Title: Cheap Flights to Highland , WI from CA $256 - Expedia.ca ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_flights_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Cheap Flights to Highland , WI from CA $256 [View CA $256 flight on Wed, Mar 11, 2026](https://expedia.ca/Flights-Search?trip=oneway&leg1=from:YOW,to:MSN,departure:11/03/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:255.44&airProductToken=AQpFCiEI1YIBEgQ0MTg4GNizASCuHCiOrIcDMKythwM4TkAAWAEKIAjVggESBDE2MTcYrhwgzGwo8a2HAzCurocDOE5AAVgBEgoIARABGAEqAlVBGAEiBAgBEAEoBDAB) - [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](https://expedia.ca/Highland-Hotels.d6360555.Travel-Guide-Hotels)[Highland Car Rentals](https://expedia.ca/Car-Rentals-In-Highland.d6360555.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.ca/Highland.d6360555.Destination-Travel-Guides) ## Popular airlines to Highland - ![](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, Wisconsin, United States of America,departure:22/02/2026TANYT&leg2=from:Highland, Wisconsin, United States of America,to:CMH,departure:01/03/2026TANYT&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_NK.svg) Spirit Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland, Wisconsin, United States of America,departure:22/02/2026TANYT&leg2=from:Highland, Wisconsin, United States of America,to:CMH,departure:01/03/2026TANYT&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_UA.svg) United [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland, Wisconsin, United States of America,departure:22/02/2026TANYT&leg2=from:Highland, Wisconsin, United States of America,to:CMH,departure:01/03/2026TANYT&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_DL.svg) Delta [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland, Wisconsin, United States of America,departure:22/02/2026TANYT&leg2=from:Highland, Wisconsin, United States of America,to:CMH,departure:01/03/2026TANYT&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_F9.svg) Frontier Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland, Wisconsin, United States of America,departure:22/02/2026TANYT&leg2=from:Highland, Wisconsin, United States of America,to:CMH,departure:01/03/2026TANYT&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_WN.svg) Southwest Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland, Wisconsin, United States of America,departure:22/02/2026TANYT&leg2=from:Highland, Wisconsin, United States of America,to:CMH,departure:01/03/2026TANYT&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_AS.svg) Alaska Airlines [](https://www.expedia.ca/Flights-Search?leg1=from:CMH,to:Highland, Wisconsin, United States of America,departure:22/02/2026TANYT&leg2=from:Highland, Wisconsin, United States of America,to:CMH,departure:01/03/2026TANYT&trip=roundtrip&passengers=adults:1,children:0,infantinlap:N&mode=search&pageId=0&filters=[{"preferredAirlineFilterValue":{"carrierCode":"AS"}}]) - ![](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? Prices were available within the past 7 days and start at CA $256 for one-way flights and CA $409 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 17 - Wed, Apr 1 YHZ Halifax MSN Madison CA $409 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YHZ,to:MSN,departure:17/03/2026TANYT&leg2=from:MSN,to:YHZ,departure:01/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:408.48&airProductToken=AQqpAQo4CNWCARIEMzQ3MRj4yQEgxI0BKPbwhwMwjfKHAzhOQABYAWoKMV9iYXNpY2Vjb3IIR05BNEEyQk4KNgjVggESAzI1NBjEjQEgrhwog_OHAzCr9IcDOE5AAFgBagoxX2Jhc2ljZWNvcghHTkE0QTJCTgo1CNWCARIDNjMwGK4cIMxsKPv0hwMwtPWHAzhOQABYAWoKMV9iYXNpY2Vjb3IIR05BNEEyQk4Kcwo3CNWCARIEMzQ4MhjMbCDEjQEotJaJAzDCl4kDOE5AAFgBagoxX2Jhc2ljZWNvcghHTkE0QTJCTgo4CNWCARIEMzUxMxjEjQEg-MkBKKGYiQMwn5mJAzhOQABYAWoKMV9iYXNpY2Vjb3IIR05BNEEyQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ![Delta](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/DL.gif) Sat, Aug 