Cheap flights To Highland Park (CHI) from $26

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Cheap Flights to Highland Park from $26 One Way, $51 Round Trip

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

Tue, Aug 27 - Wed, Sep 11
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$51 Roundtrip, found 15 hours ago
$51
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Tue, Aug 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 11, priced at $51 found 15 hours ago
Tue, Aug 27 - Tue, Aug 27
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$55 Roundtrip, found 11 hours ago
$55
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Aug 27 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Aug 27, priced at $55 found 11 hours ago
Tue, Aug 27 - Tue, Aug 27
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$55 Roundtrip, found 11 hours ago
$55
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Aug 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 27, priced at $55 found 11 hours ago
Tue, Sep 10 - Tue, Sep 24
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$56 Roundtrip, found 9 hours ago
$56
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Tue, Sep 10 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Sep 24, priced at $56 found 9 hours ago
Tue, Aug 27 - Wed, Sep 11
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$56 Roundtrip, found 15 hours ago
$56
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Tue, Aug 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 11, priced at $56 found 15 hours ago
Tue, Sep 17 - Sat, Sep 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$59 Roundtrip, found 1 hour ago
$59
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Tue, Sep 17 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Sep 21, priced at $59 found 1 hour ago
Wed, Jun 12 - Wed, Jun 12
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$60 Roundtrip, found 3 days ago
$60
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Jun 12 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, Jun 12, priced at $60 found 3 days ago
Thu, Sep 5 - Wed, Sep 11
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$60 Roundtrip, just found
$60
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 5 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Sep 11, priced at $60 just found
Tue, Jun 11 - Tue, Jun 11
PHL
Philadelphia Intl.
MDW
Midway Intl.
$63 Roundtrip, found 5 hours ago
$63
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Jun 11 from Philadelphia Intl. to Midway Intl., returning Tue, Jun 11, priced at $63 found 5 hours ago
Sat, Sep 7 - Sat, Sep 14
PHL
Philadelphia Intl.
ORD
O'Hare Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Sep 7 from Philadelphia Intl. to O'Hare Intl., returning Sat, Sep 14, priced at $68 just found

Highland Park ORD Flight Information

Traveling To
Highland Park
Destination Airport IATA Code
CHI
Number of Airlines Serving
16
Airlines
Spirit Airlines, Frontier Airlines
Flight Price
$51
Earliest Departing Flight
AA 3446 7:28AM EDT
Latest Departing Flight
NZ 2204 Jun 8 6:44PM EDT

Book Your Flight & Hotel Together & Save

Highland Park economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sonesta Simply Suites Chicago O'Hare Airport
2.0-star property

Sonesta Simply Suites Chicago O'Hare Airport

Jul 11 - Jul 17

6 night stay

Boston (BOS) to Chicago (ORD)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The French Country Inn Lake Geneva
3.0-star property

The French Country Inn Lake Geneva

Jul 4 - Jul 7

3 night stay

Minneapolis (MSP) to Chicago (ORD)

Sun Country Airlines • Coach

Chicago (ORD) to Minneapolis (MSP)

United • Coach
Save 100% on your flight
per person
just found
Hilton Garden Inn Chicago Downtown South Loop
3.0-star property

Hilton Garden Inn Chicago Downtown South Loop

Jul 11 - Jul 17

6 night stay

Boston (BOS) to Chicago (ORD)

Spirit Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Highland Park
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Highland Park premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
JW Marriott Chicago
4.5-star property

JW Marriott Chicago

9.2/10 Wonderful! (1,005 reviews)

Jul 4 - Jul 9

5 night stay

Newark (EWR) to Chicago (ORD)

United • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 5 hours ago
We had a nice stay. Clean, quiet room.

Reviewed on May 21, 2024

Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

9.2/10 Wonderful! (1,200 reviews)

Jul 4 - Jul 9

5 night stay

Newark (EWR) to Chicago (ORD)

United • Roundtrip • PremiumEconomy
Save 100% on your flight
per person
found 5 hours ago
Everything was outstanding

Reviewed on Apr 2, 2024

LondonHouse Chicago, Curio Collection by Hilton
4.5-star property

LondonHouse Chicago, Curio Collection by Hilton

9.2/10 Wonderful! (3,524 reviews)

Jul 4 - Jul 9

5 night stay

Newark (EWR) to Chicago (ORD)

United • Roundtrip • PremiumEconomy
per person
found 4 hours ago
We loved that we could have an early check-in.

