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Highland Park

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Highland Park Flights as Low as $118

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

Frontier Airlines
Fri, Aug 14 - Thu, Aug 20
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Fri, Aug 14 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Thu, Aug 20, priced at $118 found 1 day ago
Frontier Airlines
Fri, Jul 10 - Sat, Jul 11
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$121 Roundtrip, found 22 hours ago
$121
Roundtrip
found 22 hours ago
Select Frontier Airlines flight, departing Fri, Jul 10 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Sat, Jul 11, priced at $121 found 22 hours ago
Frontier Airlines
Thu, Jun 25 - Tue, Jun 30
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$123 Roundtrip, found 4 days ago
$123
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jun 25 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Tue, Jun 30, priced at $123 found 4 days ago
Frontier Airlines
Sat, Jul 18 - Tue, Jul 21
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$131 Roundtrip, found 2 days ago
$131
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jul 18 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Jul 21, priced at $131 found 2 days ago
Frontier Airlines
Tue, Jul 7 - Tue, Jul 14
MCO
Orlando Intl.
ORD
O'Hare Intl.
$133 Roundtrip, found 5 days ago
$133
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Jul 7 from Orlando Intl. to O'Hare Intl., returning Tue, Jul 14, priced at $133 found 5 days ago
Frontier Airlines
Thu, Jun 25 - Mon, Jun 29
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Thu, Jun 25 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Mon, Jun 29, priced at $137 found 4 days ago
Frontier Airlines
Sat, Aug 22 - Mon, Aug 24
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$148 Roundtrip, just found
$148
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Aug 22 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Mon, Aug 24, priced at $148 just found
Delta
Wed, Aug 12 - Sat, Aug 22
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$172 Roundtrip, found 6 days ago
$172
Roundtrip
found 6 days ago
Select Delta flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sat, Aug 22, priced at $172 found 6 days ago
Bargain Flight
Fri, Aug 21 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$175 Roundtrip, found 1 hour ago
$175
Roundtrip
found 1 hour ago
Select Bargain Flight flight, departing Fri, Aug 21 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Aug 23, priced at $175 found 1 hour ago
American Airlines
Wed, Sep 16 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 16 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 29, priced at $197 found 1 day ago
JetBlue Airways
Thu, Aug 13 - Sun, Aug 30
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$207 Roundtrip, found 2 hours ago
$207
Roundtrip
found 2 hours ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Sun, Aug 30, priced at $207 found 2 hours ago
Delta
Tue, Sep 1 - Tue, Sep 8
FLL
Fort Lauderdale - Hollywood Intl.
MDW
Midway Intl.
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 1 from Fort Lauderdale - Hollywood Intl. to Midway Intl., returning Tue, Sep 8, priced at $217 found 2 days ago
Delta
Tue, Sep 15 - Tue, Sep 22
MCO
Orlando Intl.
MDW
Midway Intl.
$229 Roundtrip, found 6 days ago
$229
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Sep 15 from Orlando Intl. to Midway Intl., returning Tue, Sep 22, priced at $229 found 6 days ago
American Airlines
Wed, Jul 1 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$245 Roundtrip, found 3 days ago
$245
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Jul 4, priced at $245 found 3 days ago
Sun Country Airlines
Thu, Aug 20 - Sun, Aug 23
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$353 Roundtrip, found 1 hour ago
$353
Roundtrip
found 1 hour ago
Select Sun Country Airlines flight, departing Thu, Aug 20 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Sun, Aug 23, priced at $353 found 1 hour ago
Alaska Airlines
Fri, Aug 14 - Mon, Aug 17
FLL
Fort Lauderdale - Hollywood Intl.
ORD
O'Hare Intl.
$704 Roundtrip, found 1 day ago
$704
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Fri, Aug 14 from Fort Lauderdale - Hollywood Intl. to O'Hare Intl., returning Mon, Aug 17, priced at $704 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 August, 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 15 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 $118, 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 $118 right now, why wait?

Highland Park Flight Information
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Roundtrip price
$118

Last Minute Hotel Deals in Highland Park

Courtyard by Marriott Chicago Highland Park/Northbrook

Courtyard by Marriott Chicago Highland Park/Northbrook

3 out of 5
1505 Lake Cook Road Highland Park IL
Book a stay at this business-friendly hotel in Highland Park. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9/10 Wonderful! (1,001 reviews)
"I had an extremely pleasant and restful stay. The room and bed were very comfortable and I slept well. The gym equipment functioned as they should and were easy to use. I had only 2 problems. A front desk staff person was a little rude at times. But most strikingly, the breakfast offered as part ..."

Reviewed on Jun 3, 2026

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Courtyard by Marriott Chicago Highland Park/Northbrook
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.8/10 Excellent! (2,620 reviews)
"Very helpful, polite and nice staff. Clean and confortable rooms. Close to airport."

Reviewed on Jun 5, 2026

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Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Our guests praise the helpful ...
8.2/10 Very Good! (1,551 reviews)
"Everything was good, great location. We walked everywhere, room was clean."

Reviewed on Jun 6, 2026

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The Chicago Hotel Collection Ambassador Gold Coast
Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
6600 Mannheim Road, building 2 Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (3,004 reviews)
"Missed out flight connection and stayed overnight. Got in late and out early so probably not the best view of this hotel. Only real complaint was the noise from the planes taking off being so close to the airport. The airport shuttle service was great!"

Reviewed on Jun 6, 2026

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Holiday Inn Chicago O'Hare – Rosemont by IHG
Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
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 ...
8.4/10 Very Good! (2,318 reviews)
"Always a pleasure to spend a night here before an early flight."

Reviewed on Jun 4, 2026

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Hilton Chicago O'Hare Airport
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road Chicago IL
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 ...
8.6/10 Excellent! (1,259 reviews)
"Clean"

Reviewed on Jun 6, 2026

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Marriott Chicago O'Hare
Super 8 by Wyndham Chicago O'Hare Airport

Super 8 by Wyndham Chicago O'Hare Airport

3.5 out of 5
2951 Touhy Ave Elk Grove Village IL
Book a stay at this business-friendly hotel in Elk Grove Village. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and ...
7.6/10 Good! (1,699 reviews)
"The breakfast wasn’t very good"

Reviewed on Jun 5, 2026

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Super 8 by Wyndham Chicago O'Hare Airport
Hyatt Place Chicago/O'Hare Airport

Hyatt Place Chicago/O'Hare Airport

3 out of 5
6810 Mannheim Rd Rosemont IL
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 ...
8.4/10 Very Good! (3,427 reviews)
"1) bed 6/10 - blankets super flat and I didnt sleep well. 2) Breakfast was great! 8/10 3) Great location! 10/10 4) They oversold the two queens 😞and moved us to a king. After some Discussion they comped us a second king room which was nice but our family was split up. Guy at the desk was super nice ..."

Reviewed on Jun 6, 2026

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Hyatt Place Chicago/O'Hare Airport
See all 2,692 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.