Search Cheap Flights to
Highland Park

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Highland Park Flights as Low as $84

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

Spirit Airlines
Tue, Apr 8 - Mon, Apr 14
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$84 Roundtrip, found 6 days ago
$84
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Apr 8 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Apr 14, priced at $84 found 6 days ago
Spirit Airlines
Thu, May 1 - Thu, May 8
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$96 Roundtrip, found 3 days ago
$96
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Thu, May 1 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Thu, May 8, priced at $96 found 3 days ago
Spirit Airlines
Wed, Jul 2 - Fri, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Jul 2 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Fri, Jul 4, priced at $108 found 4 days ago
Frontier Airlines
Tue, Aug 5 - Tue, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$110 Roundtrip, found 14 hours ago
$110
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Aug 12, priced at $110 found 14 hours ago
Frontier Airlines
Sat, May 24 - Sat, May 31
DEN
Denver Intl.
MDW
Midway Intl.
$148 Roundtrip, found 17 hours ago
$148
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sat, May 24 from Denver Intl. to Midway Intl., returning Sat, May 31, priced at $148 found 17 hours ago
Frontier Airlines
Thu, Apr 10 - Tue, Apr 15
DEN
Denver Intl.
ORD
O'Hare Intl.
$149 Roundtrip, found 1 day ago
$149
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, Apr 10 from Denver Intl. to O'Hare Intl., returning Tue, Apr 15, priced at $149 found 1 day ago
Delta
Sat, May 3 - Sat, May 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 14 hours ago
$152
Roundtrip
found 14 hours ago
Select Delta flight, departing Sat, May 3 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 3, priced at $152 found 14 hours ago
American Airlines
Sat, May 3 - Sat, May 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$152 Roundtrip, found 14 hours ago
$152
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Sat, May 3 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 3, priced at $152 found 14 hours ago
United
Sat, May 3 - Sat, May 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$157 Roundtrip, found 14 hours ago
$157
Roundtrip
found 14 hours ago
Select United flight, departing Sat, May 3 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 3, priced at $157 found 14 hours ago
JetBlue Airways
Sat, May 3 - Sat, May 3
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$254 Roundtrip, found 14 hours ago
$254
Roundtrip
found 14 hours ago
Select JetBlue Airways flight, departing Sat, May 3 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, May 3, priced at $254 found 14 hours ago
Delta
Sat, Oct 4 - Sun, Oct 12
ICN
Incheon Intl.
ORD
O'Hare Intl.
$1,410 Roundtrip, found 20 hours ago
$1,410
Roundtrip
found 20 hours ago
Select Delta flight, departing Sat, Oct 4 from Incheon Intl. to O'Hare Intl., returning Sun, Oct 12, priced at $1,410 found 20 hours ago
Alaska Airlines
Sat, Oct 4 - Sun, Oct 12
ICN
Incheon Intl.
ORD
O'Hare Intl.
$1,713 Roundtrip, found 20 hours ago
$1,713
Roundtrip
found 20 hours ago
Select Alaska Airlines flight, departing Sat, Oct 4 from Incheon Intl. to O'Hare Intl., returning Sun, Oct 12, priced at $1,713 found 20 hours ago
Delta
Sat, Oct 4 - Sun, Oct 12
ICN
Incheon Intl.
MDW
Midway Intl.
$1,728 Roundtrip, found 20 hours ago
$1,728
Roundtrip
found 20 hours ago
Select Delta flight, departing Sat, Oct 4 from Incheon Intl. to Midway Intl., returning Sun, Oct 12, priced at $1,728 found 20 hours ago
Korean Air
Sat, Oct 4 - Sun, Oct 12
ICN
Incheon Intl.
ORD
O'Hare Intl.
$2,009 Roundtrip, found 20 hours ago
$2,009
Roundtrip
found 20 hours ago
Select Korean Air flight, departing Sat, Oct 4 from Incheon Intl. to O'Hare Intl., returning Sun, Oct 12, priced at $2,009 found 20 hours ago
WestJet
Sat, Oct 4 - Sat, Oct 11
ICN
Incheon Intl.
ORD
O'Hare Intl.
$2,640 Roundtrip, found 20 hours ago
$2,640
Roundtrip
found 20 hours ago
Select WestJet flight, departing Sat, Oct 4 from Incheon Intl. to O'Hare Intl., returning Sat, Oct 11, priced at $2,640 found 20 hours ago
All Nippon Airways
Sat, Oct 4 - Sat, Oct 11
ICN
Incheon Intl.
ORD
O'Hare Intl.
$3,507 Roundtrip, found 20 hours ago
$3,507
Roundtrip
found 20 hours ago
Select All Nippon Airways flight, departing Sat, Oct 4 from Incheon Intl. to O'Hare Intl., returning Sat, Oct 11, priced at $3,507 found 20 hours 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 April, 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 $84, 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 $84 right now, why wait?

