Cheap Flights to Highland

View AU$333 flight on Fri, 27 Feb 2026Opens in a new window

Popular airlines to Highland

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Cheap Tickets to Highland

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Fri, 27 Feb - Sun, 8 Mar
ORD
Chicago
MSN
Madison
AU$364 Return, found 6 hours ago
AU$364
Return
found 6 hours ago
Select United flight, departing Fri, 27 Feb from Chicago to Madison, returning Sun, 8 Mar, priced at AU$364 found 6 hours ago
American Airlines
Fri, 27 Feb - Sun, 8 Mar
ORD
Chicago
MSN
Madison
AU$387 Return, found 6 hours ago
AU$387
Return
found 6 hours ago
Select American Airlines flight, departing Fri, 27 Feb from Chicago to Madison, returning Sun, 8 Mar, priced at AU$387 found 6 hours ago
Delta
Wed, 5 Nov - Sat, 8 Nov
LAX
Los Angeles
MSN
Madison
AU$440 Return, found 16 hours ago
AU$440
Return
found 16 hours ago
Select Delta flight, departing Wed, 5 Nov from Los Angeles to Madison, returning Sat, 8 Nov, priced at AU$440 found 16 hours ago
All Nippon Airways
Tue, 9 June - Tue, 30 June
SYD
Sydney
MSN
Madison
AU$2,751 Return, found 20 hours ago
AU$2,751
Return
found 20 hours ago
Select All Nippon Airways flight, departing Tue, 9 June from Sydney to Madison, returning Tue, 30 June, priced at AU$2,751 found 20 hours ago
Qantas Airways
Mon, 2 Feb - Mon, 16 Feb
BNE
Brisbane
MSN
Madison
AU$3,145 Return, found 2 days ago
AU$3,145
Return
found 2 days ago
Select Qantas Airways flight, departing Mon, 2 Feb from Brisbane to Madison, returning Mon, 16 Feb, priced at AU$3,145 found 2 days ago

Frequently asked questions

What is the name of Highland's airport?
Highland has only one airport, Dane County Regional Airport (MSN).
What airport is best to fly into Highland?
With just one main airport in Highland, it won't take very long to get your hands on the best flight. You'll be jetting off to MSN, which sits around 88 kilometres from the centre of town.
How many airlines fly to Highland?
Highland is serviced by 5 air carriers from 16 airports around the world.
Which airlines fly to Highland?
United Airlines and American Airlines fly often into Highland. Catching a United Airlines flight from Chicago is one of the most popular ways to travel there.
How many nonstop flights are there to Highland?
Flying to a new place is much easier when there aren't any stopovers to worry about. If you're jetting off to Highland, the great news is that there are approximately 264 direct flights operating each week.
Where are the most popular flights to Highland departing from?
Flights to Highland from Chicago, Minneapolis - St. Paul and Detroit airports are very popular.
How long is the flight to Highland Airport?
If you're heading to Highland from Chicago, you're looking at a flight duration of 1 hour and 6 minutes. Those leaving from Minneapolis - St. Paul can expect to be travelling for 1 hour and 12 minutes. From Detroit it's roughly 1 hour and 27 minutes away.
How to book the cheapest flight to Highland?
If you want to save some cash on your Highland holiday, listen up! As every seasoned jet-setter knows, don't leave booking until the last minute. Prices are often highest just prior to the departure date. Also, shop around and compare your options. If your destination has more than one airport, you may be able to score a fantastic deal by flying into one that's further away. Lastly, another simple way to save some cash is be ready to book fast. If you see an amazing deal, don't hold off — grab it while you've got the chance.
Do you have any tips for my flight to Highland?
Depending on where you're coming from, your flight to Highland could be simple and straightforward or it could go on forever. We've pulled together some useful travel tips that will help you start your next great adventure on the right foot. What to pack in your hand luggage:

  • 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?
It's easy — be prepared. We've rounded up some top tips for a stress-free trip through security. Watch out Highland, here you come:

  • 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.

Book with confidence

Highland Flights

Have the time of your life in Highland

Flying to Highland is now easier than ever when you use Expedia to book your trip. We’ve got an extensive catalogue of Highland flight deals, giving you the greatest number of options to choose from. Whether you prefer to fly on weekdays or weekends, in the morning or at night, a quick search on Expedia.com.au will help you find cheap tickets to Highland in seconds. We even make it simple for you to stick with a certain airline if you’re trying to rack up frequent flyer points.

Tips for flying and packing light

If it’s been a while since you’ve travelled, you might be due for a refresher when it comes to flying. That’s where our helpful blog, Out There Starts Here, comes in. Wondering whether to pack for fine dining or more casual eats? Or whether you really need to bring a jacket? Written by seasoned travel experts, the articles on our blog provide you with the latest details about certain destinations, so you know just what to expect. Check out some of our recent articles for the smartest ways to see the sights.

Fly for less when you bundle airfare and accommodation

Our already low airfares are even more affordable when you bundle your flights with a stay at one of the hotels in Highland. By booking all of your travel plans with us, you’ll save time and money, and enjoy the convenience of having all of your arrangements in one place.

Get the power of planning in the palm of your hand

Booking your trip to Highland, Wisconsin has never been easier than when you use our mobile app to plan your dream getaway. The Expedia App is available on both Android and iOS, allowing you to reserve flights and hotels at any time of day, no matter what kind of phone you use. You’ll also get exclusive offers, receive flight updates, and can earn extra points. Wherever you are, the Expedia App helps you get where you want to be.

Join the Expedia Rewards Program

If you enjoy the finer things in life, sign up for our rewards program to receive exclusive benefits when you book with us. Expedia Rewards opens the door to member-only deals, +VIP Access hotel benefits, and earning Expedia Rewards points, that you can redeem your way. You’ll also get access to Unreal Deals that could save you the price of a plane ticket to Highland when bundled with your accommodation.

What are you waiting for?

Expedia.com.au helps you find cheap flights to Highland AU$364. So why wait another second to begin planning your trip? Start your search right now, and you could be boarding the next Highland-bound flight. Bon voyage!

Highland Flights

Travel information

Destination airport
Dane County Regional
Destination airport IATA code
MSN
Destination city name
Madison
Return price
AU$364

Trending flights to Highland

These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, 27 Feb - Sun, 8 Mar
BNE
Brisbane
MSN
Madison
AU$1,599 Return, found 6 hours ago
AU$1,599
Return
found 6 hours ago
Select Delta flight, departing Fri, 27 Feb from Brisbane to Madison, returning Sun, 8 Mar, priced at AU$1,599 found 6 hours ago

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