29 - Tue, Sep 15 YHZ Halifax MSN Madison CA $443 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YHZ,to:MSN,departure:29/08/2026TANYT&leg2=from:MSN,to:YHZ,departure:15/09/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:442.13&airProductToken=AQpFCiEIxJgBEgQ1MzI0GPjJASDLASibsJYDMKGxlgM4RUAAWAEKIAjEmAESBDQ5NzMYywEgzGwoprOWAzDJtJYDOEVAAVgBCkUKIAjEmAESBDUwMzMYzGwgywEo4vGXAzDw8pcDOEVAAFgBCiEIxJgBEgQ1NDg4GMsBIPjJASix85cDMLP0lwM4RUABWAESCggBEAEYASoCREwYASIECAEQASgEMAE) ![WestJet](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/WS.gif) Mon, Jun 29 - Tue, Jun 30 YHZ Halifax MSN Madison CA $472 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YHZ,to:MSN,departure:29/06/2026TANYT&leg2=from:MSN,to:YHZ,departure:30/06/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:471.52&airProductToken=AQpHCiII16YBEgQxMDUwGPjJASDjtAEoloORAzC7hJEDOExAAFgBCiEI16YBEgQ3MDc0GOO0ASDMbCjJi5EDMJqMkQM4TEABWAEKRwohCNemARIENjM3NRjMbCDjtAEoxY6RAzCUj5EDOExAAFgBCiII16YBEgQxMDUxGOO0ASD4yQEojZCRAzCokZEDOExAAVgBEgoIARABGAEqAldTGAEiBAgBEAEoBDAB) ![Air Canada](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AC.gif) Sat, Mar 21 - Sun, Apr 5 YHZ Halifax MSN Madison CA $494 Roundtrip found 20 hours ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YHZ,to:MSN,departure:21/03/2026TANYT&leg2=from:MSN,to:YHZ,departure:05/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:493.54&airProductToken=AQpoCiEIwYYBEgM2MDMY-MkBIJjOASiYmogDML6biAM4R0AAWAEKIQjBhgESBDQ0MDgYmM4BIK4cKLuciAMwvJ2IAzhHQAFYAQogCMGGARIENDQ5NBiuHCDMbCivnogDMO2eiAM4R0ABWAEKRwohCNWCARIEMzQ4MhjMbCDEjQEovsOJAzDMxIkDOEdAAFgBCiII1YIBEgQzNTEzGMSNASD4yQEoocWJAzCfxokDOEdAAVgBEgoIARABGAEqAkFDGAEiBAgBEAEoCCgEMAE) ![American Airlines](//images.trvl-media.com/media/content/expus/graphics/static_content/fusion/v0.1b/images/airlines/AA.gif) Sat, Aug 15 - Sat, Aug 29 YHZ Halifax MSN Madison CA $516 Roundtrip found 2 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YHZ,to:MSN,departure:15/08/2026TANYT&leg2=from:MSN,to:YHZ,departure:29/08/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:515.62&airProductToken=AQpFCiEIwYIBEgQ0NTAwGPjJASDLASjxk5UDMPOUlQM4T0AAWAEKIAjBggESBDQzMzgYywEgzGwopZWVAzDClpUDOE9AAVgBCkUKIAjBggESBDUzMTgYzGwg71ko9K2WAzD7rpYDOE9AAFgBCiEIwYIBEgQzMDUxGO9ZIPjJASjLr5YDMMiwlgM4T0ABWAESCggBEAEYASoCQUEYASIECAEQASgIKAQwAQ) ## 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. 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. Whatever your travel needs, you can always rely on Expedia.ca to help you find cheap flights to Highland. 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 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. Looking to save even more? Get additional savings by bundling your Highland 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 trip! ## Frequently asked questions ### What is the name of Highland's airport? ### What airport is best to fly into Highland? ### How many airlines fly to Highland? ### Which airlines fly to Highland? ### How many nonstop flights are there to Highland? ### Where are the most popular flights to Highland departing from? ### How long is the flight to Highland Airport? ### How to book the cheapest flight to Highland? ### Do you have any tips for my flight to Highland? > - It's simple — first, put in your passport, important documents, credit cards and daily medications. Next, you'll want some in-flight entertainment