Highland Park Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$83

Last Minute Hotel Deals in Highland Park

Hyatt Regency O'Hare Chicago
Hyatt Regency O'Hare Chicago
4 out of 5
9300 Bryn Mawr Ave, Rosemont, IL
The price is $131 per night from Mar 30 to Mar 31
$131
includes taxes & fees
Mar 30 - Mar 31
Book a stay at this eco-certified hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,422 reviews)
"Close to the airport and has a shuttle."

Reviewed on Mar 24, 2025

Hyatt Regency O'Hare Chicago
Hyatt Regency Schaumburg Chicago
Hyatt Regency Schaumburg Chicago
4 out of 5
1800 East Golf Rd, Schaumburg, IL
The price is $128 per night from Apr 17 to Apr 18
$128
includes taxes & fees
Apr 17 - Apr 18
Stay at this 4-star business-friendly hotel in Schaumburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,009 reviews)
"This hotel was amazing! The staff was friendly and efficient, rooms were clean and beautifully upgraded. Enjoyed our stay"

Reviewed on Mar 22, 2025

Hyatt Regency Schaumburg Chicago
Hilton Chicago O'Hare Airport
Hilton Chicago O'Hare Airport
4 out of 5
O'Hare International Airport, Chicago, IL
The price is $224 per night from Apr 19 to Apr 20
$224
includes taxes & fees
Apr 19 - Apr 20
Stay at this 4-star business-friendly hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8/10 Very Good! (2,056 reviews)
"Good stuff"

Reviewed on Mar 21, 2025

Hilton Chicago O'Hare Airport
Viceroy Chicago
Viceroy Chicago
4.5 out of 5
1118 North State Street, Chicago, IL
The price is $289 per night from Apr 20 to Apr 21
$289
includes taxes & fees
Apr 20 - Apr 21
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,014 reviews)
"The entire experience was amazing - welcomed warmly by valet - checkin was smooth and the woman who helped us was so warm and friendly a rooms were perfect- lobby is awesome- food was great - view was awesome too!"

Reviewed on Mar 23, 2025

Viceroy Chicago
Claridge House
Claridge House
4 out of 5
1244 N Dearborn Parkway, Chicago, IL
The price is $160 per night from Mar 30 to Mar 31
$160
includes taxes & fees
Mar 30 - Mar 31
Stay at this 4-star spa hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the bar and the helpful ...
8.6/10 Excellent! (1,231 reviews)
"Fun hotel. Has personality. Nice staff."

Reviewed on Mar 24, 2025

Claridge House
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 $172 per night from Mar 31 to Apr 1
$172
includes taxes & fees
Mar 31 - Apr 1
Stay at this 4-star 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! (1,003 reviews)
"New fave!"

Reviewed on Mar 21, 2025

Ambassador Chicago, part of JdV by Hyatt
The Chicago Hotel Collection River North
The Chicago Hotel Collection River North
3 out of 5
312 W. Chestnut St., Chicago, IL
The price is $111 per night from Mar 27 to Mar 28
$111
includes taxes & fees
Mar 27 - Mar 28
Stay at this 3-star hotel in Chicago. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in ...
7.2/10 Good! (436 reviews)
Family Trip to Chicago
"River North is a good option if you are looking for a no frills but decent place to stay. The hotel has a cool vibe, but seems to be a ghost of its former self. While it was immaculately clean and the staff was friendly, the amenities were under stocked or failling apart. Looks like the site once ..."

Reviewed on Mar 20, 2025

The Chicago Hotel Collection River North
Hampton Inn Chicago-O'Hare International Airport
Hampton Inn Chicago-O'Hare International Airport
2.5 out of 5
3939 N Mannheim Rd, Schiller Park, IL
The price is $115 per night from Apr 20 to Apr 21
$115
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this business-friendly hotel in Schiller Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,801 reviews)
"Hilton honors was amazing for check in. It was flawless."

Reviewed on Mar 24, 2025

Hampton Inn Chicago-O'Hare International Airport
See all 2,304 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.