Reviewed on Mar 31, 2024

Don't see what you're looking for?
See all available trips from Newark to Highland Park
View all trips

Highland Park

Snag some “suite” deals when you add cheap hotel rooms to Highland Park flights at Orbitz. You can score tickets to ballgames, concerts and other activities while planning your low fare flights. For non-stop air tickets or planned layovers, Orbitz is your discount travel resource.

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While shopping Orbitz sales on Highland Park flights, remember to throw in some fun. Ticket sales for music, theatre, sports and more can be found on the Activities page. Just tell us what you want to do, and Orbitz will save your seat.

Non-Stop or Stop and Visit

Will you be flying round-trip or one-way? Going directly from Point A to Point B? Maybe you’d like to have dinner with family and friends along the way. Whether you need non-stop flights to {destination.name} or lowest cost layovers on Highland Park flights, you will always find the best air travel prices at Orbitz.

All in One

Now you can custom design the perfect travel package with Orbitz and save more when booking your flights to Highland Park. Do you have a favorite airline, hotel or car rental company? Every page at Orbitz gives you complete freedom to create your travel plans according to your unique wants and needs. Orbitz is designed to meet your discount travel planning needs completely and conveniently.

Frequently asked questions

Which airlines fly to Highland Park?
With 20 airlines to choose from, finding the right flight to fit your itinerary and budget will be a breeze. O’Hare Intl. Airport (ORD) is a major entrance point to Highland Park and where you’ll likely be disembarking. These top international carriers are ready and waiting to take you there:

  • United Airlines - 612 flights to Highland Park per month
  • American Airlines - 339 flights to Highland Park per month
  • Air Canada - 190 flights to Highland Park per month

What is the best airport to fly to in Highland Park?
O’Hare Intl. Airport (ORD), around 15 miles south of downtown Highland Park, is one option. Midway Intl. Airport (MDW) is another port of entry to this exciting city. Compare the fares to both airports, along with which terminal may be more convenient for you.
How much is a flight to Highland Park?
This week, prices hovered between $51 and $68 for a return trip to Highland Park. Fares one-way from Atlanta (ATL) fell to $26.
How to book the cheapest flight to Highland Park?
Using Orbitz, you’ll find some of the most affordable flight deals around from a great range of airlines. But if you’d love to increase your chances of booking cheap flights to Highland Park, here are a few pointers designed to help:

  • Depending on your departure point, select the ‘Nearby airports’ function (located under the departure and arrival form fields). In certain cases, other departure points offer more competitive fares.
  • If you’re flexible with your travel schedule, click on the ‘Show flexible dates’ option. It’ll bring up flight deals for the days either side of your chosen departure. Airfares often vary depending on the day of the week.
  • You can also hit the ‘Show options’ function to filter results for your preferred airline, seating class, nonstop flights and refundable flights. Under ‘Sort & Filter’ to the left, you can even pick the time of day you want to fly.
  • Book as soon as you’ve worked out your travel dates. While it does happen from time to time, airfares rarely fall in price as your departure date approaches.
  • Think about combining your flights, hotels and car rental into an Orbitz package to stretch your budget even further.
  • Don’t fly during peak seasons if possible. By steering clear of school vacations and summer, you can save big on your airfare.

