Search Cheap Flights to
Highland Park

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Highland Park Flights as Low as $79

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

Frontier Airlines
Wed, Feb 19 - Wed, Mar 5
PHX
Sky Harbor Intl.
ORD
O'Hare Intl.
$79 Roundtrip, found 3 days ago
$79
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Feb 19 from Sky Harbor Intl. to O'Hare Intl., returning Wed, Mar 5, priced at $79 found 3 days ago
Frontier Airlines
Thu, Dec 5 - Mon, Dec 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$86 Roundtrip, found 17 hours ago
$86
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Thu, Dec 5 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Dec 9, priced at $86 found 17 hours ago
Spirit Airlines
Tue, Dec 3 - Tue, Dec 10
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$87 Roundtrip, found 2 days ago
$87
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Dec 3 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Dec 10, priced at $87 found 2 days ago
Frontier Airlines
Mon, Dec 9 - Wed, Dec 18
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$99 Roundtrip, found 12 hours ago
$99
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Mon, Dec 9 from George Bush Intercontinental to O'Hare Intl., returning Wed, Dec 18, priced at $99 found 12 hours ago
Frontier Airlines
Mon, Jan 27 - Sat, Feb 1
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Jan 27 from Los Angeles Intl. to O'Hare Intl., returning Sat, Feb 1, priced at $118 found 1 day ago
Frontier Airlines
Wed, Dec 4 - Tue, Dec 10
LAX
Los Angeles Intl.
MDW
Midway Intl.
$138 Roundtrip, found 2 days ago
$138
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Dec 4 from Los Angeles Intl. to Midway Intl., returning Tue, Dec 10, priced at $138 found 2 days ago
Frontier Airlines
Wed, Dec 4 - Fri, Dec 6
PHX
Sky Harbor Intl.
MDW
Midway Intl.
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Dec 4 from Sky Harbor Intl. to Midway Intl., returning Fri, Dec 6, priced at $138 found 6 days ago
American Airlines
Tue, Feb 4 - Tue, Feb 4
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Select American Airlines flight, departing Tue, Feb 4 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Feb 4, priced at $152 found 4 days ago
United
Tue, Feb 4 - Tue, Feb 4
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 4 days ago
$157
Roundtrip
found 4 days ago
Select United flight, departing Tue, Feb 4 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Feb 4, priced at $157 found 4 days ago
Frontier Airlines
Thu, Nov 28 - Thu, Dec 5
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Nov 28 from Dallas-Fort Worth Intl. to Midway Intl., returning Thu, Dec 5, priced at $161 found 1 day ago
Delta
Tue, Feb 4 - Tue, Feb 4
DAL
Love Field
ORD
O'Hare Intl.
$191 Roundtrip, found 1 day ago
$191
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 4 from Love Field to O'Hare Intl., returning Tue, Feb 4, priced at $191 found 1 day ago
Delta
Tue, Feb 4 - Tue, Feb 4
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$191 Roundtrip, found 4 days ago
$191
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Feb 4 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, Feb 4, priced at $191 found 4 days ago
Contour Airlines
Fri, Dec 6 - Mon, Dec 9
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$209 Roundtrip, found 5 hours ago
$209
Roundtrip
found 5 hours ago
Select Contour Airlines flight, departing Fri, Dec 6 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, Dec 9, priced at $209 found 5 hours ago
Frontier Airlines
Mon, Nov 25 - Mon, Dec 2
IAH
George Bush Intercontinental
MDW
Midway Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Nov 25 from George Bush Intercontinental to Midway Intl., returning Mon, Dec 2, priced at $217 found 4 days ago
Sun Country Airlines
Tue, Nov 26 - Mon, Dec 2
AZA
Phoenix - Mesa Gateway
ORD
O'Hare Intl.
$488 Roundtrip, found 1 day ago
$488
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Tue, Nov 26 from Phoenix - Mesa Gateway to O'Hare Intl., returning Mon, Dec 2, priced at $488 found 1 day ago
Delta
Thu, Nov 28 - Thu, Dec 5
DAL
Love Field
MDW
Midway Intl.
$617 Roundtrip, found 1 day ago
$617
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Nov 28 from Love Field to Midway Intl., returning Thu, Dec 5, priced at $617 found 1 day ago

Cheap Flights to Highland Park

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

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

Frequently Asked Questions About flights to Highland Park

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

What is the cheapest month to fly to Highland Park?

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 Park are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Highland Park?

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 Park.

What airport is best to fly into Highland Park?

