Cheap flights To Oak Lawn (CHI) from $38

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Cheap Flights to Oak Lawn from $38 One Way, $76 Round Trip

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

Tue, Aug 11 - Wed, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$76 Roundtrip, just found
$76
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Wed, Aug 12, priced at $76 just found
Wed, Aug 12 - Wed, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$76 Roundtrip, just found
$76
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, Aug 12 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Wed, Aug 12, priced at $76 just found
Tue, Aug 11 - Wed, Aug 12
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$146 Roundtrip, found 2 hours ago
$146
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Dallas-Fort Worth Intl. to Midway Intl., returning Wed, Aug 12, priced at $146 found 2 hours ago
Tue, Aug 11 - Wed, Aug 12
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$146 Roundtrip, found 2 hours ago
$146
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Aug 12, priced at $146 found 2 hours ago
Mon, Aug 10 - Thu, Aug 20
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$163 Roundtrip, found 4 hours ago
$163
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Mon, Aug 10 from Los Angeles Intl. to O'Hare Intl., returning Thu, Aug 20, priced at $163 found 4 hours ago
Mon, Sep 14 - Thu, Sep 17
LAX
Los Angeles Intl.
RFD
Greater Rockford
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Sep 14 from Los Angeles Intl. to Greater Rockford, returning Thu, Sep 17, priced at $197 found 1 day ago
Sat, Sep 12 - Wed, Sep 16
LAX
Los Angeles Intl.
MDW
Midway Intl.
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Sat, Sep 12 from Los Angeles Intl. to Midway Intl., returning Wed, Sep 16, priced at $197 found 12 hours ago
Sat, Sep 12 - Wed, Sep 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select United flight, departing Sat, Sep 12 from Los Angeles Intl. to O'Hare Intl., returning Wed, Sep 16, priced at $197 found 12 hours ago
Sun, Oct 11 - Fri, Oct 16
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 6 hours ago
$197
Roundtrip
found 6 hours ago
Select Delta flight, departing Sun, Oct 11 from Los Angeles Intl. to O'Hare Intl., returning Fri, Oct 16, priced at $197 found 6 hours ago
Tue, Sep 1 - Wed, Sep 2
JFK
John F. Kennedy Intl.
ORD
O'Hare Intl.
$227 Roundtrip, found 14 hours ago
$227
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Tue, Sep 1 from John F. Kennedy Intl. to O'Hare Intl., returning Wed, Sep 2, priced at $227 found 14 hours ago

Oak Lawn Flight Information

Traveling To
Oak Lawn
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, Southwest Airlines, Delta, United
Flight Price
$76
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Oak Lawn economy flight packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago O'Hare – Rosemont by IHG
3.0-star property

Holiday Inn Chicago O'Hare – Rosemont by IHG

Oct 2 - Oct 5

3 night stay

Charlotte (CLT) to Chicago (ORD)

Frontier Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $989, price is now $497 per person
$497
per person
found 1 day ago
Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

Sep 25 - Sep 27

2 night stay

Charlotte (CLT) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Charlotte (CLT)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,040, price is now $717 per person
$717
per person
found 1 day ago
Level Chicago - River North
4.0-star property

Level Chicago - River North

Sep 25 - Sep 27

2 night stay

Charlotte (CLT) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Charlotte (CLT)

Frontier Airlines • Coach
Price was $870, price is now $627 per person
$627
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Charlotte to Oak Lawn
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Oak Lawn first class flight packages

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

9/10 Wonderful! (512 reviews)

Sep 12 - Sep 15

3 night stay

New York (NYC) to Chicago (ORD)

Delta • Roundtrip • FirstClass
Price was $1,784, price is now $1,269 per person
$1,269
per person
found 16 hours ago

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0-star property

Sable at Navy Pier Chicago, Curio Collection by Hilton

9.4/10 Exceptional! (2,631 reviews)

Sep 13 - Sep 16

3 night stay

Charlotte (CLT) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,980, price is now $1,466 per person
$1,466
per person
found 23 hours ago
Traveled with my partner, it felt romantic and we loved the view and all the nearby attractions. We were given a $10 credit to the restaurant but didn’t use them because we were too busy exploring the entire pier. There is no pool however the oak beach is nearby. The property felt safe although it was accessible to everyone, you had to use your room key to access the elevators. The pier closed at 10p to public so we had private access to the beautiful nighttime views. Make sure you wear walking shoes!! The only things that bothered us were, Stains on the floor and bench in our room, shower head had weak water flow, other than that it was an amazing stay!!! Definitely will be back with my children.

