Search Cheap Flights toHighland
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Highland Flights as Low as $58
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Cheap Flights to Highland
Fall in love at first flight with your vacation to Highland 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 on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Highland, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Highland
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Highland 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 RFD airport.
What is the cheapest month to fly to Highland?
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 are in February, 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 find 16 to choose from for your flight to Highland.
What airport is best to fly into Highland?
When you’re planning your trip to Highland, convenience is the name of the game. Luckily, Highland Midway Intl. Airport is nearby so you can deplane and get going on checking off everything on your Highland must-do list.
How much are flights to Highland?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Highland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $58, 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?
The trick to saving a stack of cash on your flight to Highland? 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 $58 right now, why wait?
Destination airport | O'Hare Intl. |
|---|---|
Destination airport IATA code | ORD |
Roundtrip price | $58 |
Last Minute Hotel Deals in Highland
Econo Lodge South Holland - Chicago Southland
Clean
Reviewed on Jan 7, 2026
Quality Inn & Suites Matteson near I-57
Didn’t consume any breakfast. Heat worked great!
Reviewed on Jan 20, 2026
Hilton Chicago/Oak Lawn
Nice hotel
Reviewed on Jan 21, 2026
DoubleTree by Hilton Chicago - Alsip
The room was spotless. The only thing wrong was the hot water in the shower hardly worked. They need to get that fixed.
Reviewed on Jan 21, 2026
Motel 6 Hammond, IN - Chicago Area
Yes
Reviewed on Jan 10, 2026
Wind Creek Southland Casino and Hotel
This hotel has it all for a cheap price. My room was like a 500 dollar a night room extra spacious bathroom was extremely big… my shower had big beautiful glass. And don’t forget my mirror that was the size of the door… you want to feel like you’re rich but pay a small price? Windcreek is the place ...
Reviewed on Jan 16, 2026
Luxe Inn and Suites
Nice and clean everybody was friendly that's all I got
Reviewed on Dec 2, 2025
Super 8 by Wyndham South Holland
Convenient, clean and affordable.
Reviewed on Jan 20, 2026
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