Cheap Flights To Highland Park 2025

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Highland Park Flights as Low as $77

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Tue, Jun 10 - Wed, Jun 11
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$77 Roundtrip, found 5 days ago
$77
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jun 10 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $77 found 5 days ago
Delta
Tue, Jun 10 - Fri, Jun 13
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$135 Roundtrip, found 5 days ago
$135
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Jun 10 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Fri, Jun 13, priced at $135 found 5 days ago
United
Tue, Jun 10 - Tue, Jun 10
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$137 Roundtrip, found 5 days ago
$137
Roundtrip
found 5 days ago
Select United flight, departing Tue, Jun 10 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $137 found 5 days ago
Delta
Sun, Jun 8 - Tue, Jun 10
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$150 Roundtrip, found 5 days ago
$150
Roundtrip
found 5 days ago
Select Delta flight, departing Sun, Jun 8 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $150 found 5 days ago
Delta
Sat, Jun 7 - Sat, Jun 7
MSP
Minneapolis - St. Paul Intl.
MDW
Midway Intl.
$151 Roundtrip, found 5 days ago
$151
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Jun 7 from Minneapolis - St. Paul Intl. to Midway Intl., returning Sat, Jun 7, priced at $151 found 5 days ago
United
Sat, Aug 9 - Sat, Aug 9
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$151 Roundtrip, found 5 days ago
$151
Roundtrip
found 5 days ago
Select United flight, departing Sat, Aug 9 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Aug 9, priced at $151 found 5 days ago
American Airlines
Sat, May 31 - Sun, Jun 1
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$153 Roundtrip, found 5 days ago
$153
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, May 31 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sun, Jun 1, priced at $153 found 5 days ago
American Airlines
Sat, Jun 7 - Sat, Jun 7
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$156 Roundtrip, found 5 days ago
$156
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Jun 7 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Sat, Jun 7, priced at $156 found 5 days ago
Frontier Airlines
Sun, Aug 17 - Sat, Aug 23
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$161 Roundtrip, found 3 days ago
$161
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sun, Aug 17 from Philadelphia Intl. to O'Hare Intl., returning Sat, Aug 23, priced at $161 found 3 days ago
Frontier Airlines
Sun, Sep 28 - Fri, Oct 3
PHL
Philadelphia Intl.
MDW
Midway Intl.
$164 Roundtrip, found 17 hours ago
$164
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sun, Sep 28 from Philadelphia Intl. to Midway Intl., returning Fri, Oct 3, priced at $164 found 17 hours ago
JetBlue Airways
Wed, Oct 1 - Wed, Oct 8
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$201 Roundtrip, found 17 hours ago
$201
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Wed, Oct 1 from Philadelphia Intl. to O'Hare Intl., returning Wed, Oct 8, priced at $201 found 17 hours ago
Frontier Airlines
Sun, May 25 - Thu, May 29
MEM
Memphis Intl.
ORD
O'Hare Intl.
$220 Roundtrip, found 5 days ago
$220
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, May 25 from Memphis Intl. to O'Hare Intl., returning Thu, May 29, priced at $220 found 5 days ago
Frontier Airlines
Sun, May 25 - Sat, May 31
TTN
Mercer
ORD
O'Hare Intl.
$221 Roundtrip, found 21 hours ago
$221
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Sun, May 25 from Mercer to O'Hare Intl., returning Sat, May 31, priced at $221 found 21 hours ago
Frontier Airlines
Thu, Oct 30 - Thu, Nov 6
ELP
El Paso Intl.
MDW
Midway Intl.
$228 Roundtrip, found 18 hours ago
$228
Roundtrip
found 18 hours ago
Select Frontier Airlines flight, departing Thu, Oct 30 from El Paso Intl. to Midway Intl., returning Thu, Nov 6, priced at $228 found 18 hours ago
Spirit Airlines
Thu, Jun 5 - Mon, Jun 9
MSP
Minneapolis - St. Paul Intl.
ORD
O'Hare Intl.
$230 Roundtrip, found 18 hours ago
$230
Roundtrip
found 18 hours ago
Select Spirit Airlines flight, departing Thu, Jun 5 from Minneapolis - St. Paul Intl. to O'Hare Intl., returning Mon, Jun 9, priced at $230 found 18 hours ago
Delta
Wed, May 28 - Sat, Jun 7
MEM
Memphis Intl.
MDW
Midway Intl.
$271 Roundtrip, found 5 days ago
$271
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, May 28 from Memphis Intl. to Midway Intl., returning Sat, Jun 7, priced at $271 found 5 days ago

Highland Park Flights

No matter how much you fight the travel bug, sometimes there's only one solution—to hop on the next plane to Highland Park. AARP Travel Center Powered by Expedia® is here to help you cure that bug with great deals on flights and activities. AARP Travel features members-only discounts with the best rates from Expedia, giving members the best price in travel, guaranteed. AARP members pay no booking fees on flights, and often receive exclusive rates on car rentals and hotels.

If you've got a more relaxed schedule, we will have more deals to show you. In other words, you will have a better chance of finding that cheap flight without searching dozens of other sites.

Airport Transportation

Once you have reserved plane tickets to Highland Park, you might want to book a car so you can get around on your own. You can schedule a Highland Park rental car under our cars tab and jump into the car as soon as you step outside. For more information, check out the Highland Park Car Rentals Guide.

Highland Park Activities

If you aren't sure where to start, we can help you with that as well. Not to worry—there's lots to do in this city. No matter what you decide to do with your time, you're sure to have fun in this city.

If you're looking for some fun activities to do in Highland Park, make sure you look at our "Things to Do in Highland Park" page for activities and excursions for the whole crew.

Book Your Hotel in Highland Park

Highland Park has lodging to choose from, make sure you check out our hotel listings tab for some great recommendations from past visitors. No matter where you stay, just remember that you will get the best for your getaway when you stay with us.

Booking Your Visit to Highland Park

Once you've planned your travel dates, allow us here at AARP Travel to connect you with cheap tickets to Highland Park. Don't wait a second longer—book your airfare today and land in Highland Park tomorrow.