Reviewed on Aug 8, 2026

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,907 reviews)

Sep 18 - Sep 21

3 night stay

Denver (DEN) to Chicago (ORD)

United • Roundtrip • FirstClass
Price was $1,866, price is now $1,400 per person
$1,400
per person
found 1 day ago

Don't see what you're looking for?
See all available trips from New York to Oak Lawn
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Oak Lawn

Start your search for cheap flights to Oak Lawn on Orbitz. Orbitz is where you will discover guaranteed low prices on Oak Lawn flights, as well as all of the following conveniences:

Travel Updates on Your Mobile Device

Orbitz offers cutting-edge mobile tools for your smartphone. Whether you own an iPhone or an Android phone, you can benefit from Orbitz’s flight status updates and even book your future Oak Lawn flights. You can also review and reserve hotel rooms for when your Oak Lawn flights land and see other special offers.

Low Prices Guaranteed on Flights to Oak Lawn

Orbitz offers large discounts on a wide range of Oak Lawn flights. Through our easy-to-use site, you can find, plan, and reserve your desired flights to Oak Lawn while taking advantage of the lowest fares around.

Customer Care When You Need It

Orbitz is dedicated to making your flight booking experience as stress-free as possible. If you need to cancel your reservation, you can do so at your own convenience by going to the Orbitz website. If you need to change your flights to Oak Lawn to another time or date, you can contact our customer service representatives by phone, and they help you make the flight adjustments you need.

Loyalty Program Participation Opportunities

Orbitz lets you add your loyalty or frequent flyer account numbers when you book qualifying flights to Oak Lawn. So don’t worry about missing out on earning miles or points simply because you aren’t booking with the airline directly. You can save on your flights, and rack up miles too.

Frequently asked questions

Which airlines fly to Oak Lawn?
With 20 airlines to pick from, finding the ideal flight that fits your budget and plans will be easy. O'Hare Intl. Airport (ORD) is a major entrance point to Oak Lawn and where you'll likely be flying into. These well-known international carriers are ready to take you there:

  • United Airlines - 612 flights to Oak Lawn per month
  • American Airlines - 339 flights to Oak Lawn per month
  • Air Canada - 190 flights to Oak Lawn per month

What is the best airport to fly to in Oak Lawn?
Midway Intl. Airport (MDW), around 5 miles north of downtown Oak Lawn, is one choice. O'Hare Intl. Airport (ORD) is another port of entry to this exciting city. Compare the airfares to both airports, as well as which terminal may be more convenient for you.
How much is a flight to Oak Lawn?
Plenty of great deals were there for the taking this week, with return flights to Oak Lawn fluctuating from $76 to $227. But it was passengers beginning their trip from Atlanta (ATL) who nabbed the biggest bargains. One-way flights to Oak Lawn fell to just $38.
How to book the cheapest flight to Oak Lawn?
With some of the most incredible flight deals around, a bargain is always waiting for you with Orbitz. The following tips and hints will help you land cheap flights to Oak Lawn — and leave you with more cash to splash:

  • Depending on your departure city, select the 'Nearby airports' function (located under the departure and arrival options). On occasion, alternative departure points offer better value for money.
  • If you're flexible with your plans, click on the 'Show flexible dates' option. You'll see the flight deals for the days either side of your selected departure. Airfares often vary depending on what day it is.
  • Select 'Show options' to filter your search results. You can pick your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you'd like to fly in the morning, afternoon or evening.
  • Reserve your seat as soon as you've decided on your travel dates. While you can get lucky once in a while, airline tickets rarely drop in price as your departure date nears.
  • Think about bundling your hotels, flights and car rental with Orbitz to make your dollar go further.
  • If you can, avoid traveling during the busy season. Airfares significantly increase during summer, school breaks and around other vacation times like Easter, Thanksgiving and Christmas.

