Search Cheap Flights to
Highland

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Highland Flights as Low as $117

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Sat, Aug 31 - Wed, Sep 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$117 Roundtrip, found 2 hours ago
$117
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sat, Aug 31 from Los Angeles Intl. to O'Hare Intl., returning Wed, Sep 4, priced at $117 found 2 hours ago
United
Sat, Aug 31 - Wed, Sep 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$130 Roundtrip, found 2 hours ago
$130
Roundtrip
found 2 hours ago
Select United flight, departing Sat, Aug 31 from Los Angeles Intl. to O'Hare Intl., returning Wed, Sep 4, priced at $130 found 2 hours ago
Frontier Airlines
Sat, Aug 31 - Wed, Sep 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 2 hours ago
$134
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Aug 31 from Los Angeles Intl. to O'Hare Intl., returning Wed, Sep 4, priced at $134 found 2 hours ago
Spirit Airlines
Wed, Aug 28 - Wed, Sep 4
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$134 Roundtrip, found 3 days ago
$134
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Aug 28 from Los Angeles Intl. to O'Hare Intl., returning Wed, Sep 4, priced at $134 found 3 days ago
United
Tue, Aug 27 - Wed, Aug 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 27 from Los Angeles Intl. to O'Hare Intl., returning Wed, Aug 28, priced at $138 found 1 day ago
American Airlines
Tue, Aug 27 - Wed, Aug 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 1 day ago
$138
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Aug 27 from Los Angeles Intl. to O'Hare Intl., returning Wed, Aug 28, priced at $138 found 1 day ago
Frontier Airlines
Tue, Aug 6 - Tue, Aug 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$141 Roundtrip, found 1 day ago
$141
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 6 from Los Angeles Intl. to O'Hare Intl., returning Tue, Aug 20, priced at $141 found 1 day ago
Frontier Airlines
Sat, Sep 14 - Wed, Sep 18
ONT
Los Angeles - Ontario Intl.
MDW
Midway Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Sep 14 from Los Angeles - Ontario Intl. to Midway Intl., returning Wed, Sep 18, priced at $150 found 1 day ago
Frontier Airlines
Tue, Sep 24 - Tue, Oct 1
ONT
Los Angeles - Ontario Intl.
ORD
O'Hare Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Sep 24 from Los Angeles - Ontario Intl. to O'Hare Intl., returning Tue, Oct 1, priced at $150 found 6 days ago
American Airlines
Wed, Aug 14 - Tue, Aug 20
BUR
Hollywood Burbank
ORD
O'Hare Intl.
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Aug 14 from Hollywood Burbank to O'Hare Intl., returning Tue, Aug 20, priced at $158 found 2 days ago
Frontier Airlines
Fri, Oct 4 - Mon, Oct 7
SNA
John Wayne
ORD
O'Hare Intl.
$185 Roundtrip, found 5 days ago
$185
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Fri, Oct 4 from John Wayne to O'Hare Intl., returning Mon, Oct 7, priced at $185 found 5 days ago
Frontier Airlines
Sun, Sep 15 - Wed, Sep 18
LAX
Los Angeles Intl.
MDW
Midway Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Sep 15 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 18, priced at $190 found 1 day ago
Alaska Airlines
Wed, Sep 4 - Wed, Sep 11
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$202 Roundtrip, found 7 hours ago
$202
Roundtrip
found 7 hours ago
Select Alaska Airlines flight, departing Wed, Sep 4 from Los Angeles Intl. to O'Hare Intl., returning Wed, Sep 11, priced at $202 found 7 hours ago
Delta
Tue, Aug 27 - Wed, Aug 28
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$231 Roundtrip, found 1 day ago
$231
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Aug 27 from Los Angeles Intl. to O'Hare Intl., returning Wed, Aug 28, priced at $231 found 1 day ago
Frontier Airlines
Sat, Jul 6 - Wed, Jul 10
SNA
John Wayne
MDW
Midway Intl.
$339 Roundtrip, found 2 days ago
$339
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jul 6 from John Wayne to Midway Intl., returning Wed, Jul 10, priced at $339 found 2 days ago
JetBlue Airways
Wed, Sep 4 - Wed, Sep 11
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$418 Roundtrip, found 7 hours ago
$418
Roundtrip
found 7 hours ago
Select JetBlue Airways flight, departing Wed, Sep 4 from Los Angeles Intl. to O'Hare Intl., returning Wed, Sep 11, priced at $418 found 7 hours ago

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.

Just the right flight

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.

Frequently Asked Questions About flights to Highland

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 August, 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 $117, 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 $117 right now, why wait?

