2=from:ORD,to:CMH,departure:29/04/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&sortOrder=INCREASING&sortType=PRICE) ## Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD) ### July is typically the cheapest month to fly From CA $109 - CA $427 per traveller. ## Book with confidence Expedia.ca gives you the best tools to secure great deals on flights to Montgomery. 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 Montgomery. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Montgomery. 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 Montgomery 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 Montgomery. Looking to save even more? Get additional savings by bundling your Montgomery 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 Montgomery trip! ## Travel information | Destination airport | O'Hare Intl. | | ----------------------------- | ------------ | | Destination airport IATA code | ORD | | Destination city name | Chicago | | Roundtrip price | CA $289 | ## Trending flights to Montgomery Prices were available within the past 7 days and start at CA $175 for one-way flights and CA $289 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) Wed, Jul 8 - Mon, Jul 13 YTZ Toronto ORD Chicago CA $289 Roundtrip just found [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YTZ,to:ORD,departure:08/07/2026TANYT&leg2=from:ORD,to:YTZ,departure:13/07/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:288.55&airProductToken=AQo0CjIIwYYBEgQ4NTQ5GPjMASCuHCjY6pEDMMzrkQM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQQo0CjIIwYYBEgQ4NTUwGK4cIPjMASj0oJIDMNmhkgM4R0AAWAFqBUJBU0lDcghHTkEyQTJCQRIKCAEQARgBKgJBQxgBIgQIARABKAIoAygEMA0) \*Available to Expedia members.