How long is a flight to Oak Lawn?
You might have time to read one or more chapters of your favorite novel, or you might get through the whole thing! How long a flight is depends on where you're taking off from, but these well-known routes to Oak Lawn will give you some 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 Oak Lawn?
Book in January, February or August for the lowest airfares to Oak Lawn. Once you've located a bargain, buy it — cheap flights are known to appear and then vanish in the click of a mouse.
What day of the week is the cheapest to book a flight to Oak Lawn?
Get a great flight deal by booking on a Tuesday, Wednesday or Saturday. These are typically the best days of the week to land cheap airfares to Oak Lawn.
What is the cheapest day of the week to fly to Oak Lawn?
Based on Orbitz data from 2020, Monday is generally the best day to get cheap flights to Oak Lawn. Tuesday also offers more affordable fares, whereas Saturday has the most expensive ticket prices. Although flying out at the weekend can be more suitable, you'll have more money to play with if you jet out early in the week.
What is the cheapest month to fly to Oak Lawn?
We won't keep you guessing — according to Orbitz data, August is generally the cheapest month to fly. Ideal for those who need a weekend getaway or simply escape from it all before the weather changes. The costliest time to fly is in the middle of summer, with airfares peaking in June.
Which airlines allow free cancellation?
We understand that plans can change and flexibility is important. That's why you can easily search for flights that include free cancellation and no change fees on Orbitz. Simply click on "Filter by flexible change policies" and we'll show you fares more flexible than a crayon left in the sun!
What do I need for the flight to Oak Lawn?
Nothing's more enjoyable than jetting somewhere new, but it's wise to be prepared. These practical tips will help get your trip off to a smooth start:

  • Whether you print it out beforehand or use an electronic one, you'll need your boarding pass to walk on to the plane. You'll also need some sort of government-issued photo identification. If you're flying internationally, make sure your passport is valid and you've looked into visa requirements.
  • Take some activities to keep you amused on your trip to Oak Lawn. Magazines, books and electronic gadgets like laptops and tablets should do the trick. Remember to take a water bottle as well. Even on short flights, it's important to stay hydrated.
  • Even if you're traveling when it's hot and sticky outside, take a sweater or cardigan on board with you. Cabins can get chilly!

How many direct flights are there to Oak Lawn?
Right now, there are 604 direct flights every month to Oak Lawn. When it comes to airlines that will take you there, you're spoiled for choice. Southwest Airlines, Frontier Airlines and Delta Air Lines are among the most popular. Volaris, Porter Airlines and Allegiant Air are other respected carriers with nonstop services.
How do I get cheap first-class/business deals to Oak Lawn?
If you think a first or business-class fare is out of your reach, think again. Here are some terrific tips to help you pick up a premium flight to Oak Lawn for a whole lot less:

  • Be more flexible with your travel dates and hold out for deals on first or business-class airfares.
  • Search for a budget carrier that offers business-class seats. They usually come with extra legroom and a glass of Champagne — and a more attractive price.
  • Bid for an upgrade in online auctions (if available) or upgrade your fare with points earned through loyalty programs.

How to get into Oak Lawn from the airport?
Zip into central Oak Lawn with a Midway Intl. Airport (MDW) car rental. Budget and Avis are two reputable providers at Midway Intl. Airport (MDW). Fling your bags in the trunk, drive 5 miles to the south and you'll be in the center of the city in a jiffy. Many travelers also use taxis or public transportation to head into town from the airport. From there, you can still pick up a ride to see the region's other great attractions with one of our Oak Lawn car rentals.
What is the best time to go to Oak Lawn?
You'll have plenty of fun whatever time of the year you decide to go to Oak Lawn, but March, April and May are the liveliest months. Like to fill up your schedule with loads of warm-weather experiences? Book your trip around June 20. This is when the summer season kicks off in the Northern Hemisphere. Expect the mercury to span between 65 ºF and 80 ºF at this time of year.
Travel tips for Oak Lawn

  • Downtown Oak Lawn is brimming with interesting attractions. Gems like Chicago Ridge Shopping Mall and Childrens Museum of Oak Lawn will keep your feet moving and the sightseer in you happy.
  • If you're looking for a nice little day trip, there are more sights to see a short drive from the center. Discover why Wrigley Field and McCormick Place are on the must-do lists of many Oak Lawn visitors.
  • When you want to see more of Chicago, lock in a car rental and drive in the direction of Gurnee. Waukegan is another main city with no shortage of things to see and do.

More to Explore

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.