How long is a flight to Highland Park?
You might have time to read one or two chapters of your favorite novel, or you might make it though the entire thing! The duration of a flight depends on where you’re taking off from, but these well-known routes to Highland Park will give you an idea:

  • New York, NY (LGA-LaGuardia) to O’Hare Intl. Airport (ORD) - 2 hours and 40 minutes
  • Boston, MA (BOS-Logan Intl.) to O’Hare Intl. Airport (ORD) - 2 hours and 51 minutes
  • Washington, DC (DCA-Ronald Reagan Washington National) to O’Hare Intl. Airport (ORD) - 2 hours and 13 minutes

What is the best time to book a flight to Highland Park?
If your schedule allows, purchase your tickets to Highland Park in January. This is the best month for low airfares, followed by February and August. With a bit of organizing, you’re guaranteed to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Highland Park?
You can get a great flight deal by making a booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days to score cheap tickets to Highland Park.
What is the cheapest day of the week to fly to Highland Park?
Based on Orbitz data from 2020, Monday is generally the best day to score cheap flights to Highland Park. Tuesday also offers budget-friendly fares whereas Saturday has the most expensive ticket rates. Although flying out at the weekend may be more convenient, you’ll have more money in your pocket to play with if you fly out at the start of the week.
What is the cheapest month to fly to Highland Park?
According to Orbitz data, it’s best to fly out in August. This is generally the best month to pick up cheap flights to Highland Park. It’s worth bearing in mind that the most expensive time to fly is in June.
Which airlines allow free cancellation?
When searching for flights on Orbitz, select “Filter by flexible change policies.” This filter will show you all the airlines offering free cancellation within 24 hours of booking and no change fees. That means you can relax knowing that if your travel dates change, your reservation can too.
What do I need for the flight to Highland Park?
The trick to a stress-free flight is to prepare well. Listed below are some tips to help you get ready for departure:

  • Your travel documents are the most important items you’ll need to have with you on your flight. To avoid any issues while checking in, make sure that the personal info on your ticket corresponds with your government-issued photo ID.
  • Take some activities to keep you entertained on your trip to Highland Park. Books, magazines and devices like e-readers and laptops should do the trick. Don’t forget to take a water bottle too. Even on short flights, it’s important to keep well-hydrated.
  • It can get cold on the plane. If you don’t like the thought of shivering your way through the flight, layer up.

How many direct flights are there to Highland Park?
Your thrilling adventure is just one easy plane trip away, with 2,332 direct flights to Highland Park each month. Search for your ideal flight with Orbitz and find a terrific deal with United Airlines, American Airlines or Delta Air Lines. Other popular carriers that offer nonstop services include Southwest Airlines, Spirit Airlines and Air Canada.
How do I get cheap first-class/business deals to Highland Park?
There are ways of booking business or first-class fares to Highland Park that won’t burn through your savings. Grab a seat at the front of the plane for less with these handy hints:

  • Flexibility is key. By being open to a variety of travel dates, you’ll have better odds of finding a deal on first or business-class airfares.
  • Budget airlines offer business-class seating at a fraction of the usual cost. Skip the full-service carriers and look up these cheaper options.
  • Bid for an upgrade in online auctions or upgrade through your frequent flyer program.

How to get into Highland Park from the airport?
Hotfoot it into central Highland Park with an O’Hare Intl. Airport (ORD) car rental. Thrifty Car Rental and Dollar are two reputable suppliers at O’Hare Intl. Airport (ORD). Toss your bags in the trunk, drive 15 miles to the north and you’ll hit the hustle and bustle of the city in next to no time. Lots of travelers also take advantage of taxis or public transportation to travel into town from the airport. From there, you can still pick up a ride to head out of the city and explore with one of our Highland Park car rentals.
What is the best time to go to Highland Park?
If you’d like to experience the unique vibe of Highland Park in the peak season, May, June and July are the top months to visit. June 20 heralds the onset of summertime in the Northern Hemisphere and is a fantastic time to travel if you savor the outdoors. Around this time of year, average daily temperatures typically range from 65 ºF to 75 ºF.
Travel tips for Highland Park

  • Lace up your comfy sneakers and explore this buzzing city on foot. There are some leading attractions you can’t miss, such as Chicago Botanic Garden and Highland Park Country Club.
  • If you’re on the lookout for a fun day trip, there are more sights waiting to dazzle you a short drive from the center. Discover why Wrigley Field and McCormick Place are on the bucket lists of many Highland Park adventurers.
  • Eager to hit up some other Chicago cities? Organize a car rental and drive to Calumet City or Naperville — or both! With your own vehicle, exploring those off-radar destinations will also be a cinch.

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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.