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Highland

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CheapΒ Flights to Highland

Fall in love at first flight with your vacation toΒ Highland by saving a ton of cash on yourΒ last-minute cheap flight. There’s no more scouring the internet for a good dealβ€”bookΒ yourΒ flight to HighlandΒ on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down inΒ Highland, the good times start rolling.Β SoΒ buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Highland

Don’t waste your timeΒ on endless searches forΒ cheap airline ticketsΒ onewayΒ or roundtrip. We’ll have you on your way toΒ HighlandΒ with a tiny bag of pretzels in your hand before you can say β€œtray 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 theΒ RFDΒ airport.

What is the cheapest month to fly to Highland?

Airline ticket prices fluctuate all the time, depending on theΒ day of the week or the month of the year. TheΒ cheapestΒ round tripΒ flightsΒ toΒ HighlandΒ are inΒ , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Highland?

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

What airport is best to fly into Highland?

When you’re planning your trip toΒ Highland, convenience is the name of the game. Luckily,Β Highland Midway Intl. AirportΒ is nearby so you can deplane and get going on checking off everything on yourΒ HighlandΒ must-do list.

How much are flights to Highland?

GotΒ very cheap flightsΒ on your vacation itinerary? When you book yourΒ airline tickets to HighlandΒ on Hotwire, you may just get what’s on your getaway wish list. With tickets as low asΒ , you’ll have leftover cash for at least a magazine and a bottle of water at the airportΒ book store.

How to getΒ cheap flights to Highland?

The trickΒ to saving a stack of cash on your flight toΒ Highland?Β Snatch up that Hotwire flight dealΒ when you seeΒ aΒ killer rate because it could be gone in a flash.Β And withΒ flights as low asΒ Β right now, why wait?

Highland Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$187

Last Minute Hotel Deals in Highland

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
Book a stay at this business-friendly hotel in Oak Lawn. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
8.2/10 Very Good! (1,053 reviews)
"Should not have to pay for parking!!"

Reviewed on Oct 5, 2025

Hilton Chicago/Oak Lawn
Motel 6 - Chicago, IL

Motel 6 - Chicago, IL

2 out of 5
10022 South Halsted Street, Chicago, IL
Stay at this motel in Chicago. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Abbott Park and Martin Luther King Drive are located ...
6.6/10 (121 reviews)
Keep up the great work
"Super nice update to the rooms. I was very impressed. Antonio at the front desk is phenomenal and very kind"

Reviewed on Sep 30, 2025

Motel 6 - Chicago, IL
Baymont by Wyndham Chicago/Alsip

Baymont by Wyndham Chicago/Alsip

2.5 out of 5
12801 South Cicero, Alsip, IL
Book a stay at this business-friendly hotel in Alsip. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,004 reviews)
"Great staff, but noisy. Their windows are supper thin and road make it difficult to sleep even with fan on."

Reviewed on Oct 4, 2025

Baymont by Wyndham Chicago/Alsip
Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

4 out of 5
777 Ameristar Blvd., East Chicago, IN
Stay at this 4-star beach hotel in East Chicago. Enjoy free parking, 5 restaurants, and a marina. Our guests praise the helpful staff and the clean rooms in ...
8.4/10 Very Good! (1,009 reviews)
"ABSOLUTELY amazing!!!! Accommodating, courteous, professional! Clarice, Isaac, The Bell Hop (can’t remember his name) and whomever was at the front desk the morning of 10-2 and 10-3. πŸ™ŒπŸ™ŒπŸ™ŒπŸ™Œ if I could give them a million stars I would!!! I will definitely be back. Thank you for a WONDERFUL birthday ..."

Reviewed on Oct 4, 2025

Ameristar Casino Hotel East Chicago
Quality Inn & Suites Orland Park - Chicago

Quality Inn & Suites Orland Park - Chicago

2.5 out of 5
8800 W 159th St, Orland Park, IL
Book a stay at this business-friendly hotel in Orland Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
7.2/10 Good! (1,017 reviews)
"We were grateful a room was open after 12 hours of travel"

Reviewed on Sep 30, 2025

Quality Inn & Suites Orland Park - Chicago
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
17300 S Halsted St, Hazel Crest, IL
Stay at this 4-star spa resort in Hazel Crest. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Midwest Carvers Museum and Ravisloe ...
9.2/10 Wonderful! (131 reviews)
"The room was clean. There were some minor issues with the lights. Turn switch broken on side bed light and lamp by couch. Timothy who checked us in did not provide information on how to use the elevator to get to our room. Nor ask if we will be visiting the pool for wrist band. Another rep showed ..."

Reviewed on Oct 3, 2025

Wind Creek Southland Casino and Hotel
FairBridge Inn Express Merrillville

FairBridge Inn Express Merrillville

2 out of 5
8250 Louisiana Street, Merrillville, IN
Stay at this motel in Merrillville. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the property condition in our reviews. ...
6.4/10 (437 reviews)
"I have visited this hotel many times and I will come back here again."

Reviewed on Oct 4, 2025

FairBridge Inn Express Merrillville
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St, Alsip, IL
Stay at this 4-star business-friendly hotel in Alsip. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,025 reviews)
"It was a nice hotel"

Reviewed on Sep 26, 2025

DoubleTree by Hilton Chicago - Alsip
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.