Cheap flights To Oak Lawn (CHI) from $29

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Cheap Flights to Oak Lawn from $29 One Way, $79 Round Trip

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

Tue, Jun 30 - Tue, Aug 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORD
O'Hare Intl.
$79 Roundtrip, found 6 days ago
$79
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Jun 30 from Hartsfield-Jackson Atlanta Intl. to O'Hare Intl., returning Tue, Aug 4, priced at $79 found 6 days ago
Wed, Aug 19 - Tue, Aug 25
ATL
Hartsfield-Jackson Atlanta Intl.
MDW
Midway Intl.
$88 Roundtrip, found 6 days ago
$88
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Wed, Aug 19 from Hartsfield-Jackson Atlanta Intl. to Midway Intl., returning Tue, Aug 25, priced at $88 found 6 days ago
Tue, Jun 16 - Sat, Jun 20
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$148 Roundtrip, just found
$148
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Jun 16 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Jun 20, priced at $148 just found
Sat, Aug 8 - Sat, Aug 15
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Aug 8 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Aug 15, priced at $152 found 4 days ago
Tue, Aug 4 - Tue, Aug 11
LAX
Los Angeles Intl.
ORD
O'Hare Intl.
$160 Roundtrip, found 16 hours ago
$160
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Aug 4 from Los Angeles Intl. to O'Hare Intl., returning Tue, Aug 11, priced at $160 found 16 hours ago
Wed, Jul 22 - Mon, Jul 27
EWR
Newark Liberty Intl. Airport
RFD
Greater Rockford
$176 Roundtrip, found 5 days ago
$176
Roundtrip
found 5 days ago
Select American Airlines flight, departing Wed, Jul 22 from Newark Liberty Intl. Airport to Greater Rockford, returning Mon, Jul 27, priced at $176 found 5 days ago
Wed, Jul 8 - Tue, Jul 14
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$177 Roundtrip, found 3 hours ago
$177
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Wed, Jul 8 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Jul 14, priced at $177 found 3 hours ago
Thu, Aug 20 - Sat, Aug 22
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select United flight, departing Thu, Aug 20 from Newark Liberty Intl. Airport to O'Hare Intl., returning Sat, Aug 22, priced at $177 found 1 day ago
Wed, Jul 1 - Sat, Jul 4
ATL
Hartsfield-Jackson Atlanta Intl.
RFD
Greater Rockford
$196 Roundtrip, found 6 days ago
$196
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jul 1 from Hartsfield-Jackson Atlanta Intl. to Greater Rockford, returning Sat, Jul 4, priced at $196 found 6 days ago
Sat, Sep 5 - Tue, Sep 8
EWR
Newark Liberty Intl. Airport
ORD
O'Hare Intl.
$197 Roundtrip, found 1 day ago
$197
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Sep 5 from Newark Liberty Intl. Airport to O'Hare Intl., returning Tue, Sep 8, priced at $197 found 1 day ago

Oak Lawn Flight Information

Traveling To
Oak Lawn
Destination Airport IATA Code
CHI
Number of Airlines Serving
Airlines
Frontier Airlines, American Airlines, United, Delta, Southwest Airlines
Flight Price
$79
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.
Swissotel - Chicago
4.5-star property

Swissotel - Chicago

Jul 3 - Jul 6

3 night stay

Atlanta (ATL) to Chicago (ORD)

American Airlines • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $677, price is now $450 per person
$450
per person
found 1 day ago
Level Chicago Fulton Market
4.0-star property

Level Chicago Fulton Market

Jul 16 - Jul 20

4 night stay

Atlanta (ATL) to Chicago (ORD)

Southwest Airlines • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,290, price is now $820 per person
$820
per person
found 1 day ago
Level Chicago - River North
4.0-star property

Level Chicago - River North

Jul 8 - Jul 13

5 night stay

Atlanta (ATL) to Chicago (ORD)

Delta • Coach

Chicago (ORD) to Atlanta (ATL)

Frontier Airlines • Coach
Save 100% on your flight
Price was $1,303, price is now $835 per person
$835
per person
found 4 hours ago
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Oak Lawn premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel
4.0-star property

Wind Creek Southland Casino and Hotel

9.2/10 Wonderful! (372 reviews)

Jul 3 - Jul 6

3 night stay

Atlanta (ATL) to Chicago (ORD)

Frontier Airlines • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $974, price is now $636 per person
$636
per person
found 1 day ago
Love the Cleanliness, and no smoking rooms. The staff was excellent! We will attend again

Reviewed on Nov 17, 2025

Hotel Riu Plaza Chicago
4.0-star property

Hotel Riu Plaza Chicago

9.4/10 Exceptional! (4,188 reviews)

Jul 9 - Jul 12

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Save 100% on your flight
Price was $1,147, price is now $788 per person
$788
per person
found 23 hours ago
Great location, clean, and great breakfast buffet

Reviewed on Mar 8, 2026

The Royal Sonesta Chicago River North
4.5-star property

The Royal Sonesta Chicago River North

9.2/10 Wonderful! (2,593 reviews)

Jul 9 - Jul 12

3 night stay

New York (NYC) to Chicago (ORD)

JetBlue Airways • Roundtrip • PremiumEconomy
Price was $942, price is now $653 per person
$653
per person
found 23 hours ago
We received liked the service the staff provided, particularly Shanda.

Reviewed on Jul 20, 2025

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Oak Lawn first class flight packages

Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG
4.5-star property

Kimpton Gray Hotel by IHG

9.4/10 Exceptional! (1,003 reviews)

Jul 14 - Jul 17

3 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,442, price is now $1,134 per person
$1,134
per person
found 1 hour ago
I absolutely loved my stay at this property! Everything—from the warm, welcoming atmosphere to the beautifully maintained rooms—made the experience unforgettable. The staff were incredibly kind, and every detail felt thoughtfully designed for comfort. I can’t wait to come back!

Reviewed on Nov 21, 2025

The Peninsula Chicago
5.0-star property

The Peninsula Chicago

9.8/10 Exceptional! (1,012 reviews)

Jul 14 - Jul 17

3 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,963, price is now $1,576 per person
$1,576
per person
found 1 hour ago
Everything was superb. The only “complaint “ I have, is that I paid for a city view room, but actually looked at the side of one building. Other than that, we lived the stay.

Reviewed on Oct 24, 2025

Swissotel - Chicago
4.5-star property

Swissotel - Chicago

9/10 Wonderful! (3,332 reviews)

Jul 14 - Jul 17

3 night stay

New York (NYC) to Chicago (ORD)

American Airlines • Roundtrip • FirstClass
Price was $1,520, price is now $1,234 per person
$1,234
per person
found 1 hour ago
Great stay and we highly recommend. We will be back.

Reviewed on Apr 21, 2026

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Oak Lawn

If you are looking for discount prices on flights to Oak Lawn then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Oak Lawn flights easy and affordable.

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Orbitz makes it stress-free to book Oak Lawn flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Oak Lawn, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

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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 $79 to $197. But it was passengers beginning their trip from Atlanta (ATL) 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.