$45 Cheap flight deals from Los Angeles (QLA) to Highland Park (CHI)
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This Weekend's Flight Deals from Los Angeles to Highland Park
This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
SNA
John Wayne
ORD
O'Hare Intl.
$373 Roundtrip, found 9 hours ago
$373
Roundtrip
found 9 hours ago
SNA
John Wayne
MDW
Midway Intl.
$383 Roundtrip, found 9 hours ago
$383
Roundtrip
found 9 hours ago
ONT
Los Angeles - Ontario Intl.
MDW
Midway Intl.
$441 Roundtrip, found 4 days ago
$441
Roundtrip
found 4 days ago
LAX
Los Angeles Intl.
MDW
Midway Intl.
$551 Roundtrip, found 4 days ago
$551
Roundtrip
found 4 days ago
Airfares from $45 One Way, $109 Round Trip from Los Angeles to Highland Park
Prices starting at $109 for return flights and $45 for one-way flights to Highland Park were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
LAX
Los Angeles
ORD
Chicago
$109 Roundtrip, found 15 hours ago
$109
Roundtrip
found 15 hours ago
LAX
Los Angeles
MDW
Chicago
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
LAX
Los Angeles
RFD
Rockford
$163 Roundtrip, found 5 days ago
$163
Roundtrip
found 5 days ago
SNA
Orange County
ORD
Chicago
$165 Roundtrip, found 5 days ago
$165
Roundtrip
found 5 days ago
ONT
Ontario
ORD
Chicago
$167 Roundtrip, found 4 days ago
$167
Roundtrip
found 4 days ago
Highland Park economy flight packages
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Swissotel - Chicago
9/10 Wonderful! (2,947 reviews)
Feb 11 - Feb 15
4 night stay
Burbank (BUR) to Chicago (ORD)
American Airlines • Roundtrip • Coach
Price was $746, price is now $517 per person
$517
per person
found 1 day ago
Staff was friendly. Rooms are showing their age. No pool, no sauna, nothing really fancy. Not worth the price.
Reviewed on Dec 10, 2025
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (2,790 reviews)
Feb 11 - Feb 15
4 night stay
Burbank (BUR) to Chicago (ORD)
American Airlines • Roundtrip • Coach
Price was $806, price is now $558 per person
$558
per person
found 1 day ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful.
Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates!
The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods.
The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely.
I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month.
Kudos to all, and thank you for our wonderful stay!
Reviewed on Dec 28, 2025
5.0-star property
Trump International Hotel & Tower Chicago
9.4/10 Exceptional! (1,773 reviews)
Feb 11 - Feb 15
4 night stay
Burbank (BUR) to Chicago (ORD)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,450, price is now $1,005 per person
$1,005
per person
found 1 day ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!
Reviewed on Oct 13, 2025
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See all available trips from Los Angeles to Highland Park
View all tripsHighland Park packages with premium economy flights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (2,790 reviews)
Feb 18 - Feb 22
4 night stay
Los Angeles (LAX) to Chicago (ORD)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $966, price is now $775 per person
$775
per person
found 14 hours ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful.
Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates!
The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods.
The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely.
I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month.
Kudos to all, and thank you for our wonderful stay!
Reviewed on Dec 28, 2025
5.0-star property
Trump International Hotel & Tower Chicago
9.4/10 Exceptional! (1,773 reviews)
Feb 18 - Feb 22
4 night stay
Los Angeles (LAX) to Chicago (ORD)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,664, price is now $1,246 per person
$1,246
per person
found 14 hours ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!
Reviewed on Oct 13, 2025
4.5-star property
Fairmont Chicago at Millennium Park
8.6/10 Excellent! (2,008 reviews)
Feb 18 - Feb 22
4 night stay
Los Angeles (LAX) to Chicago (ORD)
Delta • Non-stop roundtrip • PremiumEconomy
Price was $1,017, price is now $828 per person
$828
per person
found 14 hours ago
Solid place to stay
Reviewed on Nov 5, 2025
Don't see what you're looking for?
See all available trips from Los Angeles to Highland Park
View all tripsHighland Park first class flight packages
Price found within the past 48 hours. Click for updated prices.
4.5-star property
Swissotel - Chicago
9/10 Wonderful! (2,947 reviews)
Feb 11 - Feb 15
4 night stay
Los Angeles (LAX) to Chicago (ORD)
American Airlines • Non-stop • FirstClass
Chicago (ORD) to Los Angeles (LAX)
Delta • Non-stop • FirstClass
Price was $1,266, price is now $1,069 per person
$1,069
per person
found 1 day ago
Staff was friendly. Rooms are showing their age. No pool, no sauna, nothing really fancy. Not worth the price.
Reviewed on Dec 10, 2025
5.0-star property
Trump International Hotel & Tower Chicago
9.4/10 Exceptional! (1,773 reviews)
Feb 11 - Feb 15
4 night stay
Los Angeles (LAX) to Chicago (ORD)
American Airlines • Non-stop • FirstClass
Chicago (ORD) to Los Angeles (LAX)
Delta • Non-stop • FirstClass
Price was $2,001, price is now $1,558 per person
$1,558
per person
found 1 day ago
Food was amazing and the staff was amazing. Room was incredible! Felt like we were royalty on our visit!
Reviewed on Oct 13, 2025
4.0-star property
Hotel Riu Plaza Chicago
9.4/10 Exceptional! (2,790 reviews)
Feb 11 - Feb 15
4 night stay
Los Angeles (LAX) to Chicago (ORD)
American Airlines • Non-stop • FirstClass
Chicago (ORD) to Los Angeles (LAX)
Delta • Non-stop • FirstClass
Price was $1,350, price is now $1,111 per person
$1,111
per person
found 1 day ago
Staff is TOP NOTCH! I am in a wheelchair right now, recovering from a knee surgery, and staff could not have been more solicitous and helpful.
Also, when we checked in, upon learning of my daughter‘s birthday on Christmas, the front desk representative gave us a complementary room upgrade and sent up chocolates!
The room was very clean and the shower was fantastic. Not enough good words about the buffet, as long as you’re clear that it is a “breakfast“ buffet and not a “brunch“ buffet :-). I think I was expecting a sliced roast beef and an omelette bar, but it is in fact a very extensive selection of breakfast foods.
The restaurant recommendation was spot on. We had a delicious dinner of fine Mediterranean/Sardinian foodat Nora’s next door and enjoyed it immensely.
I have now joined the capital RIU club and plan on spending much more time at their other properties, particularly in Costa Rica, where I am moving next month.
Kudos to all, and thank you for our wonderful stay!
Reviewed on Dec 28, 2025
Don't see what you're looking for?
See all available trips from Los Angeles to Highland Park
View all tripsMore About Flying To Highland Park from Los Angeles
Route Information for Flights from Los Angeles to Highland Park
Origin Airport IATA Code | QLA |
|---|---|
Destination Airport IATA Code | CHI |
Distance | |
Direct Flight Airlines | |
Earliest Flight Arrival | |
Latest Flight Arrival |
Los Angeles to Highland Park
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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.