Search Cheap Flights toHighland Park
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Highland Park Flights as Low as $67
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Cheap Flights to Highland Park
Fall in love at first flight with your vacation to Highland Park by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Highland Park on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Highland Park, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Highland Park
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Highland Park with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.
So all you have to worry about is where you’re headed after the CHI airport.
What is the cheapest month to fly to Highland Park?
Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Highland Park are in May, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Highland Park?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Highland Park.
What airport is best to fly into Highland Park?
When you’re planning your trip to Highland Park, convenience is the name of the game. Luckily, Highland Park Chicago Executive Airport is nearby so you can deplane and get going on checking off everything on your Highland Park must-do list.
How much are flights to Highland Park?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Highland Park on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $67, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.
How to get cheap flights to Highland Park?
The trick to saving a stack of cash on your flight to Highland Park? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $67 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $66 |
Last Minute Hotel Deals in Highland Park
Hilton Chicago O'Hare Airport
Food at sports bar was great along with the service. Bedding was top notch, room clean& nice TV
Reviewed on Feb 9, 2026
Marriott Chicago O'Hare
Clean room and staff was excellent
Reviewed on Feb 12, 2026
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
The friendliness of the staff.
Reviewed on Feb 9, 2026
Comfort Suites Chicago O'Hare Airport
Great place for the night
Reviewed on Feb 13, 2026
Hyatt Regency O'Hare Chicago
I enjoy staying at the Hyatt Regency O'Hare. It’s usually a quick trip and my stay is always enjoyable. The hotel feels upscale, clean and it’s convenient. Parking is also easy since they have an attached garage.
Reviewed on Feb 13, 2026
Level Chicago – Old Town
My girlfriend and I had an awesome time enjoying the space for a fun girls night out. Would recommend to anyone!
Reviewed on Feb 2, 2026
The Chicago Hotel Collection Ambassador Gold Coast
Great hotel with great location. Would definitely stay here again.
Reviewed on Jan 30, 2026
Viceroy Chicago
This was my first stay at a hotel with my dog and they had already placed a dog bed and food bowls in the room. We were greeted with a dog treat and everyone already knew her name and we were greeted by name everytime we went through the lobby.
Reviewed on Feb 9, 2026
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