to help pass the time. A juicy book and a tablet filled with your favourite shows are some fantastic options. If you plan to take a short nap, a comfy neck pillow and some noise-cancelling headphones will also be useful. Finally, find room for a toothbrush and some cleansing wipes so you'll arrive looking and feeling fresh. > > > Do not pack the following items in your hand luggage: > > > - Put all your full-sized bottles of shampoo and hair gel in your checked baggage. Any liquids or gels in your carry-on suitcase larger than 3.4 ounces (100 millilitres) won't be allowed on. Sharp objects, like your precious Swiss Army knife, and dangerous goods which are flammable or explosive, such as spray paint, flares and matches, are also banned. > > > 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 smart option, as are enclosed shoes like sneakers. > - Deep vein thrombosis (DVT), a blood clotting condition caused by lengthy periods of inactivity, can be a risk on long-haul flights. Try to walk around the cabin and stretch your legs or do some simple exercises in your seat to improve your circulation. ### How to get through airport security fast when flying to Highland? > - Security personnel first need to verify that you have a valid passport and matching travel documents before you're allowed to proceed any further. Have them ready to show. > - After that, both you and your hand luggage must be X-rayed. To make the process quick and painless, remove anything that might trigger the alarms. Items such as your jacket, belt and earphones will be required to go through the machine. > - All your electronic gadgets, including your tablet and phone, must also be scanned separately. > - Remove liquids and gels from your carry-on luggage. They often need to be sent through the X-ray scanner separately. Each product should be in a container no larger than 3.4 ounces (100 millilitres) and everything must fit inside a quart-size (one litre), clear zip-close bag. > - The right choice of footwear can save you several minutes. Boots and bulky shoes are often required to be removed and separately scanned. Lightweight sneakers usually aren't. > - Take all prohibited items out of your carry-on bag. If you have any sharp or pointed objects, put them in your checked baggage. They won't be allowed on board. __Flights to Highland information__ | Destination airport | Dane County Regional | | ----------------------------- | -------------------- | | Destination airport IATA code | MSN | | Destination city name | Madison | | Roundtrip price | CA $408 | ## Trending flights to Highland Prices were available within the past 7 days and start at CA $256 for one-way flights and CA $409 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 17 - Wed, Apr 1 YHZ Halifax MSN Madison CA $409 Roundtrip found 3 days ago [](https://expedia.ca/Flights-Search?trip=roundtrip&leg1=from:YHZ,to:MSN,departure:17/03/2026TANYT&leg2=from:MSN,to:YHZ,departure:01/04/2026TANYT&passengers=children:0,adults:1,seniors:0,infantinlap:N&mode=search&options=sortby:price&paandi=true&flp=mdl:flights-flex-module,price:408.48&airProductToken=AQqpAQo4CNWCARIEMzQ3MRj4yQEgxI0BKPbwhwMwjfKHAzhOQABYAWoKMV9iYXNpY2Vjb3IIR05BNEEyQk4KNgjVggESAzI1NBjEjQEgrhwog_OHAzCr9IcDOE5AAFgBagoxX2Jhc2ljZWNvcghHTkE0QTJCTgo1CNWCARIDNjMwGK4cIMxsKPv0hwMwtPWHAzhOQABYAWoKMV9iYXNpY2Vjb3IIR05BNEEyQk4Kcwo3CNWCARIEMzQ4MhjMbCDEjQEotJaJAzDCl4kDOE5AAFgBagoxX2Jhc2ljZWNvcghHTkE0QTJCTgo4CNWCARIEMzUxMxjEjQEg-MkBKKGYiQMwn5mJAzhOQABYAWoKMV9iYXNpY2Vjb3IIR05BNEEyQk4SCggBEAEYASoCVUEYASIECAEQASgCKAMoBDAL) ## Explore a world of travel with Expedia - 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