Cheap Flights to Highland Park: Highland Park Flight Deals

View €248 flight on Fri, 14 Nov 2025Opens in a new window

Popular airlines to Highland Park

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Cheap round-trip flights to Highland Park

Prices were available within the past 7 days and start at €248 for one-way flights and €352 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Icelandair
Sat, 6 Dec - Tue, 9 Dec
DUB
Dublin
ORD
Chicago
€352 Return, found 3 days ago
€352
Return
found 3 days ago
Select Icelandair flight, departing Sat, 6 Dec from Dublin to Chicago, returning Tue, 9 Dec, priced at €352 found 3 days ago
TAP Portugal
Fri, 21 Nov - Fri, 5 Dec
DUB
Dublin
ORD
Chicago
€353 Return, found 10 hours ago
€353
Return
found 10 hours ago
Select TAP Portugal flight, departing Fri, 21 Nov from Dublin to Chicago, returning Fri, 5 Dec, priced at €353 found 10 hours ago
Scandinavian Airlines
Thu, 20 Nov - Thu, 27 Nov
DUB
Dublin
ORD
Chicago
€363 Return, found 3 days ago
€363
Return
found 3 days ago
Select Scandinavian Airlines flight, departing Thu, 20 Nov from Dublin to Chicago, returning Thu, 27 Nov, priced at €363 found 3 days ago
American Airlines
Sat, 15 Nov - Sat, 29 Nov
DUB
Dublin
ORD
Chicago
€385 Return, found 3 days ago
€385
Return
found 3 days ago
Select American Airlines flight, departing Sat, 15 Nov from Dublin to Chicago, returning Sat, 29 Nov, priced at €385 found 3 days ago
Aer Lingus
Fri, 14 Nov - Tue, 18 Nov
DUB
Dublin
ORD
Chicago
€393 Return, just found
€393
Return
just found
Select Aer Lingus flight, departing Fri, 14 Nov from Dublin to Chicago, returning Tue, 18 Nov, priced at €393 just found

Find the cheapest month to fly from Columbus (CMH) to Chicago (ORD)

July is typically the cheapest month to fly

From €66 - €224 per traveller.

Frequently asked questions

What is the name of Highland Park's airport?
O'Hare Intl. Airport (ORD) is the most frequently used airport in Highland Park.
How far is O'Hare Intl. Airport (ORD) from central Highland Park?
O'Hare Intl. Airport (ORD) is 24 kilometres from central Highland Park, so you'll have a bit of a commute into the centre.
What airport is best to fly into Highland Park?
There are two major airports that operate in Highland Park. ORD is approximately 24 kilometres from the central area, while Chicago Airport is approximately 40 kilometres away. After you have a look at prices and book a place to stay, you'll have more of an idea of which to fly into.
How many airlines fly to Highland Park?
There are 51 air carriers that jet into Highland Park from 237 worldwide airports.
Which airlines fly to Highland Park?
In general, travellers opt to fly with United Airlines, American Airlines and Delta when going to Highland Park. The majority of these flights come in from New York, with United Airlines operating this route the most frequently.
How many nonstop flights are there to Highland Park?
With roughly 7,564 nonstop flights each week, you'll be landing in Highland Park before you have time to say, "Are we there yet?"
Where are the most popular flights to Highland Park departing from?
Travellers often set off from New York, Washington and Dallas airports when flying to Highland Park.
How long is the flight to Highland Park Airport?
If you're going to Highland Park from New York, you'll have a flight time of 2 hours and 44 minutes. Those departing from Washington can expect to be travelling for 2 hours and 15 minutes. From Dallas it's roughly 2 hours and 18 minutes away.
How to book the cheapest flight to Highland Park?
If you'd like to save some cash on your trip to Highland Park, then listen up! As every seasoned traveller knows, avoid booking at the last minute. Fares are often highest close to the departure date. Don't stop there, though. Do some research and check if there is more than one airport at your destination. Prices often differ depending on which airport you pick. Don't forget to compare prices across airlines too. And finally, don't forget that it's first in, best dressed. Know what a typical airfare costs and have your credit card ready to book your ticket as soon as you see an unbeatable bargain. The best deals never last long.
Do you have any tips for my flight to Highland Park?
Wherever you're coming from, flying can be a pleasurable experience if you've planned ahead. Take a peek at these top travel tips that will help get your Highland Park escape started on the right note. What to pack in your hand luggage:

  • 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?
The answer is simple — be organised. We've rounded up some handy tips and tricks for a speedy trip through airport security. Watch out Highland Park, here you come:

  • 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.

Book with confidence

Book with confidence

Expedia.ie is an online travel company that specialises in securing the best prices for flights to Highland Park. With Expedia you get highly specialised services, combining the best of technology, in-depth knowledge and the best connections in order to offer great deals to Highland Park. Expedia shares your passion for travel and has built the best online travel service that promotes and encourages travel. Whether you are looking for cheap flights to Highland Park, or are just on the lookout for the best flights to Highland Park, you are sure to find the best deals with Expedia.ie.

"One of the many benefits of booking your flights through Expedia is that we are one of the world’s largest online travel agency, which means we use our collective experience and work tirelessly to bring you the best prices. With Expedia you get a user-friendly internet experience and a dedicated customer support service that ensures that everything goes smoothly. The goal of Expedia is to offer premium services at the lowest price, all at one single place. If you wish to save even more try combing a hotel in Highland Park to your flight and create a personalised low cost city break or holiday to your favourite destination. Book early and you could save even more!

If you have an Expedia.ie itinerary number and have a question or concern about your travel plans you can call us on (01) 524 5005 from 8am - 10pm Monday to Friday, and 9am - 10pm at weekends and an Expedia agent will help you.

Travel information

Travel information

Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Destination city name
Chicago
Return price
€352

Trending flights to Highland Park

Prices were available within the past 7 days and start at €248 for one-way flights and €352 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Icelandair
Sat, 6 Dec - Tue, 9 Dec
DUB
Dublin
ORD
Chicago
€352 Return, found 3 days ago
€352
Return
found 3 days ago
Select Icelandair flight, departing Sat, 6 Dec from Dublin to Chicago, returning Tue, 9 Dec, priced at €352 found 3 days ago

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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