Title: Cheap Flights to Highland Park , IL from CA $174 - Expedia.ca ![Ft. Sheridan Aerial View 16](https://images.trvl-media.com/place/8345/95f70157-20d9-4815-9c33-0d43dec32592.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/8345/95f70157-20d9-4815-9c33-0d43dec32592.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Highland Park , IL from CA $174 [View CA $174 flight on Thu, Apr 16, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YYC,to:ORD,departure:16/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:173.33&airProductToken=AQozCjEIwYIBEgQ0MTYxGJgWIK4cKJzDigMw88SKAzhCQABYAWoFQkFTSUNyCE9VQUNaU0JYEgoIARABGAEqAkFBGAEiBAgBEAEoAigDKAQwCw) - [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 Highland Park](https://expedia.ca/Highland-Park-Hotels.d8345.Travel-Guide-Hotels)[Things to do in Highland Park](https://expedia.ca/Things-To-Do-In-Highland-Park.d8345.Travel-Guide-Activities)[Highland Park Car Rentals](https://expedia.ca/Car-Rentals-In-Highland-Park.d8345.Car-Rental-Guide)[Highland Park Vacation Packages](https://expedia.ca/Highland-Park.d8345.Destination-Travel-Guides) ## Popular airlines to Highland Park - ![](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:Highland Park, Illinois, United States of America,departure:25/02/2026TANYT&leg2=from:Highland Park, Illinois, United States of America,to:CMH,departure:04/03/2026TANYT&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_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland Park, Illinois, United States of America,departure:25/02/2026TANYT&leg2=from:Highland Park, Illinois, United States of America,to:CMH,departure:04/03/2026TANYT&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_AA.svg) American Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland Park, Illinois, United States of America,departure:25/02/2026TANYT&leg2=from:Highland Park, Illinois, United States of America,to:CMH,departure:04/03/2026TANYT&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:Highland Park, Illinois, United States of America,departure:25/02/2026TANYT&leg2=from:Highland Park, Illinois, United States of America,to:CMH,departure:04/03/2026TANYT&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_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland Park, Illinois, United States of America,departure:25/02/2026TANYT&leg2=from:Highland Park, Illinois, United States of America,to:CMH,departure:04/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"WN"}}]) - ![](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:Highland Park, Illinois, United States of America,departure:25/02/2026TANYT&leg2=from:Highland Park, Illinois, United States of America,to:CMH,departure:04/03/2026TANYT&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_B6.svg) JetBlue Airways [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland Park, Illinois, United States of America,departure:25/02/2026TANYT&leg2=from:Highland Park, Illinois, United States of America,to:CMH,departure:04/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"B6"}}]) - ![](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 Highland Park? Prices were available within the past 7 days and start at CA $174 for one-way flights and CA $274 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) Tue, Mar 31 - Mon, Apr 13 YYC Calgary ORD Chicago CA $274 Roundtrip found 2 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYC,to:ORD,departure:31/03/2026TANYT&leg2=from:ORD,to:YYC,departure:13/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:273.78&airProductToken=AQpECiAI1YIBEgQxOTUzGJgWIINpKI-PiQMwq5CJAzhOQABYAQogCNWCARIEMTQ4OBiDaSCuHCjMkokDMOqTiQM4TkABWAEKRAogCNWCARIEMTAxNRiuHCCDaSizpYoDMOKmigM4TkAAWAEKIAjVggESBDI0NTkYg2kgmBYoz6uKAzDprIoDOE5AAVgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sun, Apr 19 - Sun, Apr 26 YUL Montreal ORD Chicago CA $281 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORD,departure:19/04/2026TANYT&leg2=from:ORD,to:YUL,departure:26/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:280.94&airProductToken=AQoyCjAIwYYBEgM1MjEYmF0grhwo--GKAzCZ44oDOEdAAFgBagVCQVNJQ3IIR05BMkE3QkEKMgowCMGGARIDNTIyGK4cIJhdKO6yiwMw9bOLAzhHQABYAWoFQkFTSUNyCEdOQTJBN0JBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) ![Porter Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/PD.gif) Thu, Apr 23 - Thu, Apr 23 YUL Montreal MDW Chicago CA $282 Roundtrip found 1 day ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:MDW,departure:23/04/2026TANYT&leg2=from:MDW,to:YUL,departure:23/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:281.15&airProductToken=AQpHCiEI0IgBEgQyNDUyGJhdIPjMASjljYsDMLqOiwM4TUAAWAEKIgjQiAESBDIzODcY-MwBIOywASj7josDMOmPiwM4TUABWAEKRwoiCNCIARIEMjM5NBjssAEg-MwBKNuSiwMwwZOLAzhNQABYAQohCNCIARIEMjQ4Nxj4zAEgmF0o2pSLAzCllYsDOE1AAVgBEgoIARABGAEqAlBEGAEiBAgBEAEoBDAB) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Thu, May 7 - Fri, May 8 YXX Abbotsford ORD Chicago CA $309 Roundtrip found 17 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YXX,to:ORD,departure:07/05/2026TANYT&leg2=from:ORD,to:YXX,departure:08/05/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:308.64&airProductToken=AQpECiAI16YBEgM0NzIY-L0BIJgWKKysjAMw_KyMAzhFQABYAQogCNemARIEMTYxMBiYFiCuHCjYrowDMLSwjAM4RUABWAEKRAogCNemARIEMTYxMRiuHCCYFiiGvIwDMPG9jAM4RUAAWAEKIAjXpgESAzQ3NxiYFiD4vQEoy76MAzClv4wDOEVAAVgBEgoIARABGAEqAldTGAEiBAgBEAEoBDAB) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Fri, Apr 