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Highwood

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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 , 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  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 , 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  right now, why wait?

Highwood Flight Information
Destination airport
Highwood
Destination airport IATA code
ORD

Last Minute Hotel Deals in Highwood

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! (2,605 reviews)
"Everything was fantastic! From the check in to the Breakfast Buffet to the Dinner restaurant. The Bellmen were great, they brought our luggage to the room & to the car upon checkout. I highly recommend this hotel. 5 Stars"

Reviewed on Jun 2, 2026

Hyatt Regency O'Hare Chicago
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! (2,991 reviews)
"Our room was big and clean. It had a fridge and coffee maker. Parking was $20 for a day and you could take it out without extra charge. It was just 5 minutes away from the airport which was convenient for us as we had a flight from O’Hare."

Reviewed on Jun 2, 2026

Holiday Inn Chicago O'Hare – Rosemont by IHG
Sheraton Suites Chicago O'Hare

Sheraton Suites Chicago O'Hare

3.5 out of 5
6501 N Mannheim Rd Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the helpful ...
9/10 Wonderful! (1,008 reviews)
"Todo me encantó muy buen personal"

Reviewed on Jun 2, 2026

Sheraton Suites Chicago O'Hare
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! (2,309 reviews)
"one of the towel should be trashed instead of being used for customers."

Reviewed on Jun 2, 2026

Hilton Chicago O'Hare Airport
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! (1,255 reviews)
"The room was clean, never had a problem with grabbing towels or rags, the food from the bar was really good and staff was nice and pleasant."

Reviewed on Jun 2, 2026

Marriott Chicago O'Hare
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! (3,415 reviews)
"The hotel was clean and great staff"

Reviewed on Jun 3, 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! (1,403 reviews)
"Rooms were clean and spacious. Breakfast was awesome. The happy hour was great. Ambience was awesome. Only thing that I’d say was expensive is parking. Costs $39.00. All in all really worth the price."

Reviewed on Jun 2, 2026

Embassy Suites by Hilton Chicago O'Hare Rosemont
Renaissance Chicago North Shore Hotel

Renaissance Chicago North Shore Hotel

4 out of 5
933 Skokie Blvd Northbrook IL
Book a stay at this golf hotel in Northbrook. Enjoy free parking, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,005 reviews)
"The beds were comfortable and room was nice. The parking lot in the back needed a some upkeep, but it was a wonderful stay."

Reviewed on Jun 2, 2026

Renaissance Chicago North Shore Hotel
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.