Can I fly to Highland right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Highland Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$116

Last Minute Hotel Deals in Highland

Quality Inn & Suites Orland Park - Chicago
Quality Inn & Suites Orland Park - Chicago
2.5 out of 5
8800 W 159th St, Orland Park, IL
The price is $105 per night from Jul 22 to Jul 23
$105
$118 total
includes taxes & fees
Jul 22 - Jul 23
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 and the clean ...
7.2/10 Good! (905 reviews)
"The room was clean. The hotel was quiet. I would stay there again."

Reviewed on Jun 19, 2024

Quality Inn & Suites Orland Park - Chicago
Hilton Chicago/Oak Lawn
Hilton Chicago/Oak Lawn
3.5 out of 5
9333 S Cicero Ave, Oak Lawn, IL
The price is $127 per night from Jul 8 to Jul 9
$127
$146 total
includes taxes & fees
Jul 8 - Jul 9
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 ...
7.8/10 Good! (1,003 reviews)
"Awesome"

Reviewed on Jun 29, 2024

Hilton Chicago/Oak Lawn
Hyatt Place Chicago-South/University Medical Center
Hyatt Place Chicago-South/University Medical Center
3 out of 5
5225 S Harper Ave, Chicago, IL
The price is $161 per night from Jul 28 to Jul 29
$161
$189 total
includes taxes & fees
Jul 28 - Jul 29
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,003 reviews)
"Good experience, close to good restaurants, friendly staff, goo breakfast"

Reviewed on Jun 25, 2024

Hyatt Place Chicago-South/University Medical Center
Country Inn & Suites by Radisson, Merrillville, IN
Country Inn & Suites by Radisson, Merrillville, IN
3 out of 5
8311 Ohio, Merrillville, IN
The price is $76 per night from Jul 2 to Jul 3
$76
$85 total
includes taxes & fees
Jul 2 - Jul 3
Stay at this 3-star business-friendly hotel in Merrillville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,012 reviews)
"Loved my stay here! The hotel was clean and well maintained. The breakfast was lackluster and could use some updating."

Reviewed on Jun 29, 2024

Country Inn & Suites by Radisson, Merrillville, IN
Holiday Inn Chicago Matteson Conf Center, an IHG Hotel
Holiday Inn Chicago Matteson Conf Center, an IHG Hotel
3 out of 5
500 Holiday Plaza Dr, Matteson, IL
The price is $105 per night from Jul 7 to Jul 8
$105
$119 total
includes taxes & fees
Jul 7 - Jul 8
Book a stay at this business-friendly hotel in Matteson. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
7.2/10 Good! (1,000 reviews)
Old hotel
"Nothing special about this hotel. It’s kind old and the room and all areas show it. Otherwise, it’s not bad. For the price for a short stay, it will work."

Reviewed on Jun 11, 2024

Holiday Inn Chicago Matteson Conf Center, an IHG Hotel
Baymont by Wyndham Chicago/Alsip
Baymont by Wyndham Chicago/Alsip
2.5 out of 5
12801 South Cicero, Alsip, IL
The price is $104 per night from Jul 8 to Jul 9
$104
$121 total
includes taxes & fees
Jul 8 - Jul 9
Book a stay at this business-friendly hotel in Alsip. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (1,003 reviews)
It was a good siz room and counter with sink in th
"It was a good siz room and counter with sink in the room. We liked staying. There was a humidity smel in the room. I guess it is coming from the carpets."

Reviewed on Jun 22, 2024

Baymont by Wyndham Chicago/Alsip
DoubleTree by Hilton Chicago - Alsip
DoubleTree by Hilton Chicago - Alsip
4 out of 5
5000 W 127th St, Alsip, IL
The price is $114 per night from Jul 28 to Jul 29
$114
$129 total
includes taxes & fees
Jul 28 - Jul 29
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 ...
8/10 Very Good! (1,001 reviews)
"Decent hotel, room was clean and quiet"

Reviewed on Jun 17, 2024

DoubleTree by Hilton Chicago - Alsip
EVEN Hotel Chicago Tinley Park-Conv Ctr, an IHG Hotel
EVEN Hotel Chicago Tinley Park-Conv Ctr, an IHG Hotel
3.5 out of 5
18501 Convention Center Drive, Tinley Park, IL
The price is $131 per night from Jul 21 to Jul 22
$131
$155 total
includes taxes & fees
Jul 21 - Jul 22
Stay at this 3.5-star business-friendly hotel in Tinley Park. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,004 reviews)
"I enjoyed very much the stay room was spacious ,first room i experience with gym . If i were to complain is the laundry facility does not catch up with the whole hotel experience and the elevators need a bit of tuning up."

Reviewed on Jun 29, 2024

EVEN Hotel Chicago Tinley Park-Conv Ctr, an IHG Hotel
See all 723 properties in Highland
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.