3 - Fri, Apr 3 YYZ Toronto MDW Chicago CA $312 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YYZ,to:MDW,departure:03/04/2026TANYT&leg2=from:MDW,to:YYZ,departure:03/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:311.94&airProductToken=AQpyCjcIxJgBEgQ1MDMxGJjOASDjtAEozKyJAzCrrYkDOEVAAFgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCjcIxJgBEgQ1MjE4GOO0ASDssAEozq2JAzChrokDOEVAAVgBaglNQUlOQkFTSUNyCFZBVlNBMEJRCnIKNwjEmAESBDUyMTgY7LABIOO0ASjLrokDMI-viQM4RUAAWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQlEKNwjEmAESBDUxNDYY47QBIJjOASiPsIkDMNywiQM4RUABWAFqCU1BSU5CQVNJQ3IIVkFWU0EwQlESCggBEAEYASoCREwYASIECAEQASgCKAMoBDAB) ## 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. Expedia.ca gives you the best tools to secure great deals on flights to Highland Park. 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 Highland Park. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Highland Park. 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 Highland Park 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 Highland Park. Looking to save even more? Get additional savings by bundling your Highland Park 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 Highland Park trip! ## Frequently asked questions ### What is the name of Highland Park's airport? ### How far is O'Hare Intl. Airport (ORD) from central Highland Park? ### What airport is best to fly into Highland Park? ### How many airlines fly to Highland Park? ### Which airlines fly to Highland Park? ### How many nonstop flights are there to Highland Park? ### Where are the most popular flights to Highland Park departing from? ### How long is the flight to Highland Park Airport? ### How to book the cheapest flight to Highland Park? ### Do you have any tips for my flight to Highland Park? > - Flying can be easy if you've got all the right things. First of all you'll need basic toiletries, such as a toothbrush and lip balm, a clean set of clothes and a good novel. Secondly, find a spot in your bag for your laptop, a charger, any medications and perhaps a neck pillow as well. Lastly, remember to bring your passport, travel docs and your credit cards. > > > Do not pack the following items in your hand luggage: > > > - Put 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 by authorities. Sharp or pointed objects, like your Swiss Army knife, and dangerous goods which are explosive or flammable, such as aerosol cans, flares and fireworks, are also banned. > > > What to wear on a flight: > > > - The aisles of an airplane aren't the place for a fashion parade. Dress in comfortable layers and go for shoes that are flat, enclosed and easy to pull on and off. > - Caused by lengthy periods of inactivity, deep vein thrombosis (DVT) is a blood clot condition that can affect some passengers during long-distance flights. Reduce the risks by drinking water, keeping your ankles and legs moving and wearing compression socks to help your circulation. ### How to get through airport security fast when flying to Highland Park? > - Your passport and boarding pass will need to be inspected by security personnel. Have them close by so you don't have to dig around for them. > - Your belt, coat, keys and other items in your pocket, like your headphones, will be required to go through the X-ray machine. Make your life easier by removing them as it gets closer to your turn. > - All your electronic devices, including your phone and laptop, must also be scanned. > - Any liquids or gels, such as shampoo or hand cream, that you want to bring on board need to be in containers no greater than 3.4 ounces (100 millilitres). They must also all fit inside a quart-size (one litre), clear zip-close bag. > - Slip-on shoes are a good footwear choice as you're less likely to be asked to remove them when passing through security. Boots and other heavy shoes are usually subjected to extra screening. > - Take all prohibited items out of your carry-on bag. If you have any sharp or pointed objects, put them in your checked suitcase. They won't be allowed in the cabin. __Flights to Highland Park information__ | Destination airport | O'Hare Intl. | | ----------------------------- | ------------ | | Destination airport IATA code | ORD | | Destination city name | Chicago | | Roundtrip price | CA $274 | ## Trending flights to Highland Park Prices were available within the past 7 days and start at CA $174 for one-way flights and CA $274 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) Sun, Apr 19 - Sun, Apr 26 YUL Montreal ORD Chicago CA $281 Roundtrip found 4 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YUL,to:ORD,departure:19/04/2026TANYT&leg2=from:ORD,to:YUL,departure:26/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:280.94&airProductToken=AQoyCjAIwYYBEgM1MjEYmF0grhwo--GKAzCZ44oDOEdAAFgBagVCQVNJQ3IIR05BMkE3QkEKMgowCMGGARIDNTIyGK4cIJhdKO6yiwMw9bOLAzhHQABYAWoFQkFTSUNyCEdOQTJBN0JBEgoIARABGAEqAkFDGAEiBAgBEAEoAigDKAQwDQ) \*Available to Expedia members.