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Highwood

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Highwood Flights as Low as $73

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Cheap Flights to Highwood

Fall in love at first flight with your vacation to Highwood 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 Highwood on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Highwood, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Highwood

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Highwood 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 ORD airport.

What is the cheapest month to fly to Highwood?

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 Highwood are in April, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Highwood?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Highwood.

What airport is best to fly into Highwood?

When you’re planning your trip to Highwood, convenience is the name of the game. Luckily, Highwood Chicago Executive Airport is nearby so you can deplane and get going on checking off everything on your Highwood must-do list.

How much are flights to Highwood?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Highwood on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $73, 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 Highwood?

The trick to saving a stack of cash on your flight to Highwood? 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 $73 right now, why wait?

Highwood Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$72

Last Minute Hotel Deals in Highwood

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (2,259 reviews)
We ate at the restaurant and the food was excellent. Very happy with our stay.

Reviewed on Apr 7, 2026

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,477 reviews)
Clean room, great staff, shuttle to the airport

Reviewed on Apr 8, 2026

Hyatt Regency O'Hare Chicago
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy breakfast (surcharge), a free airport shuttle, and a 24-hour fitness center. Our guests praise ...
8.6/10 Excellent! (1,235 reviews)
I enjoyed my stay!

Reviewed on Apr 6, 2026

Marriott Chicago O'Hare
Holiday Inn Chicago North-Evanston by IHG

Holiday Inn Chicago North-Evanston by IHG

3 out of 5
1501 Sherman Ave Evanston IL
Book a stay at this business-friendly hotel in Evanston. Enjoy free WiFi, room service, and a fitness center. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,858 reviews)
It was great

Reviewed on Apr 8, 2026

Holiday Inn Chicago North-Evanston by IHG
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,892 reviews)
Very nice comfortable stay

Reviewed on Apr 9, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
Great Wolf Lodge Illinois

Great Wolf Lodge Illinois

3 out of 5
1700 Nations Dr Gurnee IL
Book a stay at this family-friendly resort in Gurnee. Enjoy 6 indoor pools, 5 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (1,002 reviews)
Stay was amazing, the staff was very courteous!

Reviewed on Apr 8, 2026

Great Wolf Lodge Illinois
Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

3 out of 5
6810 Mannheim Rd Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
8.4/10 Very Good! (3,335 reviews)
Great

Reviewed on Apr 9, 2026

Hyatt Place Chicago/O'Hare Airport
Embassy Suites by Hilton Chicago O'Hare Rosemont

Embassy Suites by Hilton Chicago O'Hare Rosemont

4 out of 5
5500 N River Rd Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free breakfast, a free airport shuttle, and room service. Our guests praise the breakfast and ...
8.8/10 Excellent! (1,315 reviews)
Property was neat, clean. Staff was helpful and understanding.

Reviewed on Apr 8, 2026

Embassy Suites by Hilton Chicago O'Hare Rosemont
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.