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

How much are flights to Highland Park?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Highland Park on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $79, 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 Park?

The trick to saving a stack of cash on your flight to Highland Park? 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 $79 right now, why wait?

Highland Park Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$79

Last Minute Hotel Deals in Highland Park

Thompson Chicago, by Hyatt
Thompson Chicago, by Hyatt
4.5 out of 5
21 East Bellevue, Chicago, IL
The price is $176 per night from Nov 28 to Nov 29
$176
includes taxes & fees
Nov 28 - Nov 29
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a fitness center, and valet parking (surcharge). Our guests praise the bar and the helpful staff ...
9/10 Wonderful! (1,009 reviews)
"Great hotel. Great location with a super friendly staff"

Reviewed on Nov 21, 2024

Thompson Chicago, by Hyatt
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
The price is $231 per night from Nov 29 to Nov 30
$231
includes taxes & fees
Nov 29 - Nov 30
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 ...
7.8/10 Good! (2,061 reviews)
"Everything is great"

Reviewed on Nov 21, 2024

Hilton Chicago O'Hare Airport
Chicago Getaway Hostel
Chicago Getaway Hostel
2 out of 5
616 W Arlington Pl, Chicago, IL
The price is $72 per night from Nov 24 to Nov 25
$72
includes taxes & fees
Nov 24 - Nov 25
Book a stay at this family-friendly hostel in Chicago. Enjoy parking (surcharge), a 24-hour front desk, and a business center. Our guests praise the breakfast ...
8.8/10 Excellent! (1,001 reviews)
"The staff was very nice and helpful when explaining the key points of the hostile. This was my first time buying a hotel/hostile room for myself and it was very easy and fair for the price. We got an ENORMOUS vegan deep dish pizza before we came and luckily there’s a communal kitchen with massive ..."

Reviewed on Nov 20, 2024

Chicago Getaway Hostel
Marriott Chicago O'Hare
Marriott Chicago O'Hare
3.5 out of 5
8535 West Higgins Road, Chicago, IL
The price is $175 per night from Dec 13 to Dec 14
$175
includes taxes & fees
Dec 13 - Dec 14
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 ...
8.2/10 Very Good! (1,003 reviews)
"Desk & Restaurants services set the bar"

Reviewed on Nov 18, 2024

Marriott Chicago O'Hare
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
3 out of 5
6600 Mannheim Road, building 2, Rosemont, IL
The price is $113 per night from Nov 26 to Nov 27
$113
includes taxes & fees
Nov 26 - Nov 27
Stay at this 3-star business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
8.8/10 Excellent! (1,566 reviews)
"Close to airport. Shuttle on time every 30 mins. Good dining options. Convenient to outside dining and shopping. Accommodating staff"

Reviewed on Nov 22, 2024

Holiday Inn Chicago O'Hare – Rosemont, an IHG Hotel
Ambassador Chicago, part of JdV by Hyatt
Ambassador Chicago, part of JdV by Hyatt
4 out of 5
1301 N State Pkwy, Chicago, IL
The price is $169 per night from Dec 8 to Dec 9
$169
includes taxes & fees
Dec 8 - Dec 9
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,000 reviews)
"Ok"

Reviewed on Nov 6, 2024

Ambassador Chicago, part of JdV by Hyatt
Crowne Plaza Chicago Ohare Hotel & Conf Ctr, and IHG Hotel
Crowne Plaza Chicago Ohare Hotel & Conf Ctr, and IHG Hotel
3.5 out of 5
5440 N River Rd, Rosemont, IL
The price is $108 per night from Dec 18 to Dec 19
$108
includes taxes & fees
Dec 18 - Dec 19
Stay at this 3.5-star business-friendly hotel in Rosemont. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the ...
8.6/10 Excellent! (1,873 reviews)
Nice place with free airport shuttle
"Very nice people at check in Good free shuttle to airport Room was stylish and clean Did not use restaurants on site."

Reviewed on Nov 20, 2024

Crowne Plaza Chicago Ohare Hotel & Conf Ctr, and IHG Hotel
Hyatt Place Chicago/O'Hare Airport
Hyatt Place Chicago/O'Hare Airport
3 out of 5
6810 Mannheim Rd, Rosemont, IL
The price is $126 per night from Nov 27 to Nov 28
$126
includes taxes & fees
Nov 27 - Nov 28
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 ...
8.2/10 Very Good! (2,792 reviews)
"It was comfort"

Reviewed on Nov 17, 2024

Hyatt Place Chicago/O'Hare Airport
See all 2,231 properties in Highland Park
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.