Cheap flights To Oak Lawn (CHI) from $29

Earn rewards on top of your airline miles with Orbitz Rewards

Many airlines offer flexible change policies

Sign up to receive text alerts about your trip

Cheap Flights to Oak Lawn from $29 One Way, $53 Round Trip

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

Sat, Jan 24 - Sat, Jan 24
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$53 Roundtrip, found 19 hours ago
$53
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Sat, Jan 24 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Sat, Jan 24, priced at $53 found 19 hours ago
Tue, Jan 27 - Tue, Jan 27
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$53 Roundtrip, found 21 hours ago
$53
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Tue, Jan 27 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Jan 27, priced at $53 found 21 hours ago
Fri, Feb 20 - Sun, Feb 22
MCO
Orlando Intl.
MDW
Midway Intl.
$58 Roundtrip, found 15 hours ago
$58
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Fri, Feb 20 from Orlando Intl. to Midway Intl., returning Sun, Feb 22, priced at $58 found 15 hours ago
Sat, Jan 10 - Sat, Jan 10
MCO
Orlando Intl.
ORD
O'Hare Intl.
$64 Roundtrip, found 1 day ago
$64
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Jan 10 from Orlando Intl. to O'Hare Intl., returning Sat, Jan 10, priced at $64 found 1 day ago
Tue, Jan 13 - Thu, Jan 15
EWR
Newark Liberty Intl. Airport
MDW
Midway Intl.
$66 Roundtrip, found 2 hours ago
$66
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Jan 13 from Newark Liberty Intl. Airport to Midway Intl., returning Thu, Jan 15, priced at $66 found 2 hours ago
Fri, Feb 20 - Mon, Feb 23
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Feb 20 from Dallas-Fort Worth Intl. to Midway Intl., returning Mon, Feb 23, priced at $68 found 4 days ago
Sat, Feb 21 - Sat, Feb 28
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Feb 21 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Feb 28, priced at $68 just found
Tue, Feb 3 - Wed, Feb 4
MCO
Orlando Intl.
ORD
O'Hare Intl.
$72 Roundtrip, found 6 days ago
$72
Roundtrip
found 6 days ago
Select Spirit Airlines flight, departing Tue, Feb 3 from Orlando Intl. to O'Hare Intl., returning Wed, Feb 4, priced at $72 found 6 days ago
Fri, Jan 30 - Sun, Feb 1
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$72 Roundtrip, just found
$72
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jan 30 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sun, Feb 1, priced at $72 just found
Sat, Feb 7 - Wed, Feb 18
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$91 Roundtrip, found 4 days ago
$91
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Feb 7 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, Feb 18, priced at $91 found 4 days ago

Oak Lawn Flight Information

Traveling To
Oak Lawn
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Southwest Airlines, United, American Airlines
Flight Price
$53
Earliest Departing Flight
Latest Departing Flight

Flights Review

Mar 10, 2018

Great overall service. Smooth landing. Plane was even early.

A verified traveler
Denver to Chicago · United

Book Your Flight & Hotel Together & Save

Oak Lawn economy flight packages

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Portage I-94
2.0-star property

OYO Hotel Portage I-94

Jan 29 - Feb 1

3 night stay

Miami (MIA) to Chicago (ORD)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $235, price is now $162 per person
$162
per person
found 6 hours ago
Motel Edgebrook Chicago North Shore by OYO
2.0-star property

Motel Edgebrook Chicago North Shore by OYO

Jan 14 - Jan 18

4 night stay

Orlando (MCO) to Chicago (ORD)

Spirit Airlines • Coach

Chicago (ORD) to Orlando (MCO)

Frontier Airlines • Coach
Save 100% on your flight
Price was $291, price is now $211 per person
$211
per person
found 1 day ago
Trump International Hotel & Tower Chicago
5.0-star property

Trump International Hotel & Tower Chicago

Jan 15 - Jan 18

3 night stay

Fresno (FAT) to Chicago (ORD)

Southwest Airlines • Non-stop • Coach

Chicago (ORD) to Fresno (FAT)

Alaska Airlines • Non-stop • Coach
Price was $1,002, price is now $733 per person
$733
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Miami to Oak Lawn
View all trips

Oak Lawn

Are you in the mood for a cruise? Shop Orbitz today for cheap cruises and flights to Oak Lawn. Our award-winning cruise site features exclusive offers, information for first-timers and top destinations and activities. Make discount domestic and international travel plans in an instant with cutting-edge mobile tools from Orbitz.

Top Pick

Orbitz holds a “Best of the Web” Cruise Site Award from Forbes Magazine. You won’t find better deals anywhere on low cost cruises and low fare Oak Lawn flights. Our Customer Care and guaranteed low prices make Orbitz the team to beat in budget cruises and air ticket sales.

Exclusive Offers

Register for Orbitz email updates and our cruise experts will notify you of bargain tickets on cruises as they’re posted. Install our free mobile apps on your iPad, iPhone or Android for easy booking and mobile-only savings on flights to Oak Lawn. Visit www.Orbitz.com to learn more about these amazing benefits and our 110% Best Price Guarantee.

First-Timers

Are you and your family cruise newbies? Orbitz offers Cruising 101 and Cruise FAQ to answer any questions you may have. Book your cruise and air travel with Orbitz On the Go for greater savings on Oak Lawn flights.

Ports and Play

Be sure to check our cruise page for free shore excursions, onboard spending, balcony upgrades and other perks. Orbitz offers last-minute, luxury, weekend and summer cruises. You can even designate which port you want to sail from and pre-book on-shore activities. Get there on the cheap with discounts on flights to Oak Lawn and Oak Lawn flights. Get more bang for your travel buck at Orbitz.

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 $53 to $91. But it was passengers beginning their trip from Orlando (MCO) who nabbed the biggest bargains. One-way flights to Oak Lawn